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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Edgewater
Newly Renovated, Spacious 2BR in Andersonville
2 bedrooms, 3 beds, 1 private bathroom
7–12 Dec
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4.98 out of 5 average rating, 175 reviews
Room in The Loop
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
6–11 Sept
New place to stay
Featured hotel
Room in Downtown Chicago
Level studio suite
1 bathroom
15–20 Oct
Top guest favourite
Flat in Downtown Chicago
Coach House in Historic Old Town Chicago
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Wicker Park
【Central】- Eclectic Fun 1BR APT in Wicker Park
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Guest house in Little Italy
Polk Street Coach House Apartment, Little Italy/Medical Dist
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 961 reviews
Room in Downtown Chicago
Steps to the Magnificent Mile + Free Breakfast
2 beds, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Flat in Logan Square
Paradise on the Boulevard!
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 62 reviews
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in West Side
near festivals & united center
1 bed, 1 bathroom
31 Oct – 5 Nov
4.94 out of 5 average rating, 124 reviews
Guest favourite
Room in Downtown Chicago
Deluxe King Room · Juliette Balcony · Sono B&B
1 king bed, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Logan Square
Prime Logan Square apartment
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Room in Logan Square
Logan Square Vintage Deluxe Private Suite & Bath
1 queen bed, 1 bathroom
28 Nov – 3 Dec
4.97 out of 5 average rating, 560 reviews
Top guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Flat in West Town
Modern & Spacious Condo Minutes from the Loop
3 bedrooms, 3 queen beds, 2 bathrooms
28 Nov – 3 Dec
4.98 out of 5 average rating, 91 reviews
Guest favourite
Flat in Little Italy
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds, 3.5 bathrooms
22–27 Oct
4.91 out of 5 average rating, 11 reviews