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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
4–9 Jul
,
4.97 out of 5 average rating, 331 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom1 bunk bed, 1 bathroom,
28 Jun – 3 Jul
New place to stay
Top guest favourite
Place to stay in Chicago
Private, dog-friendly room near downtown Chicago
1 bedroom1 sofa bed, 1 bathroom,
29 Jun – 4 Jul
5.0 out of 5 average rating, 23 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
Great location. Free parking.
1 bedroom1 queen bed, 1 bathroom,
30 Aug – 4 Sept
4.97 out of 5 average rating, 894 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed1 bathroom,
14–19 Jun
4.97 out of 5 average rating, 36 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, 112 reviews
Place to stay in Chicago
10 minutes to Downtown near subway and bus m1
1 bedroom1 queen bed, 2 bathrooms,
13–18 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Place to stay in Berwyn
room in family home
1 bedroom1 bed, 1 bathroom,
1–6 Dec
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms2 beds, 2 bathrooms,
5–10 Jul
4.95 out of 5 average rating, 155 reviews
Top guest favourite
Room in Chicago
Middle Bedroom in Victorian home close to Loyola
2.5 bathrooms
7–12 Jun
5.0 out of 5 average rating, 55 reviews
Flat in Chicago
West Ridge 2BR Retreat with Laundry | Near Loyola
2 bedrooms2 beds, 2 bathrooms,
21–26 Jun
New place to stay
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms3 beds, 2 bathrooms,
7–12 Jun
4.94 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom1 king bed, 1 bathroom,
20–25 Oct
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in Chicago
Polk Street Coach House Apartment, Little Italy/Medical Dist
2 bedrooms2 queen beds, 1 bathroom,
15–20 Nov
4.99 out of 5 average rating, 937 reviews
Top guest favourite
Home in Oak Park
Grove Flat
2 bedrooms2 beds, 1 bathroom,
15–20 Aug
5.0 out of 5 average rating, 13 reviews
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom1 queen bed, 2 bathrooms,
14–19 Jun
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds, 2 bathrooms,
9–14 Aug
4.96 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
4.99 out of 5 average rating, 342 reviews