Old Town, Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Old Town

Armitage Avenue
808 vacation rentals
Royal George Theater
839 vacation rentals
Steppenwolf Theatre
836 vacation rentals
Magnificent Mile
385 vacation rentals
Downtown Chicago
804 vacation rentals
Lake Michigan
9,296 vacation rentals
Indiana
1,073 vacation rentals
River North
56 vacation rentals
Chicago Water Tower
836 vacation rentals
Evanston
643 vacation rentals
Wrigleyville
92 vacation rentals
Wrigley Field
838 vacation rentals
Near North
815 vacation rentals
Lakeview
87 vacation rentals
Gold Coast
22 vacation rentals
Chicago Loop
88 vacation rentals
Oak Park
634 vacation rentals
South Loop
35 vacation rentals
Loop
491 vacation rentals
Rosemont
854 vacation rentals

Explore a selection of Old Town vacation rentals