
House holiday rentals in Windsor
Find and book unique houses on Airbnb
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

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

Vineyard Vista, Modern Farmhouse Cottage with Pool

Spectacular Stone Pool/Spa with Views; Near Plaza

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
Weekly house rentals

Woodhawk Manor of Alexander Valley

Family Friendly Charming 2 BD

Healdsburg 2br Cottage with Private Yard!

Escape to Guernevilla, sunniest spot on the river!

Charming Windsor Home

BodegaBayBeachHome:UpscaleBeachHome!Ocean&Beaches!

West End Neighborhood Cottage

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

Thornsberry House, A Luxe Wine Country Getaway

Annadel Retreat| Hot Tub | Trails | Views | Wine

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!

Retro Retreat in the Sonoma Valley
Quick stats about house rentals in Windsor
Total rentals
90 properties
Total number of reviews
5.4K 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
50 properties have a dedicated workspace
Destinations to explore
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- Apartment rentals Windsor
- Rentals with an EV charger Windsor
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- Clam Beach
- Sonoma Coast State Park
- Muir Woods National Monument
- Dominus Estate
- Chandon
- Point Reyes National Seashore
- Pebble Beach
- Six Flags Discovery Kingdom
- Caymus Vineyards
- Gleason Beach
- Steep Ravine Beach
- Chateau St. Jean
- Santa Maria Beach
- Safari West
- Jack London State Historic Park
- Stengel Beach
- Black Point Beach
- Sea Ranch Golf Links
- Gerstle Cove Reserve
- Stump Beach
- Blind Beach
- Shell Beach
- Scotty
- Portuguese Beach