filters

Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Newly Rehabbed! 2br with Vintage Charm
2 bedrooms, 3 beds, 1 private bathroom
29 Aug – 3 Sept
,
4.9 out of 5 average rating, 292 reviews
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms, 12 beds
1–6 Jul
4.95 out of 5 average rating, 41 reviews
Flat in Chicago
Northside Chicago Apartment
2 bedrooms, 2 beds
4–9 Sept
New place to stay
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
3–8 Jul
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds
12–17 Jul
4.93 out of 5 average rating, 137 reviews
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds
9–14 Aug
New place to stay
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms
3–8 Jul
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Home in Chicago
Big Group Stay-Private Yard/Parking/MillenniumPark
5 bedrooms, 8 beds
9–14 Sept
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
3 bedrooms, 3 beds
6–11 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom, 1 queen bed
8–13 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Flat in Chicago
Cozy Urban View Retreat Near Downtown - Sleeps 7
2 bedrooms, 4 beds
10–15 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom, 1 queen bed
23–28 Oct
4.95 out of 5 average rating, 20 reviews
Guest favourite
Flat in Chicago
Bright Wrigleyville Stay | Near Transit & Parks
3 bedrooms, 4 beds
5–10 Jul
4.93 out of 5 average rating, 15 reviews
Flat in Chicago
Gold Coast Gem
2 bedrooms, 3 queen beds
2–7 Jul
New place to stay
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom, 1 queen bed
5–10 Jul
5.0 out of 5 average rating, 3 reviews