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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
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom2 beds,
29 Jun – 4 Jul
New place to stay
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms2 beds,
28 Jun – 3 Jul
New place to stay
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms3 beds,
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,
28 Jun – 3 Jul
New place to stay
Guest favourite
Flat in Evanston
"Melody of Evanston 3bd, 2 Bath UrbanLux"
3 bedrooms6 beds,
20–25 Jun
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms2 queen beds,
12–17 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms5 beds,
12–17 Jul
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Room in Chicago
Private Queen Bedroom with Private Bathroom
1 queen bed
21–26 Jun
4.95 out of 5 average rating, 195 reviews
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom1 king bed,
25–30 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
1 bedroom1 queen bed,
12–17 Oct
4.99 out of 5 average rating, 421 reviews
Superhost
Flat in Chicago
Well Located Studio on the Red Line
1 queen bed
5–10 Jul
New place to stay
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms4 beds,
21–26 Sept
4.9 out of 5 average rating, 61 reviews
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms2 beds,
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Stylish 2BR stunner w/ unbeatable location
2 bedrooms3 beds,
29 Jun – 4 Jul
4.92 out of 5 average rating, 186 reviews
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed
5–10 Jul
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms2 beds,
22–27 Jul
4.99 out of 5 average rating, 87 reviews
Flat in Chicago
Close to Wrigley Field, The Beach & Downtown
1 bedroom3 beds,
19–24 Jul
New place to stay
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms2 beds,
16–21 Aug
4.96 out of 5 average rating, 78 reviews