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Search results; Over 1,000 homes in Chicago

Superhost
Apartment in Chicago
Level ◆ One Bedroom Deluxe + Balcony | Old Town
1 bedroom, 2 beds, 1 private bath
Aug 16 – 21
,
4.63 out of 5 average rating, 40 reviews
Guest favorite
Apartment in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bath
Aug 16 – 21
4.9 out of 5 average rating, 126 reviews
Top guest favorite
Condo in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bath
Nov 4 – 9
4.97 out of 5 average rating, 917 reviews
Guest favorite
Apartment in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 baths
Dec 27 – Jan 1
4.95 out of 5 average rating, 127 reviews
Superhost
Condo in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds, 1 bath
Oct 18 – 23
Top guest favorite
Guesthouse in Chicago
Pilsen Gem Near the Loop & Chinatown
1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2
5.0 out of 5 average rating, 22 reviews
Top guest favorite
Apartment in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds, 2.5 baths
Aug 17 – 22
5.0 out of 5 average rating, 11 reviews
Apartment in Cicero
Apartment in Cicero
3 bedrooms, 3 beds, 1 bath
Oct 25 – 30
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Apartment in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bath
Nov 1 – 6
4.97 out of 5 average rating, 35 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.-5
1 double bed, 1 bath
Aug 22 – 27
New place to stay
Top guest favorite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bath
Nov 21 – 26
4.96 out of 5 average rating, 597 reviews
Top guest favorite
Apartment in Chicago
A Stylish, sundrenched Chicago Ravenswood Flat
3 bedrooms, 4 beds, 1 bath
Sep 27 – Oct 2
4.99 out of 5 average rating, 359 reviews
Superhost
Apartment in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds, 3 baths
Nov 1 – 6
4.9 out of 5 average rating, 122 reviews
Top guest favorite
Condo in Chicago
Private rooftop | Breathtaking skyline view
2 bedrooms, 3 beds, 2 baths
Aug 20 – 25
5.0 out of 5 average rating, 65 reviews
Guest favorite
Apartment in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms, 3 beds, 2 baths
Aug 15 – 20
4.87 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds, 1 bath
Nov 17 – 22
4.95 out of 5 average rating, 691 reviews
Top guest favorite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 baths
Nov 15 – 20
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Apartment in Chicago
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
2 bedrooms, 2 beds, 1 bath
Aug 23 – 28
4.95 out of 5 average rating, 269 reviews