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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Flat in Chicago
Kasa | Studio, Walk to Grant Park | South Loop
Studio, 1 bed, 1 private bathroom
30 Jul – 4 Aug
,
4.79 out of 5 average rating, 371 reviews
Top guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.77 out of 5 average rating, 569 reviews
Guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
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
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
Free parking and a home gym
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 51 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
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
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
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
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
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
Newly renovated top floor in Avondale
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 49 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 Forest Park
A treetop coach house near Oak Park
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
1 bedroom garden apartment in Forest Park
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 187 reviews
Guest favourite
Room in Chicago
9-foot ceilings, 550 feet from Red Line
1 single bed, 1 bathroom
29 Aug – 3 Sept
4.93 out of 5 average rating, 56 reviews