Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Chicago

Chicago Loop
105 vacation rentals
Downtown Chicago
816 vacation rentals
Lincoln Park
839 vacation rentals
River North
54 vacation rentals
Magnificent Mile
814 vacation rentals
Wrigleyville
100 vacation rentals
Hyde Park
544 vacation rentals
Grant Park
874 vacation rentals
Chicago Water Tower
878 vacation rentals
Logan Square
838 vacation rentals
Lakeview
97 vacation rentals
Wicker Park
28 vacation rentals
Old Town
50 vacation rentals
Wrigley Field
870 vacation rentals
South Loop
30 vacation rentals
McCormick Place
860 vacation rentals
311 S Wacker Dr
869 vacation rentals
West Loop
824 vacation rentals
Millennium Park
868 vacation rentals
Navy Pier
859 vacation rentals

Explore a selection of Chicago vacation rentals