Popular Chicago Vacation Rentals
Find the perfect Chicago vacation rental
Vacation rentals with Wi-Fi
Apartments and vacation rentals with a kitchen
Vacation rentals and apartments with air conditioning
How much does it cost to book a vacation rental in Chicago?
Prices for a stay in Chicago begin at $36 per night.
Can I see all vacation rentals that are available in Chicago?
At the moment there are 5,629 vacation rentals available for you to choose from.
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Popular Day Trips Near Chicago
- Cicero
- Berwyn
- Oak Park
- Hometown
- Elmhurst
- Elmhurst
- Crestwood
- Skokie
- Evanston Township
- Lombard
- Addison
- Downers Grove
- Dolton
- Wood Dale
- Des Plaines
- Wilmette
- Glen Ellyn
- Orland Park
- Glenview
- North Adelaide
- Tinley Park
- Homewood
- Wheaton
- Flossmoor
- Rusellae
- Roselle
- Northbrook
- Carol Stream
- Bolingbrook
- Mokena
- Frankfort Square
- Naperville
- Schaumburg
- Homewood
- Deerfield
- Palatine
- Buffalo Grove
- Hoffman Estates
- Plainfield
- Batavia
- Geneva
- Vernon Hills
- Aurora
- Lake Forest
- Joliet
- St. Charles
- South Elgin
- Barrington Hills
- Merrillville
- Green Oaks
- Libertyville Township
- Peotone Township
- Wauconda
- Gurnee
- Grayslake
- Beverly Shores
- Manteno
- Valparaiso
- Fox Lake Hills
- Bourbonnais
- Bradley
- Fox Lake
- Michiana Shores
- Michiana Shores
- Sycamore Canyon / Canyon Springs
- New Buffalo
- Camp Lake
- DeKalb
- Silver Lake
- Union Pier
- Sauzalito
- Powers Lake
- Three Oaks
- Bridgman
- Racine County
- Lake Geneva
- Browns Lake
- Hillcrest Heights
- Fontana-on-Geneva Lake
- Praha-Petrovice
- Williams Bay
- Suite, Corner
- Saint Joseph's
- Delavan Lake
- Lake Buchanan
- Lake Michigan Beach
- Rockford Township
- South Bend
- Niles
- Lauderdale Lakes
- Watervliet
- 9 de Abril
- Pontiac
- Gilmanton Iron Works
- Beloit
- Mishawaka
- Cedar Point
- Granger
- Dowagiac
- South Haven