Windsor vacation rentals
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Top-rated vacation rentals in Windsor
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Superhost
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
Costs vary based on availability.
Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile in Healdsburg includes equipped kitchen. Pick up breakfast needs before arriving.
House truth: Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. It can be disruptive to sleep (or not, some say it isn't a bother).
LOFT AVAILABLE BUT TASTING ROOM CLOSED DECEMBER 1 - MARCH 31.
TOT #3294N
$212 per night
Superhost
Guest suite in Windsor
Private Entrance Suite in Heart of Wine Country
Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.
$106 per night
Superhost
Home in Windsor
Winelight Vineyard Home With Spa
Available for minimum 3 day rental. Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants.
There is a guest laundry, designer carport, and ample parking for guests.
$239 per night
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Quick stats about vacation rentals in Windsor
Total rentals | 310 properties |
|---|---|
Rentals with dedicated workspaces | 150 properties have a dedicated workspace |
Rentals with a pool | 190 properties have a pool |
Pet-friendly rentals | 60 properties allow pets |
Family-friendly rentals | 220 properties are a good fit for families |
Total number of reviews | 11K reviews |
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