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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Chicago
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
1 bedroom, 1 bed, 2 private bathrooms
30 Aug – 4 Sept
,
4.98 out of 5 average rating, 317 reviews
Top guest favourite
Flat in Chicago
Sun-filled top floor near 606 trail
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.77 out of 5 average rating, 569 reviews
Top guest favourite
Flat in Chicago
Loft with a baby grand and game room
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Room in Chicago
Tree-lined street, 3 blocks from Blue Line
2 single beds, 1 bathroom
22–27 Sept
4.91 out of 5 average rating, 103 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.95 out of 5 average rating, 121 reviews
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 60 reviews
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 51 reviews
Top guest favourite
Home in Chicago
1908 coach house with rooftop skyline views
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Chicago
1888 cottage with an 85-inch TV
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Chicago
Original artwork and free parking in Wicker Park
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 617 reviews
Top guest favourite
Flat in Chicago
Vintage Ukrainian Village Apartment
2 bedrooms, 2 double beds, 1 bathroom
14–19 Nov
4.95 out of 5 average rating, 186 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
2 bedrooms, 2 queen beds, 1.5 bathrooms
28 Nov – 3 Dec
4.95 out of 5 average rating, 59 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 113 reviews
Guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 236 reviews
Top guest favourite
Flat in Chicago
Historic 1884 row house across from park
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 375 reviews
Top guest favourite
Flat in Forest Park
Garden apartment 8 miles from downtown Chicago
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 187 reviews
Guest favourite
Flat in Chicago
Open-concept flat with a private patio
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews