Pet-friendly vacation rentals in Windsor

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Windsor

  • Total vacation rentals

    Explore 30 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at R 805 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 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 pet-friendly home rentals in Windsor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
An open-concept living area features a wooden ceiling with skylights allowing natural light to fill the space. Comfortable seating surrounds a large wooden dining table, which includes a checkerboard game. A television is mounted on the wall, and a fireplace is positioned to the side.
Home in Rio Nido
4.92 out of 5 average rating, 192 reviews

Wood-Haven | In Redwoods Creekside Cabin / Hot Tub

Escape to WoodHaven, a luxury creekside redwood cabin near historic Guerneville in the heart of the Russian River. Uniquely straddling a serene seasonal creek, this modern rustic retreat offers a hot tub beneath the redwoods, fire pit, expansive deck, and peaceful connection to nature. Just a 10-minute walk to the river and local music venue, 5 minutes to downtown Guerneville, 10 minutes to Armstrong Redwoods State Natural Reserve, and only 30 minutes to the Sonoma Coast & Pacific Ocean beaches.

Guest favorite
A bright kitchen features sleek white cabinetry and a spacious island with a light marble countertop. Pendant lights hang above the island, while large windows allow natural light to fill the space. Stainless steel appliances add a modern touch to the overall design.
Home in Windsor
4.95 out of 5 average rating, 114 reviews

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

Guest favorite
A cozy living room features two seating areas with a gray sofa and a beige armchair. A coffee table sits in front of them, and a flat-screen TV is positioned across the room, complemented by a decorative artwork and large windows allowing natural light.
Home in Santa Rosa
4.85 out of 5 average rating, 221 reviews

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.

Top guest favorite
The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.
Home in Santa Rosa
4.97 out of 5 average rating, 108 reviews

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

Top guest favorite
Home in Santa Rosa
4.96 out of 5 average rating, 131 reviews

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.

Superhost
A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.
Treehouse in Bodega Bay
4.94 out of 5 average rating, 236 reviews

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.

Guest favorite
The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.
Home in Santa Rosa
4.97 out of 5 average rating, 238 reviews

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!

Top guest favorite
A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.
Home in Graton
5 out of 5 average rating, 714 reviews

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

Top guest favorite
A modern living space displays a cozy seating area with a tan sofa and a rustic wooden coffee table at its center. A television is mounted on the wall, and a soft rug covers the floor, while natural light enters through sheer curtains.
Home in Fulton
4.95 out of 5 average rating, 106 reviews

Wine Country Cottage Escape

Hidden down a quiet private lane & surrounded by vineyards, you will feel worlds away from the hustle and bustle of every day life yet only be moments away from everything Santa Rosa, Healdsburg, and the Russian River have to offer. License #LIC24-0961 TOT#4924 all bookings are subject to 12% tot Max overnight guest: 6 Max on site vehicles:NA Max off site vehicles:0 Nighttime hours 9:00 pm -7 :00 pm must be observed No outdoor amplified sound of any kind allowed.

Guest favorite
Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.
Villa in Santa Rosa
4.98 out of 5 average rating, 130 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

Top guest favorite
Home in Healdsburg
4.93 out of 5 average rating, 655 reviews

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

Guest favorite
A bright living area features a spacious white sectional couch and a wooden coffee table. An expansive bookshelf holds various items, with a television and fireplace being focal points. Large glass doors open to a garden, bringing in natural light and outdoor views.
Guesthouse in Healdsburg
4.97 out of 5 average rating, 255 reviews

Designer Cottage | Garden Oasis | Walk to Plaza

✓ Seamless indoor-outdoor living. ✓ Fully equipped kitchen. ✓ On-site EV charger. ✓ Lush, private garden. ✓ Comfortably accommodates 2 guests. ✓ Close to world-class wineries and dining. ✓ Stylish retreat created especially for couples. ✓ Dedicated workspace. ✓ Just a 4-minute walk to Healdsburg Plaza. ✓ Private, architect-designed cottage for two. ✓ Comfortable Queen Bed with Hotel pressed Sheets.

Popular amenities for Windsor pet-friendly home rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,703 ZARR 4,234 ZARR 3,364 ZARR 4,105 ZARR 4,105 ZARR 4,234 ZARR 7,276 ZARR 7,646 ZARR 6,648 ZARR 5,425 ZARR 5,312 ZARR 5,071 ZAR
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C