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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Cozy loft in Chicago's Uptown
1 bedroom, 2 beds, 1 private bathroom
16–21 Oct
,
4.97 out of 5 average rating, 331 reviews
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms3 beds, 1 bathroom,
28 Jun – 3 Jul
New place to stay
Guest favourite
Flat in Chicago
Hancock Lookout|Steps to Beach&Transit, CHI Views
2 bedrooms3 queen beds, 2 bathrooms,
16–21 Aug
4.97 out of 5 average rating, 39 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, 3 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom1 queen bed, 1 bathroom,
11–16 Jun
4.98 out of 5 average rating, 54 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, 61 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, 60 reviews
Top guest favourite
Apartment in Chicago
Lincoln Square Gem!
2 bedrooms2 queen beds, 1 bathroom,
25–30 Oct
4.97 out of 5 average rating, 488 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
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, 43 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
Room in Chicago
Al's Oasis Chicago
1 queen bed1 bathroom,
5–10 Jul
4.96 out of 5 average rating, 226 reviews
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom2 beds, 1 bathroom,
8–13 Nov
4.96 out of 5 average rating, 578 reviews
Place to stay in Chicago
On The Go Travelers 1 Private Bdrm & BR
1 bedroom1 bed, 1 bathroom,
16–21 Jun
5.0 out of 5 average rating, 3 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
Top guest favourite
Home in Oak Park
Grove Flat
2 bedrooms2 beds, 1 bathroom,
15–20 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Flat in Chicago
Corporate Smart Home At River Walk
1 bedroom1 queen bed, 1 bathroom,
21–26 Jun
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
Lovely Lincoln Park 2BD/2BA (+parking)
2 bedrooms3 beds, 2 bathrooms,
27 Jun – 2 Jul
4.94 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Chicago
Coach House in Historic Old Town Chicago
1 bedroom2 beds, 1 bathroom,
5–10 Jul
4.96 out of 5 average rating, 126 reviews