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Search results; Over 1,000 homes in Chicago

Top guest favourite
Place to stay in Chicago
Historic campus U of C Prof. mansion, top location
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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5.0 out of 5 average rating, 100 reviews
Flat in Chicago
Northside Chicago Apartment
2 bedrooms, 2 beds
12–17 Jul
New place to stay
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 118 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
19–24 Sept
4.94 out of 5 average rating, 139 reviews
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms, 3 beds
22–27 Aug
New place to stay
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
25–30 Oct
4.95 out of 5 average rating, 678 reviews
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds
10–15 Aug
New place to stay
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 52 reviews
Room in Chicago
Comfortable bed with Smart stand
1 queen bed
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
16–21 Aug
4.96 out of 5 average rating, 80 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
1–6 Jul
4.97 out of 5 average rating, 73 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom, 1 bed
24–29 Oct
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms, 3 beds
4–9 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Chicago
Fulton House #1 (2bd/ 1ba)
2 bedrooms, 2 queen beds
19–24 Jul
4.95 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom, 2 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 184 reviews
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms, 4 beds
5–10 Jul
4.93 out of 5 average rating, 335 reviews
Guest favourite
Flat in Chicago
West Loop 2BR : Skyline Views + Prime Location
2 bedrooms, 3 beds
2–7 Jul
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
5 bedrooms, 5 beds
16–21 Aug
4.97 out of 5 average rating, 36 reviews