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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Cozy loft in Chicago's Uptown
1 bedroom, 2 beds, 1 private bathroom
16–21 Oct
,
4.97 out of 5 average rating, 331 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms3 beds, 1.5 bathrooms,
12–17 Oct
4.95 out of 5 average rating, 114 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed1 bathroom,
14–19 Jun
4.97 out of 5 average rating, 37 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom1 bunk bed, 1 bathroom,
15–20 Aug
New place to stay
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds1 bathroom,
25–30 Oct
4.96 out of 5 average rating, 674 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms3 queen beds, 1 bathroom,
21–26 Jun
New place to stay
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms3 beds, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom1 queen bed, 1 bathroom,
17–22 Jun
4.98 out of 5 average rating, 56 reviews
Room in Chicago
Comfortable bed with Smart stand
1 queen bed1 bathroom,
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms3 beds, 2 bathrooms,
28 Jun – 3 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Oak Park
Historic Hotspot: Downtown Oak Park w/parking spot
2 bedrooms2 queen beds, 1 bathroom,
12–17 Jul
4.99 out of 5 average rating, 80 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom1 bed, 1 bathroom,
24–29 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Apartment in Chicago
Wrigleyville Inn. Historic Greystone, Free Parking
3 bedrooms3 queen beds, 2 bathrooms,
5–10 Jul
4.99 out of 5 average rating, 135 reviews
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms4 beds, 1 bathroom,
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Evanston
Welcome to Serenity.
1 bedroom1 queen bed, 1 bathroom,
12–17 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Chicago
Rustic Sanctuary
2 bedrooms2 queen beds, 1 bathroom,
14–19 Jun
5.0 out of 5 average rating, 43 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds, 2 bathrooms,
16–21 Aug
4.96 out of 5 average rating, 78 reviews
Flat in Chicago
Close to Wrigley Field, The Beach & Downtown
1 bedroom3 beds, 1 bathroom,
19–24 Jul
New place to stay