Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.
Recommended Rentals With Pools
Best vacation rentals with a balcony
Popular Day Trips Near Winnetka
- Wilmette
- Glenview
- Evanston Township
- Northbrook
- Skokie
- Deerfield
- Des Plaines
- Buffalo Grove
- Lake Forest
- Vernon Hills
- Green Oaks
- Oak Park
- Wood Dale
- Palatine
- Libertyville Township
- Elmhurst
- Elmhurst
- Cicero
- Berwyn
- Schaumburg
- Homewood
- Chicago
- Rusellae
- Roselle
- Gurnee
- Hoffman Estates
- Lombard
- Addison
- Grayslake
- Wauconda
- Glen Ellyn
- Barrington Hills
- Carol Stream
- Wheaton
- Hometown
- Downers Grove
- Fox Lake Hills
- South Elgin
- Fox Lake
- Crestwood
- St. Charles
- Naperville
- Dolton
- Geneva
- Batavia
- Bolingbrook
- North Adelaide
- Orland Park
- Camp Lake
- Silver Lake
- Tinley Park
- Aurora
- Homewood
- Flossmoor
- Mokena
- Frankfort Square
- Powers Lake
- Plainfield
- Racine County
- Joliet
- Browns Lake
- Hillcrest Heights
- Lake Geneva
- Sycamore Canyon / Canyon Springs
- Merrillville
- Beverly Shores
- Praha-Petrovice
- Fontana-on-Geneva Lake
- Williams Bay
- Suite, Corner
- DeKalb
- Michiana Shores
- Michiana Shores
- Peotone Township
- New Buffalo
- Delavan Lake
- Valparaiso
- Union Pier
- Manteno
- Bridgman
- Three Oaks
- Lauderdale Lakes
- Sauzalito
- Saint Joseph's
- Bourbonnais
- Bradley
- Milwaukee
- Wauwatosa
- Brookfield
- Brookfield
- Rockford Township
- Lake Michigan Beach
- Whitefish Bay
- Pewaukee
- Gilmanton Iron Works
- Beloit
- Lake Buchanan
- Watervliet
- Janesville
- Janesville