Uptown, Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Uptown

Sheridan Park
2 vacation rentals
Montrose Beach
833 vacation rentals
Louis A. Weiss Memorial Hospital
834 vacation rentals
Montrose Harbor
832 vacation rentals
Aragon Entertainment Center
834 vacation rentals
Indiana
1,032 vacation rentals
Lake Michigan
9,243 vacation rentals
Chicago Loop
130 vacation rentals
Magnificent Mile
18 vacation rentals
Lincoln Park
93 vacation rentals
River North
64 vacation rentals
Evanston
857 vacation rentals
Gold Coast
20 vacation rentals
Wrigleyville
118 vacation rentals
Chicago Water Tower
835 vacation rentals
Wicker Park
27 vacation rentals
Lakeview
98 vacation rentals
Oak Park
877 vacation rentals

Explore a selection of Uptown vacation rentals