
House vacation 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.

Sebastopol Guest House
Let the sun shine in! Serene, modern, open floor plan with skylights, heat, A.C. full kitchen and bath and a private patio covered by a grape arbor. The Guest House is on a quiet 'country-like' road downtown, A short stroll to the Barlow, Zagat-rated restaurants, galleries, farmers markets and boutiques. Gorgeous wineries are 10 minutes away. You'll find our extensive guide book inside that we created to share our love of the area with you. We only host non-smokers and we'll meet you at check-in

Giusti Ranch, by Vinifera Homes
“An amazing property that exceeds any descriptions that can be provided. From the grounds to the house everything is first-class” - Michael. This 19-acre family-owned working ranch is the perfect setting for your wine-country adventure. Enjoy the surrounding views, refreshing pool, hot tub, gourmet kitchen & spacious great room. Located just mins. from renowned wineries & Michelin-starred restaurants, Giusti Ranch, A Vinifera Homes Property has everything you need for a truly memorable stay!

Gorgeous Victorian in the HEART of Windsor
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenience & vintage details. With a stylish kitchen, high ceilings, 3 beds/2 baths on a single level, HVAC & a huge lot with a Bocce Court. Walking distance to the Town Green, restaurants, wine tasting rooms and shopping. Just 3.5 miles from the Sonoma County Airport (STS), 5 miles to downtown Healdsburg, in the heart of the Russian River Valley & just 57 miles from the Golden Gate.

Forest Cozy Home
My house in Forestville is a walk to the river (Steelhead County Beach), near endless wineries, canoe rentals, gorgeous Sonoma coast beaches, Santa Rosa airport, a bicycle trail through West County with bike rentals in downtown Forestville offering immediate access to the trail, and a very well-stocked little grocery store a 5-minute walk down the hill. Lovely back roads take you to Healdsburg to the north or Sebastopol to the south. My dog & I stay in a basement studio when guests are here.

Wine Country Adventure Fun for Families & Friends
Located in Santa Rosa, this home is the perfect retreat for families, friends, and anyone looking to relax and enjoy the area. Just one block away, a fantastic new park features a playground for kids and a spacious dog park perfect for outdoor fun. Enjoy a game of billiards, unwind in the garage-turned-game room, or relax in the inviting living space. Step outside to the patio seating area and BBQ grill—ideal for dining under the stars and making unforgettable memories. SVR24-154 Permit 2024

Craftsman 2 blocks from Russian River Brewery!
Tastefully updated craftsman w/ traditional wood accents & original hardwood floors. Perfect for a weekend getaway, or business trip, just 2 blocks from the Russian river brewery & down town there is no better location for food and an authentic wine country experience. City of SR STR requires max occupancy: 6 max add. daytime guests 3 quiet hours must be observed between 9 p.m. and 8 a.m. no outdoor amplified sound is allowed. 3 off street parking spaces, STR Permit number #SVR25-145

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Botany House Designer Home with Hot Tub
Message us on Social Media at Inspired in Sonoma for Inspiration and Tips. Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your Santa Rosa escape today.

Casa de Gamay - Your Home Away From Home
Casa de Gamay is your home away from home. We've strove to include all the amenities one would need. Start with a complete kitchen with a few items ready to cook for that last minute dinner. We have the spices and staples to help you create a marvelous meal. Sit down next to our gas fireplace and watch cable TV (Comcast with a voice controlled remote), DVD player, Netflix, Hulu. Charge your car in our EV station, and then sleep in a king sized bed. Doesn't get better.

WineCamp - Russian River Valley AVA - No Pets
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

Wine Country Cottage Walkable to River or Downtown
Centrally located retreat 5 blocks from downtown, Russian River and 3 blocks from at least 9 wineries. Living room fully opens to private deck w/BBQ, outdoor kitchen, dining space and fire place. Gourmet equipped kitchen with many cooking amenities to enjoy wine and a great meal in the garden patio or BBQ outside and relax. Luxury bathroom with heated towel rack, heated floor and bidet. A small cozy two bedroom with many amenities and thoughtful touches.

Winelight Vineyard Home With Spa
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.
Popular amenities for Windsor house rentals
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool

Modern mid-century-inspired, Deer Ranch

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Spacious home w/heated pool/hot tub, lovely yard

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Happy House Getaway - Pool, Hot Tub & Wine Country

Vineyard Home • Walk to Tastings • Press Pick
Weekly house rentals

Pelican Hill House

Private Healdsburg Retreat w/ Vineyard & Views

Beautiful, Spacious, ArtHaus!

Amazing Santa Rosa Wine Escape Home

Olive House

Walk to Downtown & Russian River Brewery

Charming Milk Barn Home on Vineyard Estate

Wine Country Cottage in Healdsburg
Private house rentals

Russian River Hot Tub Retreat: Firepit & Nature

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

Vineyard Oasis: Luxury Home in the Heart of Sonoma

Adventures surround this charming 2bedroom home.

Walk to Russian River - Casa Del Rio - Unit A

Heart of Wine Country, Cute Cottage w/Hot Tub

The Dragonfly | A Wine Country Escape

Large & Luxe in Wine Country-5 bedrooms!
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,828 ZAR | R4,571 ZAR | R4,811 ZAR | R4,897 ZAR | R5,308 ZAR | R5,239 ZAR | R6,078 ZAR | R6,010 ZAR | R5,684 ZAR | R5,890 ZAR | R5,941 ZAR | R5,136 ZAR |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about house rentals in Windsor

Total vacation rentals
Explore 70 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at R514 ZAR per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Windsor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.9 Average rating
Windsor stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- Oakland Vacation rentals
- Sacramento Vacation rentals
- Rentals with outdoor seating Windsor
- Condo rentals Windsor
- Rentals with a washer and dryer Windsor
- Rentals with a fire pit Windsor
- Apartment rentals Windsor
- Cabin rentals Windsor
- Rentals with an EV charger Windsor
- Cottage rentals Windsor
- Serviced apartment rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with a patio Windsor
- Villa rentals Windsor
- Fitness-friendly rentals Windsor
- Family-friendly rentals Windsor
- Pet-friendly rentals Windsor
- Rentals with a fireplace Windsor
- Rentals with pools Windsor
- House rentals Sonoma County
- House rentals California
- House rentals United States
- Lake Berryessa
- Muir Woods National Monument
- Bolinas Beach
- Jenner Beach
- Six Flags Discovery Kingdom
- Santa Maria Beach
- Clam Beach
- Schoolhouse Beach
- Point Reyes Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Drakes Beach
- Caymus Vineyards
- Johnson's Beach
- Mayacama Golf Club
- Limantour Beach
- Trione-Annadel State Park
- Sonoma Coast State Park
- North Salmon Creek Beach
- Portuguese Beach
- Silver Oak Cellars
- The Links at Bodega Harbour
- Cooks Beach




