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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom, 2 beds, 1.5 private bathrooms
28 Aug – 2 Sept
,
4.98 out of 5 average rating, 210 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms, 18 beds, 3.5 bathrooms
2–7 Aug
4.95 out of 5 average rating, 41 reviews
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
2 bedrooms, 2 queen beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 81 reviews
Guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.95 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Chicago
Fireplace and patio near UChicago
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.94 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Chicago
Ultimate Group Experience Entire Building Chicago
9 bedrooms, 15 beds, 6 bathrooms
20–25 Sept
4.8 out of 5 average rating, 10 reviews
Home in Chicago
Spacious South Side home with EV charger
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Jul
New place to stay
Guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 75 reviews
Top guest favourite
Flat in Chicago
Minimal duplex with free private parking
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 141 reviews
Guest favourite
Flat in Chicago
Spacious garden apartment in Bronzeville
4 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.98 out of 5 average rating, 183 reviews
Top guest favourite
Flat in Chicago
Massive roof deck in Bronzeville
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds, 3 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
Luxury Designer Apartment 802| Gold Coast/Old Town
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 22 reviews