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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Logan Square
Wicker Park/Bucktown condo with large balcony
1 bedroom, 2 beds, 1 private bathroom
20–25 Sept
,
4.92 out of 5 average rating, 131 reviews
Room in Downtown Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
15–20 Nov
New place to stay
Room in Downtown Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
7–12 Sept
New place to stay
Room in Bridgeport
Bridgeport Chicago near everything affordable.
1 single bed
20–25 Sept
New place to stay
Room in Chicago Loop
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds
22–27 Aug
New place to stay
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
1–6 Jan
4.95 out of 5 average rating, 130 reviews
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Apartment in Logan Square
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds
18–23 Oct
Guest favourite
Guest suite in Norwood Park
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.88 out of 5 average rating, 442 reviews
Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
8–13 Nov
4.97 out of 5 average rating, 919 reviews
Top guest favourite
Flat in Lake View
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
2 bedrooms, 2 beds
23–28 Aug
4.94 out of 5 average rating, 271 reviews
Flat in South Side
European Coziness in Bronzeville
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Belmont Cragin
Luxury Home | 7 miles to Downtown Chicago | 5 Beds
4 bedrooms, 6 beds
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Room in Wicker Park
Charming Room in Historic Ukrainian Village!
1 double bed
6–11 Sept
New place to stay
Top guest favourite
Flat in Edgewater
Skandi Retreat
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in West Side
3 bed/2 bath by United Center w/ private parking
3 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 159 reviews
Guest favourite
Flat in South Side
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 26 reviews