Uptown, Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Uptown

Louis A. Weiss Memorial Hospital
836 vacation rentals
Montrose Beach
833 vacation rentals
Montrose Harbor
831 vacation rentals
Aragon Entertainment Center
834 vacation rentals
About Face Theater
836 vacation rentals
Magnificent Mile
653 vacation rentals
Lincoln Park
673 vacation rentals
Downtown Chicago
782 vacation rentals
Lake Michigan
9,296 vacation rentals
River North
56 vacation rentals
Chicago Water Tower
836 vacation rentals
Evanston
643 vacation rentals
Wrigleyville
92 vacation rentals
Wrigley Field
836 vacation rentals
Chicago Loop
88 vacation rentals
Near North
796 vacation rentals
Lakeview
87 vacation rentals
Gold Coast
22 vacation rentals
Oak Park
543 vacation rentals
South Loop
34 vacation rentals

Explore a selection of Uptown vacation rentals