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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
NEW Rehabbed Sunny top floor Logan Square
3 bedrooms, 4 beds, 1 private bathroom
6–11 Sept
,
4.91 out of 5 average rating, 154 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
16–21 Aug
New place to stay
Guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
9–14 Aug
4.91 out of 5 average rating, 274 reviews
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
15–20 Aug
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds
23–28 Oct
4.98 out of 5 average rating, 412 reviews
Guest favourite
Guest suite in Chicago
Peaceful Portage Park Apartment
2 bedrooms, 2 beds
21–26 Oct
4.94 out of 5 average rating, 472 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
27 Jan – 1 Feb
5.0 out of 5 average rating, 39 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
27 Dec – 1 Jan
4.95 out of 5 average rating, 127 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
6–11 Aug
4.91 out of 5 average rating, 117 reviews
Superhost
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed
12–17 Oct
New place to stay
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms, 4 beds
16–21 Aug
4.93 out of 5 average rating, 344 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 102 reviews
Guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed
5–10 Sept
4.94 out of 5 average rating, 248 reviews
Place to stay in Chicago
Charming Room in Historic Ukrainian Village!
1 bedroom, 1 queen bed
9–14 Aug
New place to stay
Guest favourite
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed
28 Sept – 3 Oct
4.94 out of 5 average rating, 53 reviews
Guest favourite
Room in Chicago
The Champlain Suite
1 bed
8–13 Sept
4.95 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 383 reviews
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 25 reviews