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Lofts and Condos in Chicago, IL

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    $160
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    1 / 14
    4 of 5 stars (1) Very good
    Northwest Side
    3 Bedrooms, 1 Bathroom, Sleeps 7
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    1 / 40
    5 of 5 stars (1) Excellent
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 4
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    1 / 11
    5 of 5 stars (2) Excellent
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 / 7
    4.5 of 5 stars (2) Very good
    Northwest Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Hot Tub
    • Deck
    • DVD Player
    • Washer
    • Patio
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two bedrooms, two bathrooms condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building.... View all property information
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    Location Information
    Chicago, Illinois 60618
    4 of 5 stars Reviewed March 30, 2015
    Condo was clean and comfortable and looked recently updated. It was in a perfect location for us. Peter and Annie were very helpful and flexible in meeting our needs. Parking is...
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    1 / 13
    5 of 5 stars (2) Excellent
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    Located a block north of the Chicago River this property features a prime location just steps from Michigan Avenue. Amenities include gym, pool, and hot tub. Two queen size beds and a fold out sleeper sofa make it possible to sleep six. Chicago's premier downtown Streeterville neighborhood grants... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed March 28, 2015
    This place is wonderful. Clean, quiet, trendy and well appointed. My family and I really enjoyed our stay.
    5 of 5 stars Reviewed January 28, 2015
    My fiancé and I really enjoyed ourselves here!! It was everything we were looking for in a nice condo for a mini getaway. We walked right out our condo and BOOM there was...
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    The Loop
    2 Bedrooms, 3 Bathrooms, Sleeps 7
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    • Wi-Fi
    • Linens Provided
    • Parking
    • Terrace
    • Balcony
    • Towels Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ENTIRE LUXURY LOFT -COME AND ENJOY! SPACIOUS - HIGH CEILINGS - LUXURIOUS Come relax and enjoy after a great day of sightseeing, spending the day at McCormick Place which is a few minutes away and stay in the comfort and convenience of this cozy loft. Luxurious 2 Queen bedroom, 2 private... View all property information
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    Chicago, Illinois 60608
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    1 / 48
    5 of 5 stars (15) Excellent
    Southwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    Amenities & Details
    • Stereo System
    • DVD Player
    • Deck
    • Air Conditioning
    • Hot Tub
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We have two really incredible vacation rental apartments. The view in our first picture is our large hot tub. It's your new best friend after a day of travel, sightseeing, or business. The next photo is the amazing Chicago City Skyline view from our deck (closed in winter when there is snow and... View all property information
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    Location Information
    Chicago, Illinois 60609
    5 of 5 stars Reviewed June 15, 2015
    We loved it. We did not have enough time to do everything. It was so nice to come "home" after a day touring the city. The rental was very clean and very roomy. We...
    5 of 5 stars Reviewed April 3, 2015
    The location is in a quaint neighborhood. We enjoyed the location because you felt like part of the area. The apartment was very spacious. It was truly a home away from home...
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    1 / 15
    4.5 of 5 stars (4) Very good
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • TV
    • Refrigerator
    • Dryer
    • Washer
    • Elevator/Lift access
    • Wi-Fi
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Furnished Studio. Double bed, full bath, and full kitchen. Unique location. You don't need a car living here. Plenty of transit options. A couple of blocks to Red line train station. Direct express bus to Chicago downtown stops right around the corner. 20 minutes to the city center by public... View all property information
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    Location Information
    Chicago, Illinois 60640
    3 of 5 stars Reviewed August 13, 2015
    Beautiful tree lined street close to down town express, lake front and bike hire. Great supermarket around 2 corners. Studio is in an older building that has seen better days. No...
    4 of 5 stars Reviewed September 3, 2014
    Great stay, close to the El train and cheaper than a hotel! Able to stay parked out front for free and take the El where ever we wanted to. If you want a great stuffed pizza...
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    $499
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Amenities & Details
    • DVD Player
    • Gym
    • Washer
    • Pool Table
    • Dryer
    • Air Conditioning
    • Wi-Fi
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    LOCATION,LOCATION, LOCATION!!!! Newly listed amazing home in great location - Luxurious 2 bedroom, 3 bed, 2 bath condo with amazing views in multiple directions, centrally location to every major attraction in the Chicago-land area and easy access to all city transit. There are three bedrooms in... View all property information
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    Location Information
    Chicago, Illinois 60605
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    $2,670
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    1 / 40
    4.5 of 5 stars (7) Very good
    The Loop
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Game Room
    • Staffed Property
    • DVD Player
    • Air Conditioning
    • Pool Table
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    888.761.RENT or 312.242.1625 215 W. Washington St. Chicago, IL. 60606 (Washington/Wells in the Loop in Downtown Chicago - Five Blocks West of Michigan Avenue and Millenium Park 'Bean'; In Business/Theater District) Check Availability and Book Online Now: http://reservation.worldweb.com/hotel/1278... View all property information
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    Location Information
    Chicago, Illinois 60661
    5 of 5 stars Reviewed July 23, 2015
    In January 2015 I found out that I needed to get a rental in town for 5 weeks due to a summer program at Joffrey Ballet n which my daughter would be participating. I needed a...
    5 of 5 stars Reviewed July 19, 2014
    Beautiful furnished apartments with kitchennete and in the heart of downtown, just a few blocks away from State st and michigan ave. I had a very pleasant and comfortable stay...
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    1 / 14
    5 of 5 stars (21) Excellent
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Refrigerator
    • Dryer
    • Satellite TV
    • Internet Access
    • Fireplace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a nice place on a quiet street, close to transportation and many restaurants. Very close to I 94. View all property information
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    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed September 2, 2015
    Our stay was amazing. We traveled with 2 younger kids and they loved it as well. We really felt like we were home. Spacious and more than we could ask for.
    5 of 5 stars Reviewed August 22, 2015
    We stayed here for a few days before a business conference I was attending. I had never been to Chicago and wanted to explore the area. The apartment was very clean and...
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    $129
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    1 / 20
    4 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Dryer
    • Refrigerator
    • Washer
    • Internet Access
    • Patio
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Plenty of free street parking is available on our block. This is the first floor of our home so we expect all guests to be QUIET & respectful. If you love to party, stomp around and yell then this is not the place for you. No parties, no loud music & no stumbling in drunk at 2 am. We are old &... View all property information
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    Location Information
    Chicago, Illinois 60609
    3 of 5 stars Reviewed June 12, 2015
    The rental was okay, very quiet and not exactly handicap accessible; as indicated in the specs - but made it work. Other than that the duration of the stay worked out.
    4 of 5 stars Reviewed September 3, 2014
    This was my first experience using Trip Advisor and renting a private home to stay in. The weekend was great. The apartment was located in a safe neighborhood to walk around in...
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    $195
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    1 / 15
    5 of 5 stars (2) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Waterfront
    • Washer
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $139
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    1 / 18
    4 of 5 stars (1) Very good
    The Loop
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Dishwasher
    • Stove
    • Air Conditioning
    • TV
    • Wi-Fi
    • Refrigerator
    • Elevator/Lift access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
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    Location Information
    Chicago, Illinois 60602
    4 of 5 stars Reviewed August 20, 2014
    Tr`es bien situé, propre et bien équipé. Personnel de l'immeuble bien chaleureux. Pitsfield's café `a ne pas manqué au rez-de-chaussée. Calme , bien insonorisé...`a l'exeption de...
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    $499
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Amenities & Details
    • Washer
    • Satellite TV
    • Gym
    • Wi-Fi
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    LOCATION! LOCATION! LOCATION! Amazing Luxury location - Come relax and enjoy after a great day of sightseeing, McCormick Place or working in the comfort and convenience of this cozy home. Luxurious 2 bedroom and 2 bathroom accommodates . Centrally located to every major attraction in the Chicago... View all property information
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    Location Information
    Chicago, Illinois 606016
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    $259
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    1 / 37
    4 of 5 stars (5) Very good
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
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    Amenities & Details
    • Washer
    • Satellite TV
    • Stove
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Water Views
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
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    Location Information
    Chicago, Illinois 60611
    4 of 5 stars Reviewed August 18, 2014
    Very strategic location near to major attractions. Very spacious and quiet. The best coffee is just down the building! The only thing was the wifi was extremely slow, me and my...
    3 of 5 stars Reviewed July 1, 2014
    security was not aware of our check in and had to call and verify. kitchen is not adequately stocked for those who may use knives, forks and wine glasses. it was, however...
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    $149
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3
    Overview Reviews (1) Make Inquiry
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    • Refrigerator
    • Soap/Shampoo...
    • TV
    • Shared Yard
    • Towels Provided
    • Wi-Fi
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great 2b, 1 bath apartment in the walkable Ukrainian Village! Close to groceries, restaurants, shopping, clubs, public transportation, and easy access to downtown and the lake frowalk out of your apartment to the garden in the backyard, and enjoy your coffee, or watch the kids playing in the... View all property information
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    Location Information
    Chicago, Illinois 60622
    5 of 5 stars Reviewed July 22, 2015
    My wife and I stayed in Chicago for the 4th of July holiday. This was a nice apartment in a great, quiet neighborhood. The apartment has a full kitchen, 2 bedrooms, and a nice...
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    1 / 14
    4.5 of 5 stars (13) Very good
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    • Dryer
    • Refrigerator
    • Washer
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The studio is situated in the couch house of the property. It is 300 square feet plus the bathroom. Beautiful decorated and very quiet place with the windows facing the beautiful garden. There is a washer and dryer on side. We are city bee keepers as we learned they are very important for our... View all property information
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    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed August 12, 2015
    it was a wonderful time in Chicago, Hanne met our expectations and more, i would use her studio again, thank you Hanne
    3 of 5 stars Reviewed July 28, 2015
    We are a couple in our 60s and our dog. The Good: It is a lovely studio in a garden area. Roomy enough. Well equipped with hot plate, dishes, pots and pans, silverware, etc. Nice...
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    1 / 49
    5 of 5 stars (32) Excellent
    Southwest Side
    3 Bedrooms, 1 Bathroom, Sleeps 6
    other travelers have booked this property
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    Amenities & Details
    • Washer
    • Hot Tub
    • DVD Player
    • Deck
    • Stereo System
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We have two really incredible vacation rental apartments. The view in our first picture is our large hot tub. It's your new best friend after a day of travel, sightseeing, or business. The next photo is the amazing Chicago City Skyline view from our deck (closed in winter when there is snow and... View all property information
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    Location Information
    Chicago, Illinois 60609
    5 of 5 stars Reviewed June 15, 2015
    I have rented short term condos and apartments many times and this was by far the easiest and most professional! Bob is great! The location provides easy access to McCormick...
    4 of 5 stars Reviewed June 1, 2015
    We (two senior citizens, two adults and two children) enjoyed our stay at this apartment. Lots of space and totally equipped. It was great relaxing in the hot tub at the end of...
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    $200
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Linens Provided
    • Stove
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a modern 3 bedroom condo located in the Auburn Gresham neighborhood in Chicago. Location is walking distance from the CTA bus line and CTA red line train station. Downtown Chicago is only a 15 minute ride from on the red line. This condo is close to historic parks, beaches, restaurants,... View all property information
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    Location Information
    Chicago, Illinois 60620
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    $95
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    1 / 10
    5 of 5 stars (1) Excellent
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a beautiful garden unit. It comes fully furnished with a queen size bed plus a pull-out couch. Plenty of sitting room, updated bathroom, does not have kitchen but does have small fridge, microwave and coffee maker. The location is ideal, being close to the city and still in a quiet... View all property information
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    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed October 13, 2014
    My wife and I spent 3 night here in Sept 2014. The owner was very friendly and helpful. This studio is located in a nice quiet neighborhood, close to restaurants and shops, and...
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    $225
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    1 / 11
    4 of 5 stars (4) Very good
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 5
    other travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Stove
    • Linens Provided
    • Internet Access
    • Satellite TV
    • Dishwasher
    • Towels Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious, elegantly appointed and furnished Lakeview vacation/executive two bedroom, one bathroom apartment. First floor on a quiet tree-lined street, the entire apartment features; either oak floors or ceramic tiles, all solid oak doors and windows and oriental rugs. You will find our... View all property information
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    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed February 4, 2015
    Good value for the money. We enjoyed the player piano. Beds were comfortable and everything was clean.
    4 of 5 stars Reviewed July 28, 2014
    Close to transit & grocery. Lots of space. Communication with Andy was great. He answered any questions we had before the trip in a timely manner. Easy check in and out...
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    $140
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    2.5 of 5 stars (2) Poor
    Rogers Park
    3 Bedrooms, 1 Bathroom, Sleeps 8
    other travelers have booked this property
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Garage
    • Balcony
    • Patio
    • Refrigerator
    • Deck
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Perfect Home while visiting Chicago for a few days or longer stays, perfect for family gatherings, vacation, wedding stays, or simply enjoying time in The city. Walking distance to lots and public transportation! THE UNIT Lots of natural light, Hardwood floors, lots of windows, Large Living room... View all property information
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    Location Information
    Chicago, Illinois 60626
    1 of 5 stars Reviewed April 15, 2015
    My sister was staying with us on (Apr.7) and opened the door and entered, NO HEAT,beds shabby very low to the floor and frumpy.The house was not up to advertised pictures on the...
    4 of 5 stars Reviewed April 9, 2015
    We like the house, it 's bright, lot of windows,it's a charming older home with hardwood floor.Very good location, walking distance to Loyola University and lake Michigan. There...
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    $120
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    1 / 11
    2 of 5 stars (1) Poor
    Rogers Park
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Refrigerator
    • Dryer
    • Air Conditioning
    • Wi-Fi
    • Stove
    • Patio
    • Washer
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Space Living room and dining room combo. Rooms are nice and cozy, cute and quiet. The unit is located in the East Rogers Park neighborhood of Chicago and border with Edgewater, within walking distance to the CTA Red Line Loyola station, Loyola University, restaurants, coffee shops, Lake... View all property information
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    Location Information
    Chicago, Illinois 60626
    2 of 5 stars Reviewed May 5, 2015
    Place was dark and damp. Bed sheets were clean, but pillows old and flat. Beds are double size. Towels were clean, but bathroom toilet area smelled moldy. Floors not very clean...
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    $179
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    Overview
    Amenities & Details
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Gym
    • Air Conditioning
    • Elevator/Lift access
    • Washer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in the vibrant and historic Andersonville, our spacious apartments are ideal for guests looking for a special getaway. Unit includes gourmet kitchen with breakfast bar, king size bed, and balcony... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    $95
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Overview
    Amenities & Details
    • Dishwasher
    • Stove
    • Paper Towels...
    • Refrigerator
    • Freezer
    • Wi-Fi
    • Central Heating
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2 Bedroom 1 Bath garden apartment walking distance to green line CTA Green line stop (California) 1 &1/2 city blocks away takes you downtown, to the waterfront/ lake or shopping on Michigan Ave in approx 10 minutes (hint: check out GoRoo), or Chicago's new bike rental service Divvy, we are also 1.5... View all property information
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    Location Information
    Chicago, Illinois 60612
    From
    $120
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Dishwasher
    • Air Conditioning
    • Stove
    • Wi-Fi
    • Freezer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Popular and convenient WEST TOWN 1 Bedroom 1 Bath Garden apartment nestled right in between Wicker Park, Ukrainian Village and trendy West Loop areas, steps away from the hottest new restaurants on Randolph Street. FOODIE HEAVEN w/ Subzero fridge, new granite kitchen stainless steel double oven!... View all property information
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    Location Information
    Chicago, Illinois 60642
    From
    $200
    / Night
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    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Make Inquiry
    Overview
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    • Linens Provided
    • Air Conditioning
    • TV
    • Internet Access
    • Stove
    • Refrigerator
    • Balcony
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two bedrooms, one bathroom condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building. Bus... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $854
    / Week
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    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4
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    Overview
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Wi-Fi
    • DVD Player
    • Elevator/Lift access
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy stunning city views from your apartment and walk to work from this centrally located West Loop apartment. In your free time enjoy Michigan Avenue for shopping, as well as museums, restaurants and nightlife at your doorstep. The train, taxis, and buses are all accessible on the same block for... View all property information
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    Location Information
    Chicago, Illinois 60661
    From
    $850
    / Night
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    Lakeview
    6 Bedrooms, 2 Bathrooms, Sleeps 18
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Deck
    • Air Conditioning
    • Washer
    • Refrigerator
    • Wi-Fi
    • Balcony
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    With 6 bedrooms on two floors, this apartment is in a prime location to be an oasis while enjoying all the excitement that Wrigleyville and Chicago have to offer. Walk to Wrigley Field, CTA Red Line, Nightlife, Bars, Restaurants, and more. Lots of space in an awesome location. With 6 bedrooms, 2... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $145
    / Night
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    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Porch
    • TV
    • Wi-Fi
    • Refrigerator
    • DVD Player
    • Stove
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a great urban experience staying in the Ukrainian Village of Chicago! --2 bedroom flat perfect for short term stays. Convenient to shops, grocery, restaurants, library, bars, gym, swimming pool!THE SPACE:This main floor apartment includes the following amenities:Two comfortable bedrooms with... View all property information
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    Location Information
    Chicago, Illinois 60622
    From
    $199
    / Night
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    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Dryer
    • Grill
    • Deck
    • Air Conditioning
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family friendly neighborhood. This warm and welcoming first floor unit features a high end kitchen equipped with stainless appliances & granite countertops, 1 King... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $260
    / Night
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    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6
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    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $275
    / Night
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    Lakeview
    2 Bedrooms, 2 Bathrooms, Sleeps 2
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $300
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 6
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    Overview
    Amenities & Details
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • DVD Player
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The South Loop is classic Chicago. In the South Loop, streets with decades of history come alive as music and life pulse magnetically. Chicago's South Loop is a neighborhood that's buzzing with bars, restaurants and entertainment; it's the perfect place to stay during your time in Chicago. The... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $200
    / Night
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    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Towels Provided
    • Air Conditioning
    • Wi-Fi
    • Shared Yard
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Magnificent mile 1 brm convertible apt off Michigan Avenue in hotel district featuring 24 hr doorman, rooftop gym, sundeck, business ctr and garden patio. Your neighbors are the Hyatt, Fairmont and Radisson Blue. Gym, sundeck on rooftop 48th floor. Insane winter reductions!! North side prices in... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $247
    / Night
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Staffed Property
    • Deck
    • DVD Player
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our suite features Two Bedrooms/Two Bathrooms with a pull out couch and can accommodate six guests. Suite also contains fully equipped gourmet kitchen and is perfect for families or individuals, traveling for business or pleasure. Guests can enjoy their individual balconies with gas grill as well... View all property information
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    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed August 26, 2015
    This apartment is specious, clean and luxurious. the living seating area has a comfortable couches and big TV. The kitchen is elegant and fully equipped. The staff are really...
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    $175
    / Night
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    1 / 7
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • There Are Tennis...
    • Linens Provided
    • Garage
    • Watersports Nearby
    • Parking
    • Towels Provided
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    It is a great location in Downtown Chicago. It is close to everywhere. Opposite side is Northwestern Memorial Hospital , following building is Ann Lurie Children's Hospital. It is walking distance to Magnificent Mile (Michigan Ave.) , Navy Pier. There are restaurants , markets all around. Welcome... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed June 22, 2015
    The apartment is in a very good position. I found it clean and with all the services working perfectly.
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    $85
    / Night
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    1 / 16
    5 of 5 stars (36) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (36) Make Inquiry
    Overview Reviews (36)
    Amenities & Details
    • Satellite TV
    • Washer
    • Refrigerator
    • Internet Access
    • Towels Provided
    • Dryer
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A big thank you to my guests for their great reviews. I'm so honored to have earned a 2014 Certificate of Excellence from tripadvisor! Very comfortable, private lower level of duplex. Perfect for a business traveler who doesn't want to be downtown, or a couple visiting the city for pleasure.... View all property information
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    Location Information
    Chicago, Illinois 60625
    5 of 5 stars Reviewed August 19, 2015
    The owner thought to provide everything you might need. Little things like a few snacks and a fan in the bedroom made the place welcoming from start to finish. Large den space...
    5 of 5 stars Reviewed July 7, 2015
    We loved staying here! It is conveniently located near L stops, wonderful restaurants and safe and quiet neighborhood. We were very comfortable each night we stayed and upon...
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    From
    $100
    / Night
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    Near North Side
    Studio, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Dryer
    • Parking
    • Washer
    • Dishwasher
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Old looking building but cozy room to relax , Drop bags and go about your business , convenient location , safe area , a block away from red line train station as well the 151 bus that operates to downtown , taxis are a flag away , surrounded by street side restuarants, very close to boystown and... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $220
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Garage
    • Linens Provided
    • Air Conditioning
    • There Are Tennis...
    • Towels Provided
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Whether you are coming to stay at Raffaello Chicago for business, a romantic getaway, or traveling with your family and friends, we have the perfect accommodation ready and waiting for you. Every Raffaello guest room reflects an upscale European style with soothing accents, subtle earth tones and... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed February 27, 2015
    We were lucky that we chose this place. It is in a perfectly managed hotel , Raffaello Hotel . Everything was ready to have a nice stay. Thanks
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    $200
    / Night
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    1 / 11
    5 of 5 stars (2) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other travelers have booked this property
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    Overview Reviews (2)
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Washer
    • Internet Access
    • Deck
    • DVD Player
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    BEFORE YOU BOOK PLEASE NOTE THERE IS A 4 NIGHT MINIMUM FROM MAY THROUGH OCTOBER, WITH A 5 NIGHT MINIMUM FOR HOLIDAY WEEKENDS AND SPECIAL EVENT WEEKENDS. PLEASE DO NOT AUTO BOOK FOR PERIODS SHORTER THAN WHAT IS REQUIRED AS THE BOOKING MAY NOT BE HONORED. PLEASE EMAIL OR CALL WITH ANY QUESTIONS.... View all property information
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    Location Information
    Chicago, Illinois 60614
    From
    $149
    / Night
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    1 / 14
    5 of 5 stars (4) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
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    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Playground
    • Satellite TV
    • Stereo System
    • DVD Player
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Unit has one regular sized bedroom and a 'Lil' bedroom - twin bed only. Located 1 block from the Fulllerton L stop (Brown Purple & Red Line service), getting around the Windy City is a breeze. Magnificent Mile in under 10 minutes, the Loop (Grant Park, Millennium Park, Museum Row) in 12. With... View all property information
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    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed July 19, 2015
    My wife and I spent a week here in June. We were attending a week's worth of Cubs games and wanted to stay somewhere other than a downtown hotel but yet still not be out in the...
    5 of 5 stars Reviewed July 23, 2015
    Fui con mi hija por una semana, nos quedamos donde Red y la experiencia no pido haber sido mejor: el apartamento es muy acogedor, iluminado, es como una casa propia en otra...
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    $149
    / Night
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    1 / 16
    5 of 5 stars (39) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (39) Make Inquiry
    Overview Reviews (39)
    Amenities & Details
    • Stereo System
    • Fireplace
    • Satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street... View all property information
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    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed August 24, 2015
    We stayed here during a family trip, and the apartment was absolutely beautiful. Even with a family of six, the apartment was more than spacious and accommodating. Every room was...
    5 of 5 stars Reviewed June 1, 2015
    Paul was a great host, responsive and clear. The location is so fantastic if you want to experience a charming Chicago neighborhood. Restaurants, bars, cafes, and shopping are...
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    From
    $285
    / Night
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    The Loop
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Shared Indoor Pool
    • Sauna
    • Waterfront
    • Watersports Nearby
    • Hot Tub
    • Air Conditioning
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy this 36th floor studio in one of the most modern and luxurious skyscrapers in Chicago, The Aqua. The unit is 720 sq ft studio (as large as a 1 bedroom, but with a partial wall separating the living space from bedroom). Granite counter tops, stainless steel appliances, 42 inch flat screen TV... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $350
    / Night
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    1 / 27
    4.5 of 5 stars (6) Very good
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    1 KING SIZE Bed in the masteroom and 1 full size bed in the second and air-mattress available for more than 5 people 1600 square feet Sleeps 6 2 Flatscreen TVs Clean freshly-washed white sheets and white Towels waiting for you. Coffee maker now available. Private garage parking in the... View all property information
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    Location Information
    Chicago, Illinois 60605
    4 of 5 stars Reviewed May 29, 2015
    I actually rented this place for the "bike the drive" cycle ride over Memorial Day. The pictures are accurate. Tee was always available for questions, checking in, etc. a short...
    5 of 5 stars Reviewed November 7, 2014
    The Condo was a great place for rest and relaxation between all the excitement we found in Chicago. Outstanding views of the Chicago skyline, great location, comfortable beds and...
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    From
    $500
    / Night
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    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Modern luxury One bedroom with queen size bed Location, Location, Location Hotel type amenities. Queen size bed in your private room 900 square feet space Sleeps 4 Flatscreen TV in the livingroom Wireless Internet is not available Clean freshly-washed white sheets and white Towels waiting for... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $175
    / Night
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    1 / 15
    3 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Towels Provided
    • Wi-Fi
    • Stove
    • Refrigerator
    • Air Conditioning
    • Linens Provided
    • Microwave
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Arrive to an elegant furnished rental while in Chicago. Located on the upper north side of the city near the lake.. Near Evanston, North Shore, and downtown. Our bright residence, located in a beautiful corner red brick 4-flat built in the early 1900's, feature a full-slate of modern conveniences.... View all property information
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    Location Information
    Chicago, Illinois 60660
    From
    $395
    / Night
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    DePaul
    3 Bedrooms, 1 Bathroom, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Tennis Court
    • Playground
    • Stereo System
    • Deck
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    HISTORY: Aster House has been renting since 1891, and under the present owners since 1982. We've had guests return as long as 18 years, so you may be assured of a safe secure visit. NEIGHBORHOOD: Aster House is on a quiet residential street in Lincoln Park, Chicago's most upscale downtown... View all property information
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    Location Information
    Chicago, Illinois 60614
    From
    $100
    / Night
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    1 / 42
    3 Bedrooms, 1 Bathroom, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stereo System
    • Washer
    • Refrigerator
    • DVD Player
    • Patio
    • Air Conditioning
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This vacation property is in a large vintage brownstone on a quiet, tree-lined street in Buena Park, a historic area in the southeast corner of Chicago's Uptown neighborhood. The place is a little over a mile walk to the beach, less than a mile from Wrigley Field and a 15-minute drive to downtown... View all property information
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    Location Information
    Chicago, Illinois 60613
    Chicago Vacation Rentals

    Planning a visit to Chicago? A Chicago vacation rental is a great hotel alternative. From modern apartments on the Magnificent Mile to cozy coach houses in Lincoln Park and everything in between, we’ve got a wide variety of Chicago vacation rentals so there’s sure to be one that’s just right for you. Whatever your budget, we’ll help you find a great deal. Plus, you can book with confidence - we have plenty of unbiased user reviews of Chicago vacation rentals!

    Chicago family vacations

    Chicago is a great city for families and a vacation home rental makes it easy to explore all that the second city has to offer. If it’s baseball season, catch a Chicago Cubs game at historic Wrigley Field, one of the oldest ball parks in the country. Or take the kids out to Navy Pier, which features amusement rides, shops and restaurants right on Lake Michigan. If you’re kids are animal lovers, visit the Great Ape House at the Lincoln Park Zoo, where admission is still free. Or see dinosaurs at The Field Museum of Natural History.

    Chicago attractions

    There's plenty to do in Chicago and a vacation rental in the city will put you within walking distance of most of the city's many attractions. Art lovers will enjoy the Art Institute of Chicago where they can browse the large collection of impressionist and post-impressionist paintings before heading to the newer Modern Wing. After, you’ll want to head over to nearby Millennium Park, which features public art and cultural events year-round. During the warmer months, find a spot on the sand at Oak Street Beach, a great place to people watch with views of downtown skyscrapers and Lake Michigan.

    Chicago day trips

    For those who want to explore Chicago beyond the city center, there are plenty of short getaways worth exploring, all within an hour or two of your vacation rental. Nearby Oak Park is home to the Frank Lloyd Wright Home and Studio. It’s also the birthplace of Ernest Hemingway. For those looking for outdoor adventure, head south to Starved Rock State Park where you can hike miles of trails through rolling hills or go fishing, boating or horseback riding. Other popular getaways include Lake Geneva in southern Wisconsin or the shores along Lake Michigan outside the city.

    Saving money on Chicago vacation rentals

    Whether you want to stay in a chic downtown apartment rental in Chicago or a spacious house in the suburbs, we can help you find a deal that fits your budget. There are discounts on every type of property to help you get the most bang for your buck.