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Search results; Over 1,000 homes in Chicago

Superhost
Apartment in West Side
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Oct
,
4.93 out of 5 average rating, 296 reviews
Featured hotel
Room in Downtown Chicago
Level studio suite
1 bathroom
15–20 Oct
Room in The Loop
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
7–12 Sept
New place to stay
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
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
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
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
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 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
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
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
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Superhost
Flat in Downtown Chicago
Designer Loft 3E | Heart of Gold Coast/River North
3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Flat in Lincoln Park
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed, 1 bathroom
5–10 Dec
5.0 out of 5 average rating, 322 reviews
Room in Downtown Chicago
Steps to the Magnificent Mile + Free Breakfast
2 beds, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Flat in Downtown Chicago
Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Nov
4.95 out of 5 average rating, 303 reviews
Featured hotel
Room in Downtown Chicago
Deluxe king non smoking
1 king bed, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 11 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
Top guest favourite
Flat in Wicker Park
Stylish First Flr. Studio. Best Location Division+Hermitage.
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 312 reviews