
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.

Russian River Luxury Escape | Private Hot Tub
Indulge in luxury at your new modern style home. Unwind in the elegant, open space interior with natural lighting and Forestville's scenery seeping through the windows. Craft culinary creations in the fully stocked kitchen with a spacious island, and relax on the large backyard deck or hot tub. Stay connected with fast Wi-Fi, the dedicated office space, and the electric car charging outlet. Conveniently located near the Russian River, enjoy your space designed for utmost comfort and tranquility.

Gourmet Kitchen in Wine Country w/Hot Tub + Office
There is no better way to enjoy your stay in wine country than sipping on a glass of wine in this this stunning home! The 14ft bifold door invites out to the beautiful spacious yard where you can relax at any of the 4 sitting areas nestled under a beautiful display of lights. Featuring a chef kitchen, an office, large yard for children & pets, spacious bedrooms, stunning master bath, hot tub, fire table, games & more. Just minutes from elite award winning wineries, craft breweries & restaurants

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.

Wine Country Getaway | Hot Tub + Near Park
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

Healdsburg House - Chiquita Road
Relax with the whole family at this peaceful and private home mins to the Healdsburg Square, Montage Resort, and Dry Creek/Alexander Valley Wineries. The updated home features an open concept kitchen, two family rooms, and a sparkling hot tub on 1.5 private acres surrounded by vineyards and oak trees. Cruise your bike to town or head directly out Chiquita Road to some of the world's greatest cycling. 2.4 miles to the Montage Resort. 2.5 miles to the Healdsburg Square. Welcome to Wine Country!

Spacious 3BD/2BA, ideal for families!
Located in a quiet residential neighborhood in Santa Rosa, this spacious single level house is in the heart of California's Wine Country. With 3 bedrooms, 2 bathrooms, an open-plan living room and fully equipped kitchen there is plenty of room to cater for friends and family. The property has parking for two cars and outdoor seating to enjoy the great California weather on the new patio. Enjoy a local wine tour, explore a Giant Redwood forest or explore the stunning coastline at your feet.

Botany House Designer Home with Hot Tub
Property is managed by Inspired in Sonoma 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 escape today. We are pet-friendly and look forward to hosting you.

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

Russian River Brewcation · Wine Retreat
Welcome to the Russian River Brewhouse in the heart of Russian River Valley, one of Sonoma County’s most sought-after wine destinations. Designed for comfort and connection, this inviting retreat is ideal for relaxed evenings, gathering with friends, and experiencing the rhythm of wine country living. Enjoy private, in-home wine tastings brought directly to you—no driving or reservations required. Your stay includes access to curated tasting experiences at select local wineries.

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.

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.

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

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Sebastopol Oasis-Pool/Spa/Barn/OD Kitchen/Orchard

Modern mid-century-inspired, Deer Ranch

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Spacious 5 BR 3BA Pool EV Charger Group Getaway

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Wine Country Retreat | Pool, Hot Tub + Vibes
Weekly house rentals

Wine Country Home With Mini Golf & More

Sonoma Wine Country Suite

Pixel Place - A Private Arcade + Outdoor Sanctuary

Sonoma County Historical Ranch House on a Vineyard

Tomales Bay: Tranquility, Bay Views, Kayaks &

Calistoga Hills Hideaway on 22 Acres

Three-Building Healdsburg Homestead with Wine Barn

Grateful Home
Private house rentals

Farmhouse with Pool, Hot Tub and Tastings Included

Home Nestled in the Redwoods + SAUNA

Blooming Acres, by Vinifera Homes

Healdsburg Wine Retreat • Tasting Perks • FirePit

Healdsburg Gorgeous Farmhouse for 10, Pool,Spa,BBQ

Pacific Sunset is Waiting for You!

Wine Country Gem | Pool | Hot tub | BBQ

Heart of Wine Country, Cute Cottage w/Hot Tub
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $446 NZD | $509 NZD | $560 NZD | $485 NZD | $526 NZD | $519 NZD | $602 NZD | $596 NZD | $563 NZD | $482 NZD | $721 NZD | $611 NZD |
| 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 holiday rentals
Explore 60 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Windsor holiday 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!
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- Muir Woods National Monument
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Jack London State Historic Park
- Trione-Annadel State Park
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Iron Horse Vineyards
- Sugarloaf Ridge State Park
- Charles M. Schulz Museum
- Ledson Winery & Vineyards
- Chateau St. Jean
- VJB Vineyard & Cellars
- Sonoma State University
- Salt Point State Park
- Mount Tamalpais State Park





