
House vacation rentals in Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in Windsor

Total vacation rentals
Explore 60 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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!
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.
LocationFamilyAccess

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
LocationFamilyDecor

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.
FamilyValueSleep quality

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.
LocationFamilyHeating

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.
LocationValueNearby

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
ValueFamilyTV

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. SVR26-101
ValueLocationLaundry

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.
LocationValueBathroom

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.
ValueLocationCondition

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.
LocationValueSleep quality

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.
FamilyValueNearby

Healdsburg Garden House
Hidden gem Best Value Ideal space for reunions and bridal parties (no events) Clean, Cozy & Private House Near Healdsburg Town Square. 20% discount for self serve rental Healdsburg Kayak Company Discount code - HEALDSBURGGARDEN20 Centrally located for Sonoma county day trips… Covered redwood deck with gas grill 50” HDTVs and fast 1 GB Wi-Fi. Fully stocked kitchen w/ dishwasher. New A/C and heating. TOT #798N
ValueFamilyCheckout
Popular amenities for Windsor house rentals
House rentals with a pool

Farpoint: Heated Infinity Pool, Mountain Views
LocationValueAmenities

Wine Country Escape: Pool & Hot Tub. Fast WiFi
FamilyLocationParks

Spacious 5 BR 3BA Pool EV Charger Group Getaway
FamilyValueCleanliness

Pool - Hot Tub - Sauna | Wine Country Oasis Views
FamilyLocationComfort

Vineyard Haven: Pool, Hot Tub & Wine Country Charm
ValueLocationGrill

Charming Home w Pool+Hot Tub. Walk to Shops & Wine
FamilyLocationOutdoor spaces

Homestead with Pool Hot Tub and Tastings Included
LocationFamilyCheckout

Pacific Gardens Retreat
FamilyLocationBackyard
Weekly house rentals

Sonoma County Historical Ranch House on a Vineyard
FamilyLocationGrill

Wake Up at Your Own Private Vineyard - Healdsburg
ValueFamilyNearby

PEACE & QUIET Close 2 Wine Hot Tub Fenced Yard
FamilyValueBackyard

Centrally Located Modern Wine Country Home
LocationFamilyAccuracy

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

Calistoga Tejas Trails
FamilyLocationTV

Wine Country Cottage Escape
FamilyValueIndoor spaces

Calistoga Hills Hideaway on 22 Acres
ValueLocationSleep quality
Private house rentals

Casa de la Esperanza:1890s Gem - Hot Tub
LocationFamilyView

Vineyard View Retreat • Fire Pit • Wine Perks
LocationFamilyAmenities

Stunning Sonoma | HOT TUB | Game Room | Sleeps 6
ValueFamilyComfort

Near Healdsburg, Sonoma County Wine Retreat
ValueLocationParking

ALBA | A modern luxury retreat in Healdsburg
FamilyLocationView

West End Neighborhood Cottage
ValueFamilyShared spaces

Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
LocationAccuracyHospitality

2 BD/1 BA Home- Wine Country Getaway
FamilyValueAir conditioning
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $263 | $300 | $330 | $430 | $416 | $367 | $355 | $351 | $332 | $284 | $425 | $360 |
| Avg. temp | 50°F | 50°F | 51°F | 52°F | 53°F | 55°F | 56°F | 57°F | 58°F | 56°F | 53°F | 50°F |
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