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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Lavish 2BR/2BA Loft I Next to Grant Park & Museums
2 bedrooms, 2 beds, 2 private baths
Aug 28–Sep 2
,
4.94 out of 5 average rating, 259 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
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
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed, 1 bath
Sep 6–11
New place to stay
Apartment in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bath
Sep 7–12
New place to stay
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
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
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
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
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
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
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
Guest suite in Bensenville
Private, modern room near O’hare.
1 bedroom, 1 queen bed, 1 bath
Aug 29–Sep 3
New place to stay
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
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds, 1 bath
Sep 20–25
4.99 out of 5 average rating, 104 reviews
Guest favourite
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 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
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, 34 reviews
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed, 1 bath
Sep 6–11
4.96 out of 5 average rating, 237 reviews