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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Aug
,
4.97 out of 5 average rating, 38 reviews
Superhost
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Chicago
Andersonville Garden Living
1 bedroom, 3 double beds, 1 bathroom
20–25 Sept
4.83 out of 5 average rating, 150 reviews
Guest favourite
Guest house in Villa Park
Eclectic Coach House Apartment
1 bedroom, 2 beds, 1 bathroom
11–16 Aug
4.93 out of 5 average rating, 162 reviews
Superhost
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
19–24 Oct
New place to stay
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
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
Guest suite in Chicago
Gorgeous, cozy 1-bedroom Suite in Andersonville
1 bedroom, 1 queen bed, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 415 reviews
Guest favourite
Flat in Chicago
Guest Favorite Newly Renovated 1BR Near Lakeview
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 235 reviews
Guest favourite
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed, 1.5 bathrooms
2–7 Oct
4.94 out of 5 average rating, 53 reviews
Guest favourite
Room in Chicago
near festivals & united center
1 bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 118 reviews
Place to stay in Chicago
Charming Room in Historic Ukrainian Village!
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
New place to stay
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
Top guest favourite
Flat in Oak Park
Chic Retreat in Historic Victorian House-Park Free
1 bedroom, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 269 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 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, 15 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
20–25 Sept
New place to stay
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Nov
4.96 out of 5 average rating, 305 reviews