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Search results; Over 1,000 homes in Chicago

Top guest favorite
Apartment in Chicago
Stone Mansion Sleeps 10-20 Free parking & TV
4 bedrooms, 9 beds, 2 private baths
Oct 26 – 31
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4.92 out of 5 average rating, 288 reviews
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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
Apartment in Chicago
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed, 1 bath
Nov 30 – Dec 5
5.0 out of 5 average rating, 318 reviews
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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 Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds, 1 bath
Oct 23 – 28
4.98 out of 5 average rating, 416 reviews
Top guest favorite
Apartment in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds, 1 bath
Nov 1 – 6
4.98 out of 5 average rating, 94 reviews
Guest favorite
Apartment in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 baths
Aug 16 – 21
5.0 out of 5 average rating, 26 reviews
Top guest favorite
Condo in Chicago
of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
2 bedrooms, 3 beds, 2 baths
Sep 13 – 18
4.99 out of 5 average rating, 348 reviews
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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
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Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed, 1 bath
Aug 16 – 21
4.91 out of 5 average rating, 276 reviews
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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
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Apartment in Chicago
Your Logan Square Oasis with Lush Outdoor Haven!
2 bedrooms, 2 king beds, 1.5 baths
Nov 1 – 6
5.0 out of 5 average rating, 30 reviews
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Apartment in Chicago
Modern Luxe Retreat in Pilsen’s Colorful Center
2 bedrooms, 2 queen beds, 1 bath
Nov 1 – 6
4.98 out of 5 average rating, 51 reviews
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Room in Chicago
En Suite Private Queen Bedroom/Bathroom
1 queen bed, 1 bath
Aug 16 – 21
4.87 out of 5 average rating, 271 reviews
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Apartment in Chicago
The Picasso: #1 Chicago Location
1 bedroom, 1 queen bed, 1 bath
Sep 20 – 25
4.96 out of 5 average rating, 56 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
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed, 1 bath
Sep 6 – 11
New place to stay
Top guest favorite
Apartment in Chicago
Chic 2BR Gem with Fireplace
2 bedrooms, 2 beds, 2 baths
Sep 27 – Oct 2
4.98 out of 5 average rating, 160 reviews
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Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 bedrooms, 3 beds, 1 bath
Oct 4 – 9
4.95 out of 5 average rating, 189 reviews