
Pet-friendly vacation rentals in Windsor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Windsor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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

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!

Wikiup lookout retreat
We self-developed our rural property as a secluded retreat with dog-friendly gardens. To share our creation with you, we designed a private 2nd-floor guest suite (ok to bring your good dogs). Your suite includes secure parking, private entrance, deck, kitchen, dining, living, 3 beds (queen, double, twin), one bath & a fenced back yard. We are on a country road near Healdsburg, Windsor, Russian River, Sebastopol, Santa Rosa, Calistoga, Sonoma & Napa valleys, wineries & beaches.

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

Modern House w. Fast Internet in 1 Acre Land
Modern architecture in 1 acre serene sunlit sanctuary nestled in the redwoods of West Sonoma County. Meticulously renovated: Vaulted ceiling, new heated floors, custom chef's kitchen, and memory foam beds/mattress. Minutes from historic downtown Occidental, Sebastopol and captivating Sonoma County coast line, as well as world famous wineries and high end restaurants. Coastal hiking trails, quaint farmers markets and the best cycling in the Bay Area. SMOKING IS STRICTLY PROHIBITED

Healdsburg Winemaker’s Wine Country Gem
Welcome to our 6-bedroom retreat, owned by a passionate Healdsburg winemaker, located in the heart of Windsor. This home is the perfect getaway for families, groups, or wine lovers looking to immerse themselves in the charm of Wine Country. Inside, each bedroom offering crisp linens, plush pillows, and soft lighting for ultimate relaxation. After a day of exploring the wineries, unwind in the private hot tub, where you can soak your cares away in style.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Sonoma Valley Vacation Home
This home is located in the Sonoma Valley in the heart of the Wine Country. You will be minutes away from dining, shopping and wineries. The newly updated home features 3 bedrooms, 2 bathrooms plus a queen sofa sleeper in the living room. Enjoy the beautiful backyard with a Hot Tub, Fire Pit, BBQ, hammock and patio seating. The home features all amenities to make your trip perfect to Wine Country and enjoy all that it has to offer! SVR22-001 TOT:3583

Beautiful modern home near wineries & Sonoma
This newly built modern home is a perfect place to stay when in wine country. It features 3 bed/2 bath, large living area, a kitchen with all the amenities and a gorgeous deck to enjoy Sonoma County weather. It is minutes from walking trails around Spring Lake and some of the best mountain biking/ hiking trails at Trione-Annadel state park. Take a 10 min drive to Kenwood or 25 min to the town of Sonoma.

Hilltop Wellness Retreat | Sauna + Hot Tub
Turn your stay into a personal wellness retreat. Soak in the hot tub, detox in the outdoor infrared sauna, and relax on the peaceful deck overlooking the forested hills. This cozy two-bedroom home includes a queen bedroom, bunk room (twin over full), and a fully stocked kitchen. Designed for travelers seeking nature, restoration, and a quiet Sonoma County reset. Two parking spaces available. 🌲♨️

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 SVR22-079
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Beautiful Home Close To The Beach

Sonoma County Historical Ranch House on a Vineyard

The "Bird's Nest" in the Redwoods

Sonoma Gem | VIEWS | Minutes to Dwtn | Sleeps 6

Wine Country Cottage in Healdsburg

Redwood Riverfront - Hot Tub and Tastings Included

Calistoga Tejas Trails

Three-Building Healdsburg Homestead with Wine Barn
Pet-friendly home rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Modern mid-century-inspired, Deer Ranch

Modern Log Cabin w/ Pool, Spa & FP Near DT & River

STAY AWHiLE Hot Tub Walk 2 Guerneville Yard

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat
Private, pet-friendly home rentals

Blooming Acres, by Vinifera Homes

Wine Country Retreat • Fire Pit • 2-for-1 Tastings

Charming Cottage in Sonoma Wine Country

Alexander Valley: Wine Lover and Cycling Paradise

Windsor Home with Sauna & Outdoor Fire Pit

Private Lofted Downtown Studio

Napa Wine Country Retreat - Villa

The Perch - Outdoor Clawfoot Tub
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,201 GYD | G$51,213 GYD | G$58,769 GYD | G$60,028 GYD | G$66,745 GYD | G$73,251 GYD | G$94,870 GYD | G$99,698 GYD | G$86,684 GYD | G$70,733 GYD | G$69,264 GYD | G$66,115 GYD |
| 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 vacation rentals that are pet-friendly in Windsor

Total vacation rentals
Explore 40 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at G$10,494 GYD per night before taxes and fees

Verified guest reviews
Over 1,400 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Jack London State Historic Park
- Napa Valley Wine Train Wine Shop
- Charles M. Schulz Museum
- Mount Tamalpais State Park
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Healdsburg Plaza
- VJB Vineyard & Cellars
- St. Francis Winery and Vineyard




