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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
iKlektik House Chicago/Robin
1 bedroom, 1 bed, 1 private bathroom
7–12 Nov
,
4.9 out of 5 average rating, 564 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
2–7 Nov
4.95 out of 5 average rating, 165 reviews
Guest favourite
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
16–21 Aug
4.91 out of 5 average rating, 276 reviews
Top guest favourite
Room in Chicago
Rogers Park Penthouse
1 bed
26–31 Oct
4.97 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
27 Jan – 1 Feb
5.0 out of 5 average rating, 39 reviews
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
1 single bed
25–30 Oct
4.93 out of 5 average rating, 58 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds
19–24 Sept
4.98 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds
23–28 Oct
4.98 out of 5 average rating, 412 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
6–11 Sept
4.95 out of 5 average rating, 146 reviews
Guest favourite
Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 bedrooms, 3 beds
4–9 Oct
4.95 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Chicago
Best City Views • Rooftop Nights • EV Garage Free
2 bedrooms, 6 beds
10–16 Aug
4.98 out of 5 average rating, 90 reviews
Superhost
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
12–17 Aug
4.91 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Chicago
3-bedroom exposed brick in Chicago's Wicker Park
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 164 reviews
Guest favourite
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed
2–7 Oct
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 103 reviews
Guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed
5–10 Sept
4.94 out of 5 average rating, 248 reviews
Guest favourite
Room in Chicago
The Champlain Suite
1 bed
8–13 Sept
4.95 out of 5 average rating, 41 reviews