Old Town, Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Old Town

Armitage Avenue
816 vacation rentals
Royal George Theater
857 vacation rentals
Steppenwolf Theatre
856 vacation rentals
Legacy Motors Automotive Art Gallery
858 vacation rentals
Lake Michigan
9,467 vacation rentals
Chicago Loop
92 vacation rentals
Downtown Chicago
804 vacation rentals
River North
56 vacation rentals
Magnificent Mile
802 vacation rentals
Indiana
1,109 vacation rentals
Wrigleyville
97 vacation rentals
Evanston
631 vacation rentals
Grant Park
854 vacation rentals
Chicago Water Tower
854 vacation rentals
West Loop
810 vacation rentals
South Loop
32 vacation rentals
Wrigley Field
856 vacation rentals
Logan Square
825 vacation rentals
Gold Coast
21 vacation rentals
Loop
803 vacation rentals

Explore a selection of Old Town vacation rentals