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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
1 bedroom, 1 bed, 2 private bathrooms
20–25 Sept
,
4.98 out of 5 average rating, 321 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
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
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
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
Room in Oakbrook Terrace
Close to Oakbrook Center + On-site Dining & Pool
1 king bed
16–21 Aug
4.71 out of 5 average rating, 7 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 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
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
Flat in Chicago
Kasa Lake Shore Chicago | Studio Queen
1 bedroom, 1 queen bed
11–16 Aug
5.0 out of 5 average rating, 3 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
Superhost
Flat in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.83 out of 5 average rating, 113 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
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds
7–12 Sept
New place to stay
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
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
11–16 Nov
4.96 out of 5 average rating, 309 reviews