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Chicago, IL condos

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All 203 Rentals in Chicago
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From
£185
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details
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From
£1,644
Per Month
The Loop
Studio, 1 Bathroom, Sleeps 2
Bookings
40 photos Details
Reviews (5) Make Enquiry
From
£92
Per Night
DePaul
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
14 photos Details
Reviews (1) Make Enquiry
Also consider
Charming, Peaceful, Vintage Apt on Lake Michigan
1 Bedroom, sleeps 4
£61 - £86 / night
Roscoe Village- Only steps to cute shops & dining!
2 Bedrooms, sleeps 6
£98 - £141 / night
Luxury Condo Furnished Like a Hotel Best View
1 Bedroom, sleeps 1
£184 - £185 / night
Gorgeous River North apt with 2 BDR, 2 BA, & Den
2 Bedrooms, sleeps 7
£369 / night
From
£62
Per Night
The Loop
1 Bedroom, 1 Bathroom, Sleeps 3
9 photos Details
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From
£62
Per Night
Rogers Park
3 Bedrooms, 1 Bathroom, Sleeps 8
14 photos Details
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From
£74
Per Night
West Town
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (9) Make Enquiry
From
£270
Per Night
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details
Reviews (26) Make Enquiry
From
£185
Per Night
Lakeview
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
13 photos Details
Reviews (9) Make Enquiry
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From
£123
Per Night
The Loop
1 Bedroom, 1 Bathroom, Sleeps 7
16 photos Details
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From
£160
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
10 photos Details
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From
£185
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
31 photos Details
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From
£52
Per Night
Northwest Side
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
15 photos Details
Reviews (5) Make Enquiry
From
£79
Per Night
The Loop
1 Bedroom, 1 Bathroom, Sleeps 1
4 photos Details
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From
£49
Per Night
Studio, 1 Bathroom, Sleeps 2
Bookings
14 photos Details
Reviews (2) Make Enquiry
From
£83
Per Night
Rogers Park
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
28 photos Details
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From
£179
Per Night
Gold Coast, Near North Side
Studio, 1 Bathroom, Sleeps 2
10 photos Details
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From
£151
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
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From
£163
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
9 photos Details
Reviews (1) Make Enquiry
From
£243
Per Night
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (1) Make Enquiry
From
£139
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 5
9 photos Details
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From
£185
Per Night
Gold Coast, Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
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From
£108
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 3
6 photos Details
Reviews (1) Make Enquiry
From
£126
Per Night
Gold Coast, Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
12 photos Details
Reviews (1) Make Enquiry
From
£185
Per Night
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (1) Make Enquiry
From
£339
Per Night
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 7
19 photos Details
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From
£126
Per Night
Gold Coast, Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (1) Make Enquiry
From
£188
Per Night
Gold Coast, Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (6) Make Enquiry
From
£108
Per Night
Southwest Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
49 photos Details
Reviews (28) Make Enquiry
From
£71
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
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From
£172
Per Night
Lakeview
3 Bedrooms, 1 Bathroom, Sleeps 10
6 photos Details
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From
£184
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 1
Bookings
39 photos Details
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From
£139
Per Night
Roscoe Village
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
£154
Per Night
Gold Coast, Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
33 photos Details
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From
£114
Per Night
DePaul
3 Bedrooms, 1 Bathroom, Sleeps 8
19 photos Details
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From
£185
Per Night
Northwest Side
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
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From
£55
Per Night
Northwest Side
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
7 photos Details
Reviews (1) Make Enquiry
From
£62
Per Night
Gold Coast, Near North Side
1 Bedroom, 1 Bathroom, Sleeps 3
10 photos Details
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From
£185
Per Night
West Town
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
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From
£182
Per Night
Lakeview
4 Bedrooms, 4 Bathrooms, Sleeps 14
14 photos Details
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From
£111
Per Night
Lakeview
1 Bedroom, 1 Bathroom, Sleeps 3
8 photos Details
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Neighbourhood

  • All (203)
  • DePaul (10)
  • East Side (0)
  • Gold Coast (14)
  • Hyde Park (0)
  • Lakeview (20)
  • Lincoln Park (2)
  • Lincoln Square (1)
  • Near North Side (58)
  • Near South Side (0)
  • Northwest Side (21)
  • O'Hare (0)
  • Pilsen (1)
  • Rogers Park (7)
  • Roscoe Village (8)
  • Southwest Side (2)
  • The Loop (34)
  • University Village / Little Italy (0)
  • West Town (5)
  • Wicker Park / Bucktown (3)
Learn about Chicago neighbourhoods

Suitability

  • Wheelchair access (62)
  • Elder access (100)
  • Suitable for children (119)
  • Pet friendly (55)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (139)
  • Internet (132)
  • Other outdoor space (102)
  • Washer/Dryer (87)
  • Parking (66)
  • View all amenities
Chicago Holiday Rentals

Located on the shores of Lake Michigan, Chicago is a stunning city bursting with attractions. Accommodation can be pricey, but choosing a rental property rather than a hotel is the ideal way to save money. Whether you prefer a spacious apartment in the city centre or a family house in a quieter area, you will feel relaxed and be able to organise your schedule as it suits you. You will of course find a host of restaurants catering to all tastes, but when you are tired of eating out, you can prepare your own food in a fully equipped kitchen.

Chicago attractions

You might not know where to begin seeing the sights of Chicago, so take a trolley tour to give you and your family an overview. A Wellenda Boat tour along the Chicago River and Lake Michigan is another wonderful way to see the city's architecture. Don't miss the Magnificent Mile, where the John Hancock Observatory offers spectacular views of the skyscrapers and Lake Michigan beyond. Art lovers should make a beeline for the Art Institute of Chicago, with its world-class collections of French and American Impressionists and Dutch Masters. The whole family will enjoy a visit to Millennium Park, where the star attractions are the Crown Fountain and the Chicago Bean, an enormous silver sculpture. You can try out the restaurant there, and you might be lucky enough to catch a music festival as well.

Chicago holiday rentals for families

Animal lovers must find time to visit Lincoln Park Zoo, where the Regenstein African Ape Centre, the Kovler Lion House and the Primate House will impress. The youngest members of the family will find the sea lions and penguins especially entertaining to watch. Before you leave Lincoln Park, children will love a visit to Adams Playground. If the weather calls for an indoor activity, head for Chicago Children's Museum at Navy Pier with its interactive exhibits. When you feel like a break from the city, spend some time on one of Lake Michigan's beaches, where you can swim, sunbathe, or go kayaking or canoeing.

Budget holiday rentals in Chicago

For a holiday in a vibrant city, Chicago is hard to beat. Hotels can be expensive, but renting your accommodation is the ideal low-cost alternative. Decide whether you would rather be in the city centre within walking distance of the attractions or in the quieter suburbs. Then have a look at our range of apartments and houses and choose the one that suits you best. It's worth reading through our unbiased customer reviews to help you. After that, you can look forward to what promises to be a holiday to remember in Chicago.