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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
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms3 queen beds, 1 bathroom,
21–26 Jun
New place to stay
Superhost
Flat in Chicago
Well Located Studio on the Red Line
1 queen bed1 bathroom,
5–10 Jul
New place to stay
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms2 beds, 1.5 bathrooms,
28 Jun – 3 Jul
New place to stay
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms5 beds, 2.5 bathrooms,
17–22 Aug
5.0 out of 5 average rating, 81 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
Flat in Chicago
Chicago Classic•Skyline View•1BR + Den, Train Near
1 bedroom5 beds, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Chicago
Wrigleyville Updated Condo with Free Parking
3 bedrooms3 beds, 2 bathrooms,
20–25 Aug
5.0 out of 5 average rating, 98 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, 196 reviews
Top guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms3 queen beds, 1.5 bathrooms,
28 Jun – 3 Jul
4.99 out of 5 average rating, 299 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds, 2 bathrooms,
13–18 Jul
4.96 out of 5 average rating, 79 reviews
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms3 beds, 1 bathroom,
28 Jun – 3 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,
18–23 Oct
4.99 out of 5 average rating, 422 reviews
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed1 bathroom,
5–10 Jul
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms2 queen beds, 1 bathroom,
9–14 Aug
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms3 beds, 1 bathroom,
25–30 Jun
4.99 out of 5 average rating, 342 reviews
Superhost
Flat in Chicago
Corporate Smart Home At River Walk
1 bedroom1 queen bed, 1 bathroom,
8–13 Jul
5.0 out of 5 average rating, 4 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
Top guest favourite
Guest house in Chicago
Cozy Coach House
1 queen bed1 bathroom,
30 Jun – 5 Jul
4.96 out of 5 average rating, 496 reviews