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Search results; Over 1,000 homes in Chicago

Superhost
Flat in Chicago
Secret Gallery on the Park - 2bd/1ba
2 bedrooms, 3 beds, 1 private bathroom
25–30 Aug
,
4.77 out of 5 average rating, 318 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
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, 474 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
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds
7–12 Sept
New place to stay
Superhost
Flat in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.82 out of 5 average rating, 114 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, 94 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 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
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
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, 54 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
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds
20–25 Sept
5.0 out of 5 average rating, 17 reviews
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
Guest favourite
Room in Chicago
The Champlain Suite
1 bed
8–13 Sept
4.95 out of 5 average rating, 41 reviews
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 25 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