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Search results; Over 1,000 homes in Chicago

Top guest favourite
Townhouse in Chicago
Downtown Elegance ✨ Private Yard Parking
4 bedrooms, 8 beds, 4 private bathrooms
16–21 Aug
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4.87 out of 5 average rating, 204 reviews
Top guest favourite
Flat in Chicago
Lovely 1-bedroom serviced apartment near Museums!
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 227 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds, 1 bathroom
27 Jan – 1 Feb
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 166 reviews
Top guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 621 reviews
Flat in Chicago
Bright Chicago 1BR Apartment Near River North
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Forest Park
Walk to Oak Park from this Newly Remodeled Gem
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 274 reviews
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 203 reviews
Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews
Top guest favourite
Room in Chicago
En Suite Private Queen Bedroom/Bathroom
1 queen bed, 1 bathroom
16–21 Aug
4.87 out of 5 average rating, 269 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 266 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 305 reviews
Guest favourite
Room in Oak Park
Your home away from home.
1 queen bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 41 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
27 Dec – 1 Jan
4.95 out of 5 average rating, 126 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Apartment in Chicago
Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park
2 bedrooms, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.99 out of 5 average rating, 167 reviews
Top guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms, 1 double bed, 1 bathroom
13–18 Oct
4.94 out of 5 average rating, 390 reviews
Guest favourite
Flat in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.86 out of 5 average rating, 109 reviews