filters

Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in West Loop
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Aug
,
4.97 out of 5 average rating, 38 reviews
Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
27 Dec – 1 Jan
4.95 out of 5 average rating, 126 reviews
Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 913 reviews
Top guest favourite
Flat in Lake View
Sun drenched 2 bedroom 1 bath with Kitchen & W/D
2 bedrooms, 2 beds
23–28 Aug
4.95 out of 5 average rating, 266 reviews
Guest favourite
Flat in Downtown Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms
20–25 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Flat in South Side
Sunny Penthouse - Oakwood Beach
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 68 reviews
Guest favourite
Flat in West Loop
LIVN West Loop Chicago King Studio Apartment
1 bedroom, 1 king bed
9–14 Aug
4.92 out of 5 average rating, 38 reviews
Guest favourite
Flat in Little Italy
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Downtown Chicago
Luxury Designer Loft 402 | River North
3 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 23 reviews
Superhost
Flat in Downtown Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds
1–6 Nov
4.9 out of 5 average rating, 122 reviews
Top guest favourite
Home in Wicker Park
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews
Top guest favourite
Flat in Ravenswood
Newly Rehabbed! 2br with Vintage Charm
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 298 reviews
Top guest favourite
Home in Logan Square
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
19–24 Oct
4.97 out of 5 average rating, 494 reviews
Guest favourite
Apartment in Wicker Park
Two Bedroom w Porch in Wicker Park
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 114 reviews
Flat in Logan Square
Art & Soul in Logan Square|4BR Walk to Blue Line
4 bedrooms, 4 beds
17–22 Aug
New place to stay
Top guest favourite
Guest house in West Side
Pilsen Gem Near the Loop & Chinatown
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Bridgeport
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 305 reviews
Top guest favourite
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds
6–11 Sept
5.0 out of 5 average rating, 13 reviews