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Chicago, IL condos

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 182 Rentals in Chicago
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From
£1,563
Per Month
The Loop
Studio, 1 Bathroom, Sleeps 2
40 photos Details
Reviews (4) Make Enquiry
From
£187
Per Night
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 4
52 photos Details
Reviews (1) Make Enquiry
From
£132
Per Night
Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 5
11 photos Details
Reviews (1) Make Enquiry
Also consider
Luxury Resort in the Heart of Downtown Chicago
2 Bedrooms, sleeps 6
£257 / night
2Bedroom in ICONIC BUILDING Next 2 W Hotel by Lake
2 Bedrooms, sleeps 5
£205 / night
BEAUTIFULLY FURNISHED APARTMENT IN LOVELY HISTORIC HOME
2 Bedrooms, sleeps 4
£117 / night
Stunning. Executive. South Loop. Chicago. Lex.Loft
1 Bedroom, sleeps 4
£146 / night
From
£205
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 2
19 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
Lakeview
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (9) Make Enquiry
From
£146
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
39 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 1
19 photos Details
Reviews (1) Make Enquiry
From
£117
Per Night
Northwest Side
2 Bedrooms, 2 Bathrooms, Sleeps 5
8 photos Details
Reviews (1) Make Enquiry
Get the List
From
£79
Per Night
Northwest Side
1 Bedroom, 1 Bathroom, Sleeps 4
33 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
The Loop
2 Bedrooms, 1 Bathroom, Sleeps 6
26 photos Details
Reviews (1) Make Enquiry
From
£88
Per Night
DePaul
4 Bedrooms, 1 Bathroom, Sleeps 9
17 photos Details
Reviews (5) Make Enquiry
From
£87
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 8
10 photos Details
Reviews (2) Make Enquiry
From
£61
Per Night
Rogers Park
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (6) Make Enquiry
From
£87
Per Night
Rogers Park
2 Bedrooms, 2 Bathrooms, Sleeps 4
56 photos Details
Reviews (1) Make Enquiry
From
£82
Per Night
Gold Coast, Near North Side
Studio, 1 Bathroom, Sleeps 3
19 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (2) Make Enquiry
From
£146
Per Night
Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
Reviews (2) Make Enquiry
From
£117
Per Night
Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (14) Make Enquiry
From
£38
Per Night
Northwest Side
1 Bedroom, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (6) Make Enquiry
From
£79
Per Night
Rogers Park
2 Bedrooms, 1 Bathroom, Sleeps 7
28 photos Details
Reviews (2) Make Enquiry
From
£134
Per Night
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 10
39 photos Details
Reviews (1) Make Enquiry
From
£176
Per Night
Near North Side
1 Bedroom, 1 Bathroom, Sleeps 3
34 photos Details
Reviews (6) Make Enquiry
From
£47
Per Night
Studio, 1 Bathroom, Sleeps 2
14 photos Details
Reviews (1) Make Enquiry
From
£117
Per Night
DePaul
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Enquiry
From
£23
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
£50
Per Night
Northwest Side
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
£73
Per Night
DePaul
2 Bedrooms, 1 Bathroom, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
£205
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
26 photos Details
Reviews (14) Make Enquiry
From
£111
Per Night
Southwest Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
48 photos Details
Reviews (13) Make Enquiry
From
£70
Per Night
Gold Coast, Near North Side
Studio, 1 Bathroom, Sleeps 2
26 photos Details
Reviews (2) Make Enquiry
From
£97
Per Night
DePaul
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
From
£179
Per Night
Gold Coast, Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Enquiry
From
£79
Per Night
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 5
37 photos Details
Reviews (4) Make Enquiry
From
£190
Per Night
The Loop
3 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Reviews (12) Make Enquiry
From
£88
Per Night
DePaul
1 Bedroom, 1 Bathroom, Sleeps 3
14 photos Details
Reviews (1) Make Enquiry
From
£93
Per Night
Rogers Park
2 Bedrooms, 2 Bathrooms, Sleeps 5
30 photos Details
Reviews (5) Make Enquiry
From
£88
Per Night
The Loop
Studio, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (1) Make Enquiry
From
£47
Per Night
Lakeview
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
Reviews (2) Make Enquiry
From
£117
Per Night
Northwest Side
2 Bedrooms, 2 Bathrooms, Sleeps 8
7 photos Details
Reviews (1) Make Enquiry
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Neighbourhood

  • All (182)
  • DePaul (9)
  • East Side (0)
  • Gold Coast (13)
  • Hyde Park (0)
  • Lakeview (16)
  • Lincoln Park (2)
  • Lincoln Square (0)
  • Near North Side (56)
  • Near South Side (0)
  • Northwest Side (16)
  • O'Hare (0)
  • Pilsen (0)
  • Rogers Park (5)
  • Roscoe Village (7)
  • Southwest Side (3)
  • The Loop (32)
  • University Village / Little Italy (0)
  • West Town (6)
  • Wicker Park / Bucktown (3)
Learn about Chicago neighbourhoods

Suitability

  • Wheelchair access (65)
  • Elder access (107)
  • Suitable for children (121)
  • Pet friendly (53)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (118)
  • Internet (117)
  • Other outdoor space (90)
  • Washer/Dryer (76)
  • Parking (65)
  • 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.