House holiday rentals in Windsor
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Top-rated house rentals in Windsor
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Windsor
House rentals with a pool
Home in Glen Ellen
4.92 out of 5 average rating, 169 reviewsLuxury home, hot tub/spa pool, walk to restaurants
Home in Healdsburg
4.91 out of 5 average rating, 107 reviewsVineyard Vista, Modern Farmhouse Cottage with Pool
Home in Sonoma
4.88 out of 5 average rating, 296 reviews*Heated* Swimming Pool Retreat Near Sonoma Square
Home in Santa Rosa
4.86 out of 5 average rating, 202 reviewsHot Tub/Pool ~ Walk To Wine, Shops & Restaurants
Home in Sonoma
4.95 out of 5 average rating, 158 reviewsCasa Sonoma-Pool, Spa, Bocce
Home in Guerneville
4.83 out of 5 average rating, 174 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
Home in Sonoma
4.94 out of 5 average rating, 237 reviews4BD House with Pool, Close to Sonoma Plaza
Home in Sebastopol
4.91 out of 5 average rating, 116 reviewsThe Deer Retreat – Privacy and Comfort
Weekly house rentals
Home in Monte Rio
4.91 out of 5 average rating, 330 reviewsFamily Friendly Charming 2 BD
Home in Sonoma
4.98 out of 5 average rating, 194 reviewsTre Sorelle Cottage and Casita on Sonoma Vineyard
Home in Guerneville
4.94 out of 5 average rating, 168 reviewsEscape to Guernevilla, sunniest spot on the river!
Home in Windsor
4.86 out of 5 average rating, 123 reviewsCharming Windsor Home
Home in Santa Rosa
4.93 out of 5 average rating, 143 reviewsWest End Neighborhood Cottage
Home in Santa Rosa
4.96 out of 5 average rating, 111 reviewsMountain top, wine country escape
Home in Sonoma
4.92 out of 5 average rating, 105 reviewsWine Country Escape with 4 King beds & hot tub!
Home in Monte Rio
4.94 out of 5 average rating, 143 reviewsHummingbird - Villa Grande, 1 Bedroom, 1 Bath
Private house rentals
Home in Sebastopol
4.78 out of 5 average rating, 50 reviewsGreen Valley, Sonoma County at a Working Winery.
Home in Sonoma
4.95 out of 5 average rating, 448 reviewsThornsberry House, A Luxe Country Getaway
Home in Santa Rosa
4.89 out of 5 average rating, 171 reviewsHistoric 1880's Craftsman Style Home with Pool.
Home in Healdsburg
5 out of 5 average rating, 130 reviews10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Home in Bodega Bay
4.86 out of 5 average rating, 14 reviewsCasa Del Sol, Secluded with Views
Home in Sonoma
4.82 out of 5 average rating, 248 reviewsSonoma Plaza area walk to wineries
Home in Sonoma
4.97 out of 5 average rating, 122 reviewsLarge Charming Home Surrounded by a Vineyard
Home in Sonoma
4.92 out of 5 average rating, 36 reviewsCharming Farmhouse - Hot Tub, Terrace & Bocce
Quick stats about house rentals in Windsor
Total rentals
100 properties
Total number of reviews
6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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