
House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor house rentals
House rentals with a pool

Luxury home, hot tub/spa pool, walk to restaurants

Vineyard Vista, Modern Farmhouse Cottage with Pool

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!

*Heated* Swimming Pool Retreat Near Sonoma Square

Luxury home (+ pool house) with views, pool & spa

Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants

Lovely and Spacious Ranch-Style Home With a Poolside Oasis

4/3 Vineyard Home With Pool & Views (Sleeps 8)
Weekly house rentals

Family Friendly Charming 2 BD

Healdsburg 2br Cottage with Private Yard!

Vineyard Retreat | 3BR Home Near Sonoma & Napa

Charming Windsor Home

The Ranchette- luxe 1 BR w/hot tub/ & prvt. patio

West End Neighborhood Cottage

Forever Sunday: Walk to Town | Redwoods | Firepit

Wine Country Escape with 4 King beds & hot tub!
Private house rentals

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Sonoma Plaza area walk to wineries

Annadel House Retreat- Stunning Wine Country Luxe!

Large Charming Home Surrounded by a Vineyard

The Deer Retreat – Privacy and Comfort

Mountain top, wine country escape

Riverside Lodge House in Guerneville

Wine Country Fairgrounds AC BBQ Downtown Stocked!
Quick stats about house rentals in Windsor
Total rentals
90 properties
Total number of reviews
5.6K 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
60 properties have a dedicated workspace
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- Rentals with a fireplace Windsor
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- Clam Beach
- Sonoma Coast State Park
- Muir Woods National Monument
- Chandon
- Dominus Estate
- Point Reyes National Seashore
- Pebble Beach
- Six Flags Discovery Kingdom
- Caymus Vineyards
- Gleason Beach
- Santa Maria Beach
- Schoolhouse Beach
- Black Point Beach
- North Salmon Creek Beach
- Steep Ravine Beach
- Brown Estate Vineyards
- Rancho Solano Golf Course
- Silver Oak Cellars
- Charles M. Schulz Museum
- Chateau St. Jean
- Mayacama Golf Club
- Safari West
- Jack London State Historic Park
- Kelham Beach
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