filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 6
Superhost
Apartment in Humboldt Park
Stylish 2BR near the metro+ Parking
2 bedrooms, 2 beds, 1 private bathroom
20–25 Sept
,
4.84 out of 5 average rating, 68 reviews
Photo 1 of 6
Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
22–27 Nov
4.97 out of 5 average rating, 921 reviews
Photo 1 of 6
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
18–23 Jan
4.95 out of 5 average rating, 131 reviews
Photo 1 of 6
Top guest favourite
Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
15–20 Nov
4.97 out of 5 average rating, 38 reviews
Photo 1 of 6
Top guest favourite
Guest house in Little Italy
Polk Street Coach House Apartment, Little Italy/Medical Dist
2 bedrooms, 2 queen beds
6–11 Dec
4.99 out of 5 average rating, 958 reviews
Photo 1 of 6
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
13–18 Sept
New place to stay
Photo 1 of 6
Guest favourite
Flat in Downtown Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms, 7 beds
6–11 Sept
4.95 out of 5 average rating, 110 reviews
Photo 1 of 6
Superhost
Room in Roscoe Village
Spacious garden level suite
1 queen bed
4–9 Jan
4.96 out of 5 average rating, 324 reviews
Photo 1 of 6
Superhost
Apartment in Lincoln Park
Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park
2 bedrooms, 2 beds
29 Nov – 4 Dec
4.99 out of 5 average rating, 171 reviews
Photo 1 of 6
Top guest favourite
Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
16–21 Nov
5.0 out of 5 average rating, 57 reviews
Photo 1 of 6
Top guest favourite
Flat in Irving Park
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
3–8 Dec
5.0 out of 5 average rating, 39 reviews
Photo 1 of 6
Top guest favourite
Flat in Ravenswood
Bright & Chic Retreat Steps from Lincoln Square
2 bedrooms, 2 queen beds
1–6 Nov
5.0 out of 5 average rating, 65 reviews
Photo 1 of 6
Top guest favourite
Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms, 5 beds
15–20 Nov
5.0 out of 5 average rating, 61 reviews
Photo 1 of 6
Room in Norwood Park
Urban sanctuary retreat room 2
1 double bed
6–11 Sept
New place to stay
Photo 1 of 6
Guest favourite
Apartment in North Side
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
2–7 Nov
4.95 out of 5 average rating, 170 reviews
Photo 1 of 6
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
Photo 1 of 6
Top guest favourite
Home in Bridgeport
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
28 Nov – 3 Dec
4.96 out of 5 average rating, 312 reviews
Photo 1 of 6
Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
26–31 Oct
4.92 out of 5 average rating, 74 reviews
Photo 1 of 6
Top guest favourite
Room in Lake View
En Suite Private Queen Bedroom/Bathroom
1 queen bed
27 Sept – 2 Oct
4.88 out of 5 average rating, 273 reviews