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Search results; Over 1,000 homes in Chicago

Guest favourite
Loft in Chicago
Huge Downtown Penthouse #4 | Park, Museums +gym
1 bedroom, 4 beds, 1.5 private bathrooms
18–23 Sept
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4.8 out of 5 average rating, 279 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
20–25 Sept
New place to stay
Superhost
Flat in Chicago
Wicker Park 5-min walk to blue line King bed
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
New place to stay
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.89 out of 5 average rating, 140 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jan
4.95 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 243 reviews
Guest favourite
Flat in Chicago
Spacious 1BR | Washer/Dryer | Near Lincoln Square
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 9 reviews
Superhost
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed, 1.5 bathrooms
1–6 Nov
4.95 out of 5 average rating, 55 reviews
Superhost
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.93 out of 5 average rating, 69 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.88 out of 5 average rating, 442 reviews
Top guest favourite
Room in Chicago
Private Bedroom By O’hare (Norwood Park)
1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 26 reviews
Superhost
Apartment in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
5 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 43 reviews
Flat in Chicago
European Coziness in Bronzeville
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 79 reviews
Superhost
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds, 3 bathrooms
1–6 Nov
4.9 out of 5 average rating, 123 reviews
Flat in Chicago
2BR Fitness Pad • Private Gym • Sleeps 7
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
New place to stay