
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 $43 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.

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.

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!

WineCamp - Wine Country - Vineyard View Hot Tub
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 terrace with Sundance spa hot tub and vineyards beyond. This wine and beer themed property is not suitable for children.

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.

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.

Pup Friendly GET Away to WINE Country- 3 bdrm Home
Get away to the Sonoma County! Santa Rosa fully furnished home situated in a quiet residential sub-division. It is minutes from wineries, breweries, airport, ocean, river, parks, hospitals and so much more! -Maximum 6 people -Maximum 3 cars -No parties or gatherings *12% Transient Occupancy Tax collected for city and county for stays less than 30 days Short-Term Rental Permit SVR26-064

Sonoma Wine Retreat | BBQ • 3 Ensuite Baths
Gather around the grill, uncork a bottle of Sonoma wine, and relax under the stars at this spacious Wine Country retreat. Just minutes from Healdsburg, Windsor, and world-class wineries, this private home is perfect for families, couples, and friends. Your stay includes exclusive discounts and VIP experiences at select Sonoma County wineries, available only to our guests.
Popular amenities for Windsor house rentals
House rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Farpoint: Heated Infinity Pool, Mountain Views

Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard

Haven: 5 King Bedrooms, Heated Pool and Hot Tub

Wine Country Villa Heated Pool Hot Tub Upper Level

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Serene Wine Country Retreat with Pool & Hot Tub
Weekly house rentals

Casa de Gamay - Your Home Away From Home

Healdsburg 2br Cottage with Private Yard!

Sonoma County Historical Ranch House on a Vineyard

Wake Up in Your Own Private Vineyard - Healdsburg

Amazing Santa Rosa Wine Escape Home

Centrally Located Modern Wine Country Home

Cul-de-Sac | King | BBQ | Stocked | Washer+Dryer

Ocean Front Paradise w Hot Tub&Fire Pit
Private house rentals
Wine/Apple Country Cottage, Centrally Located

Quiet Wine County Retreat with Bocce and Hot tub!

Modern Home in Hburg Wine Country

Wine Country Dream Retreat! By Wineries/River~

Redwood Riverfront - Hot Tub and Tastings Included

Wine Country Gem | Pool | Hot tub | BBQ

Near Healdsburg, Sonoma County Wine Retreat

Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $378 AUD | $431 AUD | $474 AUD | $411 AUD | $446 AUD | $440 AUD | $510 AUD | $505 AUD | $477 AUD | $408 AUD | $611 AUD | $518 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 |
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- Charles M. Schulz Museum
- Healdsburg Plaza
- Sonoma State University
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