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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $350
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    2 of 5 stars (1) Poor
    West Town
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    I offer very nice and new apartment in the new building. It is only 15 minutes walk to Michigan avenue. Apartment is on the 9th floor with beatiful veiw on Chicago River. Downstaires you can use spa room and Jacuzzi for free. In the apartment you will find everything you need. At the day of check... View all property information
    Location Information
    Chicago, Illinois 60654
    1 / 14
    5 of 5 stars (5) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    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
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed October 25, 2015
    Everything about this rental was great! The attention to detail means that you really feel as you walk in the door that you are coming home, not staying in a rental. The beds are...
    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...
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    1 / 38
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $90
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    • Satellite TV
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    • x
    • x
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    • x
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    About this property
    Comfy Rental In A Neighborhood That Has Kept Its Old World Charm With The New! Artsy, Quiet And Comfortable Place Ideal For Value Seekers Looking For A Memorable And Culturally-Diverse Experience In A Quaint Neighborhood That's Also A Convenient Base To Explore Other Fun Sites In Chicago.... View all property information
    Location Information
    Chicago, Illinois 60625
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $225
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    About this property
    Great short-term furnished rental option in Chicago. Condo-quality home is bright, clean, and well-maintained by diligent owner. Home is on one of Lincoln Square's most sought after side streets. New white eat-in kitchen with river white granite, stainless steel appliances, integrated dishwasher,... View all property information
    Location Information
    Chicago, Illinois 60625
    1 / 18
    3.5 of 5 stars (6) Average
    Rogers Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Porch
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    • Pet-friendly
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    About this property
    Residence on the Avenue. A Spacious 2000sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. The entrance boxwood garden which is enclosed by beautiful wrought iron fencing is a hint of what awaits... View all property information
    Location Information
    Chicago, Illinois 60645
    4 of 5 stars Reviewed November 12, 2015
    The condo is beautiful but there are a few things missing that would have been convenient to have. I couldn't find a hairdryer anywhere, but we brought our own just in case. It...
    5 of 5 stars Reviewed February 25, 2013
    We stayed 2 nights at this beautiful condo and my only complaint is that our trip couldn't be longer. The amenities offered far surpassed my expectations. There was 5 adults in my...
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    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $650
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    About this property
    800 square feet 1 bedroom, 9 ft. ceilings, bathroom with Jacuzzi tub, queen size bed and laundry on site. Rooftop deck, 24 hour concierge, 24 hour gym, directly across the street from Lincoln Park and Lincoln Park Zoo. Right in the heart of Lincoln Park, walking distance to Walgreens, Trader... View all property information
    Location Information
    Chicago, Illinois 60614
    Rogers Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • x
    • x
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    • Elder access
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    About this property
    6900 North Sheridan boasts custom italian cabinetry, high-end appliances, wall-to-wall porcelain tile, heated bathroom floors, spacious living and dining areas. The unit is over 1200 square feet of space which is perfect for corporate housing or families. The unit features 2 large bedrooms and 2... View all property information
    Location Information
    Chicago, Illinois 60626
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    1 / 27
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $2,500
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    • Hot Tub
    • Washer
    • Shared Outdoor Pool...
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    • ?
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    • x
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    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
    Location Information
    Chicago, Illinois 60607
    1 / 23
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $2,750
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    • DVD Player
    • Shared Outdoor Pool...
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    • ?
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    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
    Location Information
    Chicago, Illinois 60611
    1 / 10
    5 of 5 stars (1) Excellent
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $95
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    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
    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $400
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    • Washer
    • DVD Player
    • Satellite TV
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    • Patio
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Luxury 2 bedroom 1.5 bath loft condo features unique architecture and a spacious 1600 SQ FT Open Floor Plan on two levels. Enjoy the quiet tree-lined street located in a River West pocket surrounded by all the city has to offer. Walk to everything! This high-end 2 bedroom 1.5 bath loft condo... View all property information
    Location Information
    Chicago, Illinois 60642
    Southwest Side
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $110
    / Night
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    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is a fully furnished unit located just minutes from Downtown Chicago and McCormick Place. It also has many commuting options to get anywhere in Chicago. Close to restaurants and grocery stores. Parking included and also has a washer and dryer in unit. Located close to a wonderful park that... View all property information
    Location Information
    Chicago, Illinois 60616
    The Loop
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $600
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    • Satellite TV
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Live like a Chicago local in luxury - the perfect location to take in downtown Chicago! Great for McCormick Place meetings - 10 min away! Easy access to Soldier Field, Museum Campus, Grant Park, Magnificent Mile, and steps from the L! Enjoy the perfect home-base for exploring Chicago for you and 7... View all property information
    Location Information
    Chicago, Illinois 60605
    1 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $2,900
    / Month
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    • Internet Access
    • Shared Indoor Pool
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    • ?
    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
    Location Information
    Chicago, Illinois 60601
    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $225
    / Night
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    • Shared Yard
    • Internet Access
    • DVD Player
    • Terrace
    • Washer
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Next time you explore The Windy City, live like a local by staying at this inviting Chicago vacation rental apartment! Situated on a quiet, tree-lined street in the middle of the popular Lakeview, Wrigleyville and Boystown neighborhoods, this wonderful property is just blocks away from countless... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 17
    DePaul
    4 Bedrooms, 4 Bathrooms, Sleeps 24 | Quick View
    From
    $500
    / Night
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    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Grill
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Vacation in the best neighborhood in Chicago in this amazing Furnished Custom Single Family Home which is fully licensed by the City #2262746! Don't trust places which don't have a license! This home is 15 blocks from Wrigley Field, 5 blocks to the Kennedy Expressway, 6 blocks to the EL, 2... View all property information
    Location Information
    Chicago, Illinois 60614
    Southwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $70
    / Night
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    • Patio
    • Washer
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Parking
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lounge in comfort and luxury for a reasonable price only 10 mins away the heart of downtown Chicago. The spacious apartment features 2 separate living rooms, gourmet kitchen, private bedroom and bathroom, kitchen and laundry room. The kitchen and laundry room are the only shared spaces in the... View all property information
    Location Information
    Chicago, Illinois 60609
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    1 / 24
    Northwest Side, Wicker Park / Bucktown
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    From
    $217
    / Night
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    • Grill
    • Internet Access
    • Patio
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    • Washer
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Brick Single Family Rowhome in convenient Bucktown location. Bright and open family friendly layout great for entertaining. Large eat-in kitchen with deck access. Master suite w/ private outdoor deck. 2 other large bedrooms on this level. Basement/Lower level has 2 additional bedrooms as... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 8
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $99
    / Night
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    • Satellite TV
    • Parking
    • Washer
    • Internet Access
    • Waterfront
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    This hotel basks in its prime setting in Chicago. The hotel is situated just steps away from the famed Magnificent Mile, where guests can explore a host of shopping, dining and entertainment opportunities. The hotel is situated at the heart of the downtown area, lying within easy walking distance... View all property information
    Location Information
    Chicago, Illinois 60601
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $175
    / Night
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    • Satellite TV
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    • Grill
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great Townhouse at the University of Chicago Sunny, bright 3 bedroom townhouse, located across the street from University of Chicago Campus. The home has a large open concept main floor with kitchen, dinning and living room. Kitchen has a breakfast peninsula. It has two bedrooms with ample closet... View all property information
    Location Information
    Chicago, Illinois 60637
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
    From
    $250
    / Night
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Terrace
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    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Trendy, interesting, and humble are traits many would find great in a significant other, but an apartment? Why not? 3 bedrooms, 3 bathrooms, 3 outdoor spaces, a big couch, & plenty of free parking make this a dream house for any group accommodating up to 8 people. Top of the line appliances... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 8
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $69
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    • Internet Access
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This city hotel enjoys a convenient and central location in Chicago, just half a block from the Magnificent Mile shopping area and a short stroll from the Loop, where one can find The Art Institute of Chicago, Millennium Park, and the iconic Cloud Gate public sculpture. Visitors may wish to... View all property information
    Location Information
    Chicago, Illinois 60611
    Northwest Side, Wicker Park / Bucktown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $139
    / Night
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    • Air Conditioning
    • Satellite TV
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Blue Line Studio is as an efficiency apartment. It has a queen-sized bed, a full kitchen, plus an in-suite bath. It also has a private, rear entrance and outdoor seating area. Breakfast is not provided as you would have your own kitchen to prepare meals. Dishes and pans are provided. This... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 11
    2 of 5 stars (1) Poor
    Rogers Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
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    $70
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    • Parking
    • Patio
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    • 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
    Location Information
    Chicago, Illinois 60626
    1 / 7
    5 of 5 stars (1) Excellent
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $195
    / Night
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    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Top floor unit in historic Old Town Neighborhood. Close to shopping, Brown Line El stop. Downtown . And North Avenue Beach! We do allow 1-2 nights stays Monday-Thursday with a cleaning fee. Over any weekend we have minimum nights stay of 3,4,5 or 6 nights. Please ask how many nights your... View all property information
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed October 4, 2012
    The apartment is 2 bed, 2 bath, apartment was spotless upon arrival. Bathrooms were spotless, fresh bed linen and fresh towels. Great location, well worth staying here as only 5...
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    1 / 56
    5 of 5 stars (28) Excellent
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
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    $99
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    • Balcony
    • Air Conditioning
    • Shared Yard
    • Terrace
    • Satellite TV
    • Internet Access
    • Washer
    • 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
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed December 31, 2015
    quiet, warm, close to family and friends. Hanne was very friendly, helpful and very responsive to our questions, quick to help with heating. The big dining table was just perfect...
    5 of 5 stars Reviewed December 9, 2015
    Thank you Hanne for making our trip to Chicago a very comfortable experience. My family and I enjoyed staying in your apartment. The location was perfect to all the places we...
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    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $185
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    • Internet Access
    • Patio
    • Hot Tub
    • DVD Player
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Super clean, cozy and close to all the great Chicago attractions! AMAZING VIEWS - floor to ceiling windows in bedroom and living room. It's perfect for couples, or business travelers. We also have an outdoor terrace for lounging (if the weather permits) :) Building amenities include gym, pool,... View all property information
    Location Information
    Chicago, Illinois 60654
    1 / 51
    2 of 5 stars (1) Poor
    Near North Side
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $192
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    • Satellite TV
    • Wi-Fi
    • DVD Player
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    • Washer
    • Terrace
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Included is a 3-bedroom fully furnished “Old Town Chicago” condo with TWO PRIVATE BALCONIES, Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Mattresses, Cleaning Service upon Vacating Included, Complimentary Laundry, and all of the atmosphere... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 17
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    From
    $103
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    • Parking
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    • Patio
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully rehabbed with brand new eat-in kitchen and bath. Hardwood floors throughout apartment. All trim and woodwork has been magnificently restored to it's original look. Washer and dryer in unit Central air with individual controls for heat and AC. Guest love the huge outdoor finished space... View all property information
    Location Information
    Chicago, Illinois 60618
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $150
    / Night
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    • Secure Parking
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A cozy 1 bedroom in the heart of Lakeview, steps from the lake and minutes from Wrigley. Parking spot available, as well as CTA buses and the L. Great shopping, restaurants and nightlife, including an 'open late' diner on the corner and the Laugh Factory around the block. The apartment has many... View all property information
    Location Information
    Chicago, Illinois 60657
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $100
    / Night
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    • Patio
    • Washer
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful and inviting home with lots of period charm located just north of downtown Chicago. Centrally located in one of Chicago's most diverse and vibrant neighborhoods. Easy access to downtown via the EL red line; walking distance to all of Andersonville/Edgewater's best restaurants, cafes and a... View all property information
    Location Information
    Chicago, Illinois 60660
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    From
    $120
    / Night
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Housekeeping...
    • Secure Parking
    • Porch
    • Private Yard
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Modern 3BD 2Bth Brick-Style Ranch! Sleeps 10!! ASK ABOUT OUR PRICE MATCHING OPTION!! Very affordable home in west suburb that offers easy access to the city. Sleeps up to 10 people. -3 Bedrooms -2 Bathroom -Hardwood Floors -Tiled Bathroom -Centrally controlled Heat and Air -Big back yard... View all property information
    Location Information
    Chicago, Illinois 60162
    5 of 5 stars Reviewed November 17, 2015
    The house was very nice modern and clean. The area is quite. I would recommend staying here. They were very accommodating. Would stay here again in the future.
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    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $200
    / Night
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    • 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
    Location Information
    Chicago, Illinois 60657
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    From
    $300
    / Night
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Brilliantly sunny top floor of historic two flat on a lovely tree lined street. The well appointed apartment is beautiful. It has been furnished very thoughtfully, with comfort and simplicity in mind - It boasts of old world charm along with modern conveniences. Steps away from the quaint... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 12
    4 of 5 stars (2) Very good
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $170
    / Night
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    • Shared Outdoor Pool...
    • Terrace
    • Balcony
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
    Location Information
    Chicago, Illinois 60654
    4 of 5 stars Reviewed May 26, 2015
    Everything is good. But the mattress on the bed, was my worst experience ever!!! The location is perfect. The coffee machine is perfect..
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    1 / 5
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $119
    / Night
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    • Patio
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This family-friendly hotel is located just 1 block from Chicago's best shopping, dining and entertainment venues. Oak Street Beach is around 500 m from the accommodation and Chicago O'hare International Airport lies some 29 km away. The air-conditioned hotel comprises of 221 suites and 2 meeting... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 5
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $315
    / Night
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    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Professionally decorated, this air-conditioned, 3 bedroom condo can easily lodge up to 10 guests. All the 3 bedrooms include king-size bed. The bathroom is well appointed as per modern standards.If guests decide to prepare yummy meals at home , then they can enjoy cooking in well stocked kitchen... View all property information
    Location Information
    Chicago, Illinois 13456
    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    $125
    / Night
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautifully furnished condo on Southport, is steps from restaurants, shopping, theaters and Wrigley Field. Enjoy two outdoor patios and gas grill. Close to turf field and park at Blaine School. Hop on the nearby Divvy bikes to get to the Lakefront. Just blocks from the Red or Brown lines. Unit... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 4
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $2,950
    / Month
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    • Internet Access
    • Shared Indoor Pool
    • Washer
    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
    Location Information
    Chicago, Illinois 60601
    1 / 40
    5 of 5 stars (1) Excellent
    Lakeview
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    From
    $536
    / Night
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    • Patio
    • Washer
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    • Balcony
    • Wi-Fi
    • Porch
    • Secure Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! A Vintage Beauty With All the Modern Comforts & Amenities. Beautifully furnished and fully equipped--guaranteed a unique and... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed September 11, 2015
    Teri's Guest House at Newport is a wonderful home away from home for any type of traveler. Family getaway, girls/boys weekend, or a date weekend, this location and apartment meets...
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    1 / 12
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $77
    / Night
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    • Washer
    • Balcony
    • Parking
    • Terrace
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in BEAUTIFUL Roscoe Village. Eat in kitchen with attached dining room. Garage available and shared backyard. Refinished floors, woodwork and built ins. Central AC with stacked washer/dryer in unit. Pets on case by case basis. Garage space available. Easy access to Wrigleyville, Bucktown,... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 9
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $130
    / Night
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    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    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
    Location Information
    Chicago, Illinois 60611
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
    From
    $60
    / Night
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    • Grill
    • Washer
    • Patio
    • DVD Player
    • Sauna
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    These high-end Studio apartments have granite countertops, stainless steel appliances, cherry cabinets, washer/dryer in-unit, king beds, and a flat screen TV. Enjoy all-inclusive pricing and automatic monthly credit card payment. All of our rentals include all taxes, furnishings, linens,... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 21
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    From
    $90
    / Night
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    • Satellite TV
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    • 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
    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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    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $100
    / Night
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    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly (2015) furnished 2BR/1B. Queen in master BR, day bed in BR 2 and convertible love seat in the LR. Hardwood floors, granite kitchen counter top, marble bathroom. Custom cellular shades open from top and bottom to control light and setting sun. 24 hour doormen, and package receipt service.... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 17
    5 of 5 stars (39) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $154
    / Night
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    • Washer
    • Patio
    • Satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Parking
    • Porch
    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
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $199
    / Night
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    • Housekeeping...
    • Washer
    • Air Conditioning
    • Internet Access
    • Private Yard
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Perfect location for a Chicago getaway or for a work trip!!! This Great home with a Great location is steps away from all Chicago has to offer with loads of restaurants, shops and sightseeing. Just a mile from the zoo, a few more to the lakefront for biking, running, rollerblading, walking and... View all property information
    Location Information
    Chicago, Illinois 60610
    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.