Escape to scenes of gently rolling mountains, world-famous wines, and a touch of idyllic luxury. Our Windsor vacation rentals are the place to get away from it all—and to enjoy a glass of pinot or two.
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Yes, 22 of our Windsor homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).Browse dog-friendly homes >
Yes. 52 of our Windsor vacation rentals have internet access, so you can stay connected throughout your trip.Browse homes with internet access >
Absolutely. Our local Windsor team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.Learn more about Vacasa Premium Clean >
You’ll find this charming town tucked in the foothills of the Mayacamas Mountains, just nine miles north of Santa Rosa. Windsor sits in Sonoma County, an area known for its stellar wines—in fact, there are at least 425 wineries located here. The town is only 63 miles north of San Francisco, and perfect for a weekend getaway. Between the stunning landscape of the Russian River Valley and nearby redwood forests, our Windsor cottage rentals are truly surrounded by unforgettable beauty.
Of course, one of the most alluring things about Sonoma County is the wine scene. In the town of Windsor alone, you can find a number of wineries, vineyards, and tasting rooms. Play croquet amid the beautiful landscape of Sonoma-Cutrer Vineyards, visit Martinelli Vineyards’ tasting room in a beautiful renovated barn, or enjoy a picnic lunch with your vino at the lesser-known Russian Hill Vineyards.
Don’t be fooled by the near-endless opportunities to indulge in local wine: Windsor is a great family-friendly destination, too. Its downtown area is perfectly strollable and there are several local parks where the kids can roam free. In the summers, you can even enjoy live music performances or outdoor movie screenings. For a truly unforgettable experience, take in the beautiful landscape from a bird’s eye view with a private hot air balloon ride.
For those heading to a Windsor vacation rental to sample the outdoors, you won’t be disappointed. Foothill Regional Park provides 211 acres of trails that are perfect for biking, hiking, and even horseback riding. If you’ve worked up an appetite, there’s no shortage of dining options. Enjoy a hearty breakfast in a retro diner at KC’s American Kitchen, indulge in sushi at Umé Japanese Bistro, or visit the Jaded Toad for some barbecue and a sunny beer garden.
There’s so much to love about beautiful Sonoma County. Come experience the best of it with a Windsor vacation rental. Browse our collection of homes today and pick your next California retreat.