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 Sonoma
4.95 out of 5 average rating, 444 reviewsThornsberry House, A Luxe Country Getaway
Home in Glen Ellen
5 out of 5 average rating, 136 reviewsTuscan Wine Country Villa sleeps 6
Home in Sebastopol
4.98 out of 5 average rating, 166 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
Home in Santa Rosa
4.96 out of 5 average rating, 175 reviewsHappy House w/large pool, hot tub & chefs kitchen
Home in Santa Rosa
4.86 out of 5 average rating, 200 reviewsHot Tub/Pool ~ Walk To Wine, Shops & Restaurants
Home in Glen Ellen
4.96 out of 5 average rating, 173 reviewsStay on a Vineyard. Great Views & Location
Home in Sonoma
4.95 out of 5 average rating, 157 reviewsCasa Sonoma-Pool, Spa, Bocce
Home in Sebastopol
4.91 out of 5 average rating, 114 reviewsThe Deer Retreat – Privacy and Comfort
Weekly house rentals
Home in Santa Rosa
4.9 out of 5 average rating, 162 reviewsWine Country Retreat: Hot Tub, BBQ, & Mini Golf
Home in Bodega Bay
4.99 out of 5 average rating, 263 reviewsThe Beach House
Home in Middletown
4.93 out of 5 average rating, 104 reviewsEmerald Lodge
Home in Healdsburg
4.98 out of 5 average rating, 113 reviewsBeautiful, Spacious, ArtHaus!
Home in Sebastopol
4.96 out of 5 average rating, 392 reviewsSebastopol Guest House
Home in Guerneville
4.97 out of 5 average rating, 477 reviewsOlive House
Home in Healdsburg
4.88 out of 5 average rating, 145 reviewsModern Home in Hburg Wine Country
Home in Forestville
4.96 out of 5 average rating, 261 reviewsForest Cozy Home
Private house rentals
Home in Sebastopol
4.9 out of 5 average rating, 778 reviewsWine/Apple Country Cottage, Centrally Located
Home in Windsor
5 out of 5 average rating, 26 reviewsCasa de la Esperanza:1890s Gem - Hot Tub - 5BD/3BA
Home in Windsor
5 out of 5 average rating, 26 reviewsModern Farmhouse with Pool, Hot Tub & Views!
Home in Windsor
4.88 out of 5 average rating, 83 reviewsNEW! Escape to Wine Country! Large Beautiful Home!
Home in Forestville
4.97 out of 5 average rating, 104 reviewsHilltop Haven 🌅 view & hot tub
Home in Dillon Beach
4.99 out of 5 average rating, 333 reviewsDillon Beach Surf Cottage
Home in Sonoma
4.95 out of 5 average rating, 436 reviewsZen House on 15 acres
Home in Santa Rosa
4.97 out of 5 average rating, 166 reviewsWine Country: King Bed, BBQ, Stocked
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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- Rentals with a hot tub Windsor
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