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Search results; Over 1,000 homes in Chicago

Top guest favourite
Guest suite in Chicago
Wrigleyville/Boystown/Entire Private Floor!
1 bedroom, 3 beds, 1 private bath
Oct 19–24
,
4.86 out of 5 average rating, 287 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
Top guest favourite
Condo in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bath
Nov 1–6
4.97 out of 5 average rating, 917 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.-5
1 double bed, 1 bath
Aug 22–27
New place to stay
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
1 single bed, 1 bath
Oct 25–30
4.93 out of 5 average rating, 59 reviews
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed, 1 bath
Sep 6–11
New place to stay
Top guest favourite
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
Superhost
Apartment in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed, 1 bath
Aug 30–Sep 4
4.83 out of 5 average rating, 115 reviews
Guest favourite
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 favourite
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
Guest favourite
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 favourite
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
Top guest favourite
Apartment in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds, 1 bath
Sep 27–Oct 2
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bath
Sep 5–10
4.95 out of 5 average rating, 146 reviews
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
Room in Chicago
The Native Garden at the City's Edge
1 queen bed, 1 bath
Nov 1–6
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest suite in Chicago
Peaceful Portage Park Apartment
2 bedrooms, 2 beds, 1 bath
Nov 1–6
4.94 out of 5 average rating, 474 reviews
Top guest favourite
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 suite in Bensenville
Private, modern room near O’hare.
1 bedroom, 1 queen bed, 1 bath
Aug 29–Sep 3
5.0 out of 5 average rating, 3 reviews