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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 290 reviews
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms2 beds, 1.5 bathrooms,
28 Jun – 3 Jul
New place to stay
Guest favourite
Flat in Evanston
"Melody of Evanston 3bd, 2 Bath UrbanLux"
3 bedrooms6 beds, 2 bathrooms,
20–25 Jun
4.94 out of 5 average rating, 36 reviews
Flat in Chicago
Chicago Classic•Skyline View•1BR + Den, Train Near
1 bedroom5 beds, 1 bathroom,
28 Jun – 3 Jul
New place to stay
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms3 beds, 1 bathroom,
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
1 bedroom1 queen bed, 1 bathroom,
12–17 Oct
4.99 out of 5 average rating, 421 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms2 queen beds, 2 bathrooms,
12–17 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Room in Chicago
Private Queen Bedroom with Private Bathroom
1 queen bed2.5 bathrooms,
21–26 Jun
4.95 out of 5 average rating, 195 reviews
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms4 beds, 1 bathroom,
21–26 Sept
4.9 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms5 beds, 2.5 bathrooms,
12–17 Jul
5.0 out of 5 average rating, 81 reviews
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom1 king bed, 1 bathroom,
25–30 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Room in Chicago
Cozy Clean Large Private Room in Lincoln Square
1 double bed1 bathroom,
22–27 Aug
4.95 out of 5 average rating, 178 reviews
Superhost
Flat in Chicago
Well Located Studio on the Red Line
1 queen bed1 bathroom,
5–10 Jul
New place to stay
Top guest favourite
Home in Chicago
Private Downtown Retreat with Rooftop Oasis
4 bedrooms6 beds, 3 bathrooms,
15–20 Aug
4.99 out of 5 average rating, 105 reviews
Flat in Chicago
Bronzeville Oasis
1 bedroom3 beds, 1 bathroom,
14–19 Jun
New place to stay
Top guest favourite
Flat in Chicago
Stylish 2BR stunner w/ unbeatable location
2 bedrooms3 beds, 1 bathroom,
29 Jun – 4 Jul
4.92 out of 5 average rating, 186 reviews
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms2 beds, 1 bathroom,
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms7 beds, 2 bathrooms,
22–27 Jun
5.0 out of 5 average rating, 6 reviews