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Search results; Over 1,000 homes in Chicago

Top guest favourite
Place to stay in Chicago
Historic campus U of C Prof. mansion, top location
1 bedroom, 1 bed, 1 private bath
Sep 7–12
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5.0 out of 5 average rating, 103 reviews
Guest favourite
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
Superhost
Condo in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds, 1 bath
Oct 18–23
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bath
Sep 20–25
New place to stay
Guest favourite
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
Top guest favourite
Apartment in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms, 2 queen beds, 1 bath
Nov 1–6
4.96 out of 5 average rating, 80 reviews
Top guest favourite
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 favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bath
Nov 11–16
4.96 out of 5 average rating, 309 reviews
Top guest favourite
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
Top guest favourite
Apartment in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds, 1 bath
Nov 1–6
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bath
Nov 10–15
4.96 out of 5 average rating, 320 reviews
Top guest favourite
Apartment in Chicago
Modern 1 BR Near the L, Beach - Bright and Sunny!
1 bedroom, 2 beds, 1 bath
Nov 2–7
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Chicago
Music-Inspired 2BR Garden Flat in Historic Uptown
2 bedrooms, 2 beds, 1 bath
Dec 1–6
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom, 1 queen bed, 1 bath
Oct 26–31
4.98 out of 5 average rating, 627 reviews
Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds, 1 bath
Aug 29–Sep 3
4.97 out of 5 average rating, 325 reviews
Guest favourite
Apartment in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 bedrooms, 3 queen beds, 2 baths
Sep 27–Oct 2
5.0 out of 5 average rating, 25 reviews
Top guest favourite
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
Superhost
Apartment in Chicago
Luxury Penthouse Collection PH4 - Fulton Market
3 bedrooms, 7 beds, 2 baths
Sep 23–28
5.0 out of 5 average rating, 3 reviews
Top guest favourite
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