Search Vacation Homes in Windsor

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Learn more about Windsor

Sip your way through family-owned wineries like Sonoma-Cutrer and La Crema Estate, savoring the laid-back charm of this Wine Country gem. Hike along the Russian River or tee off at Windsor Golf Club before exploring the eclectic shops and summertime entertainment around the town green.

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Top reviews in Windsor