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Search results; Over 1,000 homes in Chicago

Guest favorite
Townhouse in Chicago
Historic luxury townhouse on Chicago's Gold Coast
4 bedrooms, 5 beds, 3 private baths
Aug 23 – 28
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4.82 out of 5 average rating, 249 reviews
Guest favorite
Apartment in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bath
Aug 12 – 17
4.9 out of 5 average rating, 126 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
Guest favorite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds, 1 bath
Aug 30 – Sep 4
4.88 out of 5 average rating, 441 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, 415 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
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bath
Nov 1 – 6
4.97 out of 5 average rating, 34 reviews
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Apartment in Oak Park
A Quiet Stay While You Are Away Oak Park
2 bedrooms, 2 queen beds, 1 bath
Nov 1 – 6
4.95 out of 5 average rating, 205 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, 25 reviews
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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
Beautiful, sunny 2nd floor 3BR/1BA w free parking
3 bedrooms, 4 beds, 1 bath
Oct 24 – 29
4.92 out of 5 average rating, 171 reviews
Top guest favorite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bath
Dec 13 – 18
4.96 out of 5 average rating, 595 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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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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Rooms in Chicago
Historic North Park home
3 bedrooms, 4 beds, 1 bath
Sep 20 – 25
4.97 out of 5 average rating, 119 reviews
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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
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Apartment in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds, 1 bath
Sep 20 – 25
5.0 out of 5 average rating, 17 reviews
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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
Top guest favorite
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