Uptown, Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Uptown

Montrose Beach
854 vacation rentals
Louis A. Weiss Memorial Hospital
854 vacation rentals
Montrose Harbor
851 vacation rentals
Aragon Entertainment Center
855 vacation rentals
About Face Theater
856 vacation rentals
Lake Michigan
9,467 vacation rentals
Chicago Loop
94 vacation rentals
Downtown Chicago
804 vacation rentals
Lincoln Park
826 vacation rentals
River North
56 vacation rentals
Wrigleyville
97 vacation rentals
Magnificent Mile
802 vacation rentals
Evanston
631 vacation rentals
Chicago Water Tower
856 vacation rentals
Grant Park
854 vacation rentals
West Loop
812 vacation rentals
South Loop
32 vacation rentals
Wrigley Field
857 vacation rentals
Logan Square
825 vacation rentals
Gold Coast
21 vacation rentals

Explore a selection of Uptown vacation rentals