filters

Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Chicago
Charming private coach house
1 bedroom, 2 beds, 1 private bathroom
5–10 Aug
,
4.97 out of 5 average rating, 60 reviews
Guest favourite
Home in Chicago
Spa tub and a private backyard fireplace
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
22–27 Jul
4.97 out of 5 average rating, 93 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.95 out of 5 average rating, 121 reviews
Home in Forest Park
Renovated coach house near downtown
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Chicago
Open-concept flat with a private patio
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.94 out of 5 average rating, 16 reviews
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
2 bedrooms, 2 queen beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Flat in Chicago
Renovated with free parking near Blue Line
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Chicago
Big house in the BEST Location!
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Sept
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Chicago
Minimal duplex with free private parking
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Chicago
Spa bathroom and garden on tree-lined street
1 bedroom, 2 beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 108 reviews
Place to stay in Chicago
Halfway between O’Hare and downtown
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.9 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 54 reviews
Superhost
Flat in Chicago
Duplex with a jacuzzi and Peloton
5 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
New place to stay
Guest favourite
Flat in Chicago
Designer penthouse with views in Gold Coast
2 bedrooms, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 19 reviews