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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
1,800ft² Parking Workspace W/D Full Kitch
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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4.99 out of 5 average rating, 215 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
10–15 Aug
4.91 out of 5 average rating, 276 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
Guest room in Dunning, Chicago IL
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Guest suite in Chicago
Peaceful Portage Park Apartment
2 bedrooms, 2 beds
1–6 Nov
4.94 out of 5 average rating, 473 reviews
Guest favourite
Flat in Chicago
Guest Favorite Newly Renovated 1BR Near Lakeview
1 bedroom, 1 queen bed
16–21 Aug
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 55 reviews
Superhost
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed
19–24 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Chicago
Private Room | Shared Bath | Workstation
1 queen bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 38 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
Room in Chicago
En Suite Private Queen Bedroom/Bathroom
1 queen bed
16–21 Aug
4.87 out of 5 average rating, 270 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, 413 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
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 103 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 Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds
20–25 Sept
5.0 out of 5 average rating, 16 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, 91 reviews
Guest favourite
Room in Chicago
The Champlain Suite
1 bed
8–13 Sept
4.95 out of 5 average rating, 41 reviews
Superhost
Apartment in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds
18–23 Oct