
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.

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)

Farmhouse Villa w/ Captivating Views & Hot Tub
Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

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.

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

Eagle's Nest Treehouse Farm Stay
Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

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.

Sonoma Mountain Artist's Retreat
Enjoy the perched feeling of Sonoma Mountain's setting with sweeping views and nature. The slightly tamed wilderness with an olive orchard and gardens sets the tone as you chill on the redwood deck. This is a studio cottage with expansive views to the western valley and Marin. Mount Tam appears through the windows from your super comfy bed. This is a beautiful and unique space adjacent to a mellow artist's studio. NOTE: Well behaved and Pre-Approved dogs available for a nightly fee.

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

Botany House Designer Home with Hot Tub
Message us on Social Media at Inspired in Sonoma for Inspiration and Tips. 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 Santa Rosa escape today.

Casa de Gamay - Your Home Away From Home
Casa de Gamay is your home away from home. We've strove to include all the amenities one would need. Start with a complete kitchen with a few items ready to cook for that last minute dinner. We have the spices and staples to help you create a marvelous meal. Sit down next to our gas fireplace and watch cable TV (Comcast with a voice controlled remote), DVD player, Netflix, Hulu. Charge your car in our EV station, and then sleep in a king sized bed. Doesn't get better.

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.
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Wine Country Adventure Fun for Families & Friends

Sonoma County Historical Ranch House on a Vineyard

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

Amazing Santa Rosa Wine Escape Home

The "Bird's Nest" in the Redwoods

Olive House

Hilltop Haven 🌅 view & hot tub

Sonoma VIEWS | Minutes to Dwtn | Couples/Families
Pet-friendly home rentals with a pool

Modern mid-century-inspired, Deer Ranch

Vineyard-House Escape in Sonoma Wine Country

Modern wine country stunner!

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

STAY AWHiLE OPEN Thanksgiving! Fireplace+Hot Tub

Serene Wine Country Retreat with Pool & Hot Tub

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat
Private, pet-friendly home rentals

Private Wine Country Bungalow! Sunny Treetop Views

Vineyard Oasis: Luxury Home in the Heart of Sonoma

Garden house with gas fireplace

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Country Studio Cottage Sanctuary

Downtown Retro Bungalow Dog Friendly

Elim Grove Cottage

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 | $369 CAD | $343 CAD | $393 CAD | $402 CAD | $446 CAD | $490 CAD | $635 CAD | $667 CAD | $580 CAD | $517 CAD | $515 CAD | $455 CAD |
| 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 $70 CAD 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 and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Windsor vacation rentals include wifi 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!
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- San Joaquin River Vacation rentals
- Wine Country Vacation rentals
- Oakland Vacation rentals
- Rentals with a washer and dryer Windsor
- Serviced apartment rentals Windsor
- Rentals with a fireplace Windsor
- Rentals with outdoor seating Windsor
- Villa rentals Windsor
- Rentals with an EV charger Windsor
- Fitness-friendly rentals Windsor
- Rentals with a hot tub Windsor
- Rentals with a firepit Windsor
- Condo rentals Windsor
- Rentals with a patio Windsor
- Cottage rentals Windsor
- House rentals Windsor
- Rentals with pools Windsor
- Family-friendly rentals Windsor
- Apartment rentals Windsor
- Cabin rentals Windsor
- Pet-friendly rentals Sonoma County
- Pet-friendly rentals California
- Pet-friendly rentals United States
- Lake Berryessa
- Muir Woods National Monument
- Bolinas Beach
- Jenner Beach
- Six Flags Discovery Kingdom
- Brazil Beach
- Clam Beach
- Santa Maria Beach
- Schoolhouse Beach
- Point Reyes Beach
- Safari West
- Doran Beach
- Drakes Beach
- Goat Rock Beach
- Caymus Vineyards
- Johnson's Beach
- Mayacama Golf Club
- Limantour Beach
- Trione-Annadel State Park
- Sonoma Coast State Park
- North Salmon Creek Beach
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach




