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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
13–18 Sept
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4.97 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 919 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Guest favourite
Flat in Chicago
Guest Favorite Newly Renovated 1BR Near Lakeview
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
4.95 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 224 reviews
Top guest favourite
Room in Chicago
The Native Garden at the City's Edge
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 5 reviews
Place to stay in Chicago
#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)
1 bedroom, 1 bunk bed, 2.5 bathrooms
15–20 Nov
4.81 out of 5 average rating, 180 reviews
Top guest favourite
Flat in Forest Park
Cheerful Remodel Prime Location
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 151 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Guest house in Chicago
Cozy Coach House
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 509 reviews
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 72 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
4.95 out of 5 average rating, 170 reviews
Room in Chicago
Private Room w/ Attached Bathroom
1 queen bed, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Room in Berwyn
room in family home
1 bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 243 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 19 reviews
Flat in Chicago
Modern 2 BR 1 Bathroom in Logan Square/Avondale
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
New place to stay
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 141 reviews