Chicago, IL, USA Vacation Rentals

Discover popular destinations in and around Chicago

Magnificent Mile
653 vacation rentals
Lincoln Park
673 vacation rentals
Downtown Chicago
782 vacation rentals
River North
56 vacation rentals
Chicago Water Tower
836 vacation rentals
Wrigleyville
92 vacation rentals
Wrigley Field
838 vacation rentals
Near North
815 vacation rentals
Lakeview
87 vacation rentals
Chicago Loop
88 vacation rentals
Gold Coast
22 vacation rentals
South Loop
35 vacation rentals
Loop
491 vacation rentals
Old Town
51 vacation rentals
Wicker Park
25 vacation rentals
Logan Square
17 vacation rentals
Chicago Midway International Airport (MDW)
845 vacation rentals
West Loop
676 vacation rentals
Millennium Park
835 vacation rentals
Chicago Ohare International Airport (ORD)
846 vacation rentals

Explore a selection of Chicago vacation rentals