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Search results; Over 1,000 homes in Chicago

Superhost
Serviced apartment in Chicago
Bright & Cozy 2 Bedroom Apt - 15 Min to downtown!
2 bedrooms, 2 beds, 1 private bathroom
20–25 Sept
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4.84 out of 5 average rating, 148 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
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
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
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
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
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
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
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
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
Top guest favourite
Flat in Chicago
Your Logan Square Oasis with Lush Outdoor Haven!
2 bedrooms, 2 king beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 31 reviews
Room in Chicago
Private Room w/ Attached Bathroom
1 queen bed, 1 bathroom
27 Sept – 2 Oct
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
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
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
Guest favourite
Room in Chicago
x3 Private room with bath Hyde Park UChicago
1 king bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Chicago
Two Bedroom w Porch in Wicker Park
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 118 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
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews