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Lofts and Condos in Chicago, IL

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    All 221 Rentals in Chicago
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    Travelers to Chicago are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    $135
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    1 / 48
    5 of 5 stars (15) Excellent
    Southwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    $145
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    1 / 7
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    $1,250
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    1 / 13
    Roscoe Village
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    $165
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    1 / 23
    2.5 of 5 stars (4) Poor
    Northwest Side, Wicker Park / Bucktown
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Stove
    • Internet Access
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Refrigerator
    • Washer
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Chicago Bathhouse Corporate Residences are located on the 2nd floor of a 2 story building in Wicker Park Chicago. This vacation rentals are 2 bedrooms, 1 bathroom, 10 minutes from Chicago downtown. Close to restaurants, cafes. 5 min walk to Blue Line which takes you Downtown in 10 min... View all property information
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    Location Information
    Chicago, Illinois 60622
    2 of 5 stars Reviewed October 14, 2014
    I felt like I was being punked! When I booked this place it advertised access to the spa at the bath house. When we arrived the curt "receptionist" said access was only for one...
    3 of 5 stars Reviewed June 15, 2014
    This apartment in Wicker Park is enormous and very nice! It's in a pretty sweet location above a bathhouse and next to a great breakfast place called Milk & Honey. The el is about...
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    $80
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    1 / 15
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    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
    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...
    5 of 5 stars Reviewed July 8, 2014
    the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great...
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    $179
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    1 / 11
    5 of 5 stars (1) Excellent
    Roscoe Village
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Dryer
    • DVD Player
    • Refrigerator
    • Washer
    • Air Conditioning
    • Porch
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Make our apartment the perfect home base for your family vacation or romantic getaway to Chicago. There is plenty of room to spread out and enjoy yourselves. The house is beautifully furnished and stocked with all of the essentials. The apartment is an easy walk to multiple bus and train lines,... View all property information
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    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed September 25, 2014
    My wife and I travel to Chicago 4-6 times per year to visit our daughter and her family. We usually stay with her but this time she hosted her sister and their family which made...
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    $175
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    1 / 8
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Space The definition of the perfect location. Lincoln Park one of Chicago's most prestigious neighborhoods is central to just about everything! A typical day might start with a trip to Chicago's best farmers market (Green City Market) just a few blocks away. After breakfast spend some time... View all property information
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    Location Information
    Chicago, Illinois 60614
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    $115
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    1 / 18
    Lincoln Square
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Dryer
    • Deck
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    I live here, but travel frequently! My apartment is a vintage Chicago Brownstone in the trendy, upscale Andersonville Area. It's close to shopping, nightlife, transportation and everything all the cool kids want to see and do! :-) I live on a quiet and very safe street that's easy to access from... View all property information
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    Location Information
    Chicago, Illinois 60625
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    $190
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    1 / 9
    Gold Coast, Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 3
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    Amenities & Details
    • Elevator/Lift access
    • Washer
    • Satellite TV
    • Air Conditioning
    • Gym
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in trendy Streeterville, Streeter Place is the smart... View all property information
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    Location Information
    Chicago, Illinois 60611
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    $100
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    1 / 10
    Gold Coast, Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Hot Tub
    • Water Views
    • Deck
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in the heart of Chicago, these Corporate Furnished Apartments offer breathtaking views, rooftop deck with poolside service, premier gym, wireless internet lounge, and much more. Overlooking 1,200 acres of glorious Lincoln Park greenery and offering panoramic views of Lake Michigan, our... View all property information
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    Location Information
    Chicago, Illinois 60610
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    $400
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    1 / 7
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Water Views
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully done high-end furnished 3 bedroom | 2 bath | located downtown Chicago Beds: 1 King Bed, 2 Queen Beds View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $245
    / Night
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    1 / 11
    Northwest Side
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Deck
    • Patio
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Hello and thank you viewing my condo's listing. My name is Bogdan and I am the property owner of this duplex. I'm a business professional and proud Chicagoan. If you are looking for comfortable, clean and modern accommodations, you've come to the right place. My duplex is located in the historic... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $130
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    1 / 7
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Refrigerator
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
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    Location Information
    Chicago, Illinois 60707
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    $2,670
    / Month
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    1 / 40
    4.5 of 5 stars (7) Very good
    The Loop
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (7) Make Inquiry
    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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    $325
    / Night
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    1 / 7
    5 of 5 stars (3) Excellent
    Near North Side
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Soap/Shampoo...
    • Towels Provided
    • Fireplace
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly rehabbed and fully furnished unit has 4 bedrooms, 2 bathrooms and sleeps 10. Whether you are planning a weekend excursion, business trip or need a comfortable place to stay for family or friends. We are in a great family neighborhood close to downtown. You can walk to the Zoo and North... View all property information
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    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed April 14, 2015
    We love that we have a living room to gather in after a fun day about Chicago. We can rotate through breakfast and bathrooms. We stayed in the 4 bedroon with 6 adults and 2...
    5 of 5 stars Reviewed September 2, 2013
    This rental was an excellent choice. Very nice neighborhood, walking distance to stores, restaurants, transportation. The only complaint we had was the lack of enough coffee...
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    $100
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    1 / 23
    Rogers Park
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Stove
    • Linens Provided
    • Refrigerator
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 due to the unit being on the top floor of nice and... View all property information
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    Location Information
    Chicago, Illinois 60626
    From
    $190
    / Night
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    1 / 10
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • TV
    • Elevator/Lift access
    • Shared Outdoor Pool...
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Chicago’s newest addition to Lakeshore East, Coast creates a coastal retreat on the shores of Lake Michigan. This beautiful property is situated in Chicago’s most desirable location with magnificent views of the River, the Lake and the world famous Chicago Skyline. View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $275
    / Night
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    1 / 14
    2.5 of 5 stars (2) Poor
    The Loop
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Pool Table
    • Sauna
    • Game Room
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Tides is a great way to experience life and culture in the heart of Chicago! Featuring a modern contemporary feel, the short term rentals at The Tides offer dramatic finishes including tiled entries, granite islands and cherry cabinetry, open floor plans with captivating views from the... View all property information
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    Location Information
    Chicago, Illinois 60610
    1 of 5 stars Reviewed June 2, 2015
    I booked this apartment in February for an important family wedding in Chicago and it was cancelled with NO EXPLANATION only two weeks before the wedding. I cannot get the owner...
    4 of 5 stars Reviewed February 5, 2015
    This apartment is located in a modern, somewhat glitzy group of buildings which form their own mini-village. It is located east of Michigan Ave., almost across the street from...
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    $178
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    1 / 14
    5 of 5 stars (4) Excellent
    DePaul
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Deck
    • Washer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    NOTE This calendar is updated weekly not daily. Please visit www.LincolnParkVacationRentals.com for the most accurate information or email inquiry@lincolnparkvacationrentals.com to inquire about this or our other units at the same location. Please also note that holiday weeks and special event... View all property information
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    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed July 18, 2012
    We first stayed at this holiday rental last summer when visting our son at Depaul university. The location of the rental is good for exploring the lincoln park area and an...
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    $190
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    1 / 7
    Gold Coast, Near North Side
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • TV
    • Gym
    • DVD Player
    • Wi-Fi
    • Elevator/Lift access
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious building is located conveniently close to Michigan Avenue, Rush Street and the lake. Take advantage of Chicago's wonderful restaurants, shopping and nightlife. •Breathtaking Views •Spacious Balconies •24 Hour Doorman •Fully Equipped Fitness Center •Rooftop Sundeck •Supermarket with... View all property information
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    Location Information
    Chicago, Illinois 60611
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    $99
    / Night
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    1 / 14
    5 of 5 stars (14) Excellent
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (14) Make Inquiry
    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 June 14, 2015
    Clean. Spacious. Comfortable. Well appointed and equipped. Complete kitchen. Two TVs and audio system. Near expressway. Quiet. Safe. On street Parking passes provided. Only way...
    5 of 5 stars Reviewed June 9, 2015
    The house was great for the 4 of us (sisters, girls retreat) it had all of our needs, I would recommend this home to anyone of my family members, thanks Hanne !
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    $129
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    1 / 24
    2 of 5 stars (1) Poor
    Northwest Side, Wicker Park / Bucktown
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Deck
    • Parking
    • Dishwasher
    • Linens Provided
    • Air Conditioning
    • Refrigerator
    • Fireplace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Near restaurants, cafés & bars in vibrant Wicker Park, this tucked away, free standing, 1 bedroom Coach House could be your Chicago oasis! The space includes, an outfitted kitchen as well as a private bathroom, deck & entrance. Located off a quiet tree-lined street near 19th century mansions built... View all property information
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    Location Information
    Chicago, Illinois 60622
    2 of 5 stars Reviewed June 3, 2015
    The carriage house is quaint and convenient to the hipster neighborhood of Wicker Park, but the owners appear to be struggling to keep it going. There is no Wi-Fi, practically in...
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    $100
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    1 / 15
    2.5 of 5 stars (2) Poor
    Rogers Park
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Stove
    • Patio
    • Balcony
    • Deck
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 due to the unit being on the top floor of nice and... 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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    $695
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    1 / 26
    Lakeview
    6 Bedrooms / 2 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Grill
    • Balcony
    • Patio
    • Deck
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chicago Vacation Rental lenience # 2320200 This well kept property sleeps 14 comfortably with space for two to four more on pull out couches. Enjoy the nice open one level floor plan and sunny interior. Additional bonus includes a a huge patio/ lounge with grill and garden. Between the... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $247
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    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Dryer
    • Gym
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    TWO-BEDROOM SUITES WITH BALCONY Open gourmet kitchen with stainless appliances Granite breakfast bar Bright and sunny living room with 10' ceilings Private balcony complete with gas grill and patio furniture King-sized bed in the master bedroom Spa-like bathroom with glass shower Two Bedroom... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    $550
    / Night
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    1 / 6
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Hotel Blake*, situated in downtown Chicago's urban Printer's Row district, offers a relaxing retreat and easy access to everything the city has to offer. Unwind in your spacious accommodations, complete with soaring ceilings, exquisite bathrooms and stunning city views. Each room is designed... View all property information
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    Location Information
    Chicago, Illinois 60605
    From
    $200
    / Night
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    1 / 5
    3 of 5 stars (1) Average
    The Loop
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Washer
    • Fireplace
    • Dryer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovely 2 Bedroom sits in the Downtown/Gold Coast area. Voted in the top 5 areas that are 'walkable' No need for a car to see this lovely city! Although, there is a parking place provided if needed at no extra cost! Fully upgraded unit, with a fireplace, and balcony for your enjoyment. State of... View all property information
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    Location Information
    Chicago, Illinois
    3 of 5 stars Reviewed June 16, 2015
    The service room is very bad, the bedrooms are dirty, the matress is so much soft, the parking is always full, there isn't a free breakfast.
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    From
    $3,200
    / Month
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    1 / 23
    Near North Side
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Washer
    • TV
    • DVD Player
    • Stove
    • Dryer
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Stunning Space Features wall to wall upgraded plush carpeting, beautiful open kitchen with granite countertops and stainless steel appliances, massive walk in closet with loads of storage space, floor to ceiling windows exposing eastern peak-a-boo lake views, beautifully updated bathroom, and w/d... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $3,300
    / Month
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    1 / 22
    Near North Side
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Shared Outdoor Pool...
    • Refrigerator
    • TV
    • Dryer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful open floorplan studio with wall to wall bamboo hardwood flooring, open kitchen with tile backsplash, stainless steel appliances, and granite countertops, huge walk-in closet, floor to ceiling windows exposing city views, updated large bathroom with stone surround, and w/d in unit. Great... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $700
    / Night
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    1 / 6
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Dryer
    • Washer
    • TV
    • Garage
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Four-floor townhouse, walking distance from McCormick Place! Parking for two cars included! Top-of-the-line finishes, four beds and a sofa sleeper! Just around the corner from the 'L' train, get downtown in 10 minutes! Better pictures to come Ideal for housing your entire group, just outside the... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $854
    / Week
    Payment Protection
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    1 / 11
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    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
    $3,600
    / Month
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    1 / 22
    Near North Side
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Refrigerator
    • Dishwasher
    • Stove
    • TV
    • Shared Outdoor Pool...
    • Freezer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Amazing unit features wall to wall cherry hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows exposing great Chicago River and city skyline views, beautifully updated marble... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $3,200
    / Month
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    1 / 15
    The Loop
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Stove
    • Refrigerator
    • Freezer
    • Washer
    • Internet Access
    • TV
    • Dryer
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Amazing unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows exposing great Chicago River and city skyline views, beautifully updated marble... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $3,600
    / Month
    View Details
    1 / 4
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Freezer
    • Refrigerator
    • Internet Access
    • TV
    • Washer
    • Stove
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area and bedroom space. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows exposing great... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $466
    / Night
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    1 / 27
    5 of 5 stars (20) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (20) Make Inquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Deck
    • Elevator/Lift access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Want to live like a local while staying in Chicago and save? Reserve now and take advantage of discounted rates this fall! Our Chicago vacation rental offers an affordable and comfortable place to lay your head during your visit to our city! A family-owned, Chicago boutique vacation rental... View all property information
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    Location Information
    Chicago, Illinois 60640
    4 of 5 stars Reviewed June 29, 2015
    This large and comfy condo worked really well for our family of 7. Fun, upcoming neighborhood a 2- block walk away; public transportation close by; order in your meals from...
    5 of 5 stars Reviewed September 3, 2014
    Every aspect was wonderful. Great location. Easy to get into downtown. Great staff. Beautiful and luxurious condo/home.
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    From
    $3,400
    / Month
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    1 / 15
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Stove
    • TV
    • Freezer
    • Refrigerator
    • Dryer
    • Washer
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area with eat in kitchen and separate bedroom space. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $4,490
    / Month
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Freezer
    • Hot Tub
    • Refrigerator
    • Dryer
    • Washer
    • Stove
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This beautiful unit features Eastern views of the Chicago skyline, including Willis (Sears) Tower. White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring... View all property information
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    Location Information
    Chicago, Illinois 60607
    From
    $3,200
    / Month
    View Details
    1 / 27
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Hot Tub
    • Refrigerator
    • Freezer
    • Stove
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring throughout Walk in closet Contemporary bath finishes Everything about the building has been considered;... View all property information
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    Location Information
    Chicago, Illinois 60607
    From
    $300
    / Night
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    1 / 11
    4 of 5 stars (3) Very good
    Roscoe Village
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Towels Provided
    • Soap/Shampoo...
    • Air Conditioning
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located a block from Cinnamon Boutique, a new women's clothing and accessory store and one of many fantastic places to shop in the village. We are approximately 4.5 blocks from the Paulina brown stop,... View all property information
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    Location Information
    Chicago, Illinois 60618
    4 of 5 stars Reviewed August 5, 2013
    Great accomodation but how stressful was it to get hold of anybody to confirm 2 days beforehand as asked and to get information as to where the key was located . After approx 10...
    3 of 5 stars Reviewed May 8, 2013
    We stayed at one of the Roscoe Village Guesthouse properties from 5/2/13-5/5/13. The location was great, family friendly neighborhood, quiet, plenty of street parking and situated...
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    From
    $250
    / Night
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    1 / 11
    4.5 of 5 stars (3) Very good
    Roscoe Village
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Soap/Shampoo...
    • Towels Provided
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located above Cinnamon Boutique, a new women's clothing and accessory store and one of many fantastic places to shop in the village. We are approximately 4.5 blocks from the Paulina brown stop, which will... View all property information
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    Location Information
    Chicago, Illinois 60618
    3 of 5 stars Reviewed September 23, 2014
    I normally don't do reviews, but let me first start by saying that you would be hard pressed to find a more spacious and beautiful apartment in Roscoe Village. The location is...
    5 of 5 stars Reviewed July 20, 2013
    We spent the long July 4th weekend visiting Chicago, and stayed in #3. The space worked very well for two couples. Rather than stay in a downtown hotel, we opted for a place with...
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    From
    $3,850
    / Month
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Refrigerator
    • Hot Tub
    • Stove
    • Washer
    • Freezer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful unit features Eastern views of the Chicago skyline, including Willis (Sears) Tower. White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring... View all property information
    Make Inquiry
    Location Information
    Chicago, Illinois 60607
    From
    $700
    / Night
    Payment Protection
    View Details
    1 / 13
    Lakeview
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Wi-Fi
    • Washer
    • Grill
    • TV
    • Air Conditioning
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This 5 bedroom apartment sleeps 13, and 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 lots more. Lots of space in an awesome location. With 5 bedrooms,... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $80
    / Night
    Payment Protection
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    1 / 11
    2 of 5 stars (1) Poor
    Rogers Park
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Refrigerator
    • Dryer
    • Hot Tub
    • Wi-Fi
    • Linens Provided
    • Patio
    • Air Conditioning
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • 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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    From
    $299
    / Night
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    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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
    From
    $850
    / Night
    Payment Protection
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    1 / 19
    Lakeview
    6 Bedrooms / 2 Bathrooms / Sleeps 18
    Overview Make Inquiry
    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
    $3,950
    / Month
    View Details
    1 / 23
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Shared Outdoor Pool...
    • Washer
    • TV
    • Stove
    • Freezer
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful large true 1 bedroom space with plenty of square footage and stunning furnishings. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $3,600
    / Month
    View Details
    1 / 29
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Stove
    • Linens Provided
    • Refrigerator
    • Washer
    • Shared Outdoor Pool...
    • Dryer
    • TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully updated studio unit features a large open layout with loads of closet space. Unit features wall to wall dark hardwood floors, updated upgraded kitchen with espresso cabinetry and beautiful granite countertops, large windows exposing beautiful skyline views, huge closet space, and w/d in... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $800
    / Night
    View Details
    1 / 17
    Northwest Side
    4 Bedrooms / 3 Bathrooms / Sleeps 20
    Overview Make Inquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Grill
    • Fireplace
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Gorgeous, huge, sun filled loft for a maximum of 12 guests. Very unique with antique skylights, timber ceiling, gourmet kitchen, and grand fireplace. We have 2 king beds, 1 full bed, and plenty of space for additional air mattresses. We have 2 full baths, and 1 half bath. Guests are conveniently... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $4,300
    / Month
    View Details
    1 / 37
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Freezer
    • Dishwasher
    • TV
    • Refrigerator
    • Stove
    • Linens Provided
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Huge beautiful 1 bedroom with loads of space and all furnishings you need. This unit features beautiful wall to wall hardwood floors and upgraded carpeting in bedroom, stunning updated kitchen with quartz countertops and espresso cabinetry, large marble bathrooms, floor to ceiling windows with... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $145
    / Night
    Payment Protection
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    1 / 15
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Make Inquiry
    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
    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.