filters

Search results; Over 1,000 homes in Chicago

Top guest favourite
Home in Chicago
Entire first floor in Lincoln Square!
2 bedrooms, 3 beds, 1 private bathroom
29 Aug – 3 Sept
,
4.99 out of 5 average rating, 146 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 125 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Top guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Room in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 4 reviews, 1 queen bed, 1 bathroom
19–24 Sept
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
5.0 out of 5 average rating, 5 reviews, 1 king bed, 1 bathroom
10–15 Aug
Guest favourite
Flat in Chicago
Luxury Designer Loft 302 | River North
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Room in Calumet City
Traveling
New place to stay, 1 bed
23–28 Jul
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4.8 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Nov
Room in Chicago
New Quiet Clean Room 1 guest
1 double bed, 1 bathroom
25–30 Jul
Guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in Chicago
Luxury Penthouse Loft w/Terrace 504 | River North
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
28 Aug – 2 Sept
Guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
4.9 out of 5 average rating, 40 reviews, 5 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Chicago
Big house in the BEST Location!
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Sept