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

Stunning Sauna Cottage Retreat on Private Vineyard
Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

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! *Hot tub is inoperable from Nov 1-7, 2025

Botany House Designer Home with Hot Tub
Ideally located in the center of Sonoma County Luxurious 3 bedroom home, furnished almost entirely from * Restoration Hardware * Williams Sonoma Close to * Countless Wineries * Michelin Star Restaurants * The Rugged California Coast * Point Reyes Lighthouse * Armstrong Redwoods * Sonoma * Healdsburg * Luxurious Spas Spacious patio * Hot Tub for 6 * Fire Pit * Cozy Soft Seating * Grill * Local wine * Nespresso * Illy coffee * Message on social media Inspired in Sonoma for a discount.

Designer Wine Country Cottage in Perfect Location
Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

The Perch
Overlooking a fern grotto and redwood valley, The Perch, our newly renovated room lets you experience nature up close. Come unwind and luxuriate in nature. Limited cell service. The room INSIDE has a bed, toilet, sink, mini-fridge, microwave, and electric hot water kettle. OUTSIDE a claw foot tub/shower, private deck & outside kitchen with a gas burner stove. Very rural. We live full-time on the property, there are communal and private areas for guests TOT#3345N, Permit#:THR18-0032

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.

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

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.

Happy House Getaway - Pool, Hot Tub & Wine Country
Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194

Three-Building Healdsburg Homestead with Wine Barn
Your Healdsburg Homestead for launching wine country adventure! Recently remodeled, 3 buildings on 1/2 acre, including a barn with a winetasting bar & game room! Great for families and groups. Perfectly located for cycling on the legendary Eastside/Westside loop. For wine lovers, we are across the street from Rodney Strong Vineyard and the amazing sparkling wines of the beautiful J Vineyard. Best of all, Healdsburg Plaza is just a short hop away!

Healdsburg Contemporary Cottage With Lush Backyard Patio
Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

Centrally Located, Modern Wine Country Estate
Conveniently located in the heart of wine country! Just minutes away from famous wineries, breweries, world class-dining, family 'Epicenter', Sonoma County Airport and downtown Santa Rosa. This home features a gorgeous, new modern kitchen, outdoor dining area under the pergola with a BBQ and fire pit, pool table, washer and dryer, free wifi and parking. Welcome home! - Sincerely, Your Wine Country Concierge.
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Tangerine Cottage

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

Quiet Wine County Retreat with Bocce and Hot tub!

Hilltop Haven 🌅 view & hot tub

The "Bird's Nest" in the Redwoods

Olive House

Sunshine cottage

Wine Country Cottage in Healdsburg
Pet-friendly home rentals with a pool

An Italian Villa in the heart of Napa Valley!

Modern mid-century-inspired, Deer Ranch

Modern wine country stunner!

Wine Country Retreat- Privacy-Spa/Pool/Games

Spacious home w/heated pool/hot tub, lovely yard

Serene Wine Country Retreat with Pool & Hot Tub

Pacific Gardens Retreat

The Deer Retreat – Privacy and Comfort
Private, pet-friendly home rentals

Private Wine Country Bungalow! Sunny Treetop Views

Amy's Local BNB - walk to town **and hot tub!**

Beautiful, Spacious, ArtHaus!

Private Lofted Downtown Studio

The Black Sheep-Hot Tub, 12ft Movie Screen & EVc!

Downtown Retro Bungalow Dog Friendly

Peaceful 4 Bed 2 Bath Home with Spacious Backyard

The Cazadero Cabin with Sauna and swimming hole
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $263 | $244 | $280 | $286 | $318 | $349 | $450 | $376 | $350 | $367 | $367 | $324 |
| 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 |
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 $50 per night before taxes and fees

Verified guest reviews
Over 1,510 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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