
House holiday rentals in Windsor
Find and book unique houses on Airbnb
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 $42 AUD 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!
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.

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.

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!

Healdsburg 2br Cottage with Private Yard!
Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR25-100

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.

Elegant & Spacious Luxury Wine Country Estate
The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

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.

Centrally Located Modern Wine Country Home
Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

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.
Popular amenities for Windsor house rentals
House rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Historic 1880's Craftsman Style Home with Pool.

Modern mid-century-inspired, Deer Ranch

Wine Country Retreat- Privacy-Spa/Pool/Games

Spacious 5 BR 3BA Pool EV Charger Group Getaway

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Serene Wine Country Retreat with Pool & Hot Tub

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries
Weekly house rentals

Wine Country Home With Mini Golf & More

Casa de Gamay - Your Home Away From Home

Hilltop Wellness Retreat | Sauna + Hot Tub

Walk to Downtown & Russian River Brewery

3 Bedrooms 1 Bath | Quiet Neighborhood House

Ocean Front Paradise w Hot Tub&Fire Pit

Redwood Riverfront - Hot Tub and Tastings Included

Forest Cozy Home
Private house rentals

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

Vintage Home in Healdsburg Wine Country

Heart of Wine Country, Cute Cottage w/Hot Tub

Near Healdsburg, Sonoma County Wine Retreat

*New*Half Moon Retreat | 5 min to Graton Casino
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $368 AUD | $420 AUD | $462 AUD | $400 AUD | $434 AUD | $428 AUD | $497 AUD | $491 AUD | $464 AUD | $397 AUD | $595 AUD | $504 AUD |
| 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 |
Destinations to explore
- Northern California Holiday rentals
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- Fitness-friendly rentals Windsor
- Family-friendly rentals Windsor
- Rentals with a fire pit Windsor
- Apartment rentals Windsor
- Cabin rentals Windsor
- Villa rentals Windsor
- Pet-friendly rentals Windsor
- Rentals with outdoor seating Windsor
- Serviced apartment rentals Windsor
- Condo rentals Windsor
- Rentals with a washing machine and dryer Windsor
- Rentals with a hot tub Windsor
- Rentals with a fireplace Windsor
- Rentals with pools Windsor
- Rentals with an EV charger Windsor
- Cottage rentals Windsor
- Rentals with a patio Windsor
- House rentals Sonoma County
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- Safari West
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- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
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- Iron Horse Vineyards
- Charles M. Schulz Museum
- Chateau St. Jean
- Ledson Winery & Vineyards
- Sugarloaf Ridge State Park
- VJB Vineyard & Cellars
- V. Sattui Winery
- Healdsburg Plaza
- Salt Point State Park
- Francis Ford Coppola Winery





