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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Cozy loft in Chicago's Uptown
1 bedroom, 2 beds, 1 private bathroom
9–14 Nov
,
4.97 out of 5 average rating, 341 reviews
Superhost
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
12–17 Aug
4.91 out of 5 average rating, 120 reviews
Superhost
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 221 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bathroom
6–11 Sept
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 70 reviews
Guest favourite
Guest house in Villa Park
Eclectic Coach House Apartment
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.93 out of 5 average rating, 162 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 276 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, 270 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, 383 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
20–25 Sept
New place to stay
Guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Chicago
The Picasso: #1 Chicago Location
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 193 reviews
Top guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 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, 299 reviews
Top guest favourite
Flat in Chicago
Modern 1 BR Near the L, Beach - Bright and Sunny!
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Chicago
Pilsen Gem Near the Loop & Chinatown
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Chicago
Chic Attic Stay | Logan Sq
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 41 reviews