
Pet-friendly vacation rentals in Windsor
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Top-rated pet-friendly home rentals in Windsor
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Sun Drenched Flat
Put up the burnt-orange parasol and settle down with book on the patio while the barbecue heats up. Sitting above a garage in a serene, walkable neighborhood, this sunlit retreat's beachy cream painted paneling gives it a chilled, refined vibe. Check out all that Sebastopol has to offer at: visitsebastopolnow.come This second story house is a very desirable space, located close to town, still being set on a very beautiful street in an friendly established older neighborhood. It is nestled between other structures on the property. One being a "Tiny House" that is right next door, my home sits behind the flat. The house has a full kitchen with all the utensils and necessary cooking items, pots pans etc. Large toaster oven that will even fit your frozen pizza. There is a space in front with some Adirondack chairs and BBQ if you want to relax outside. The house has its own separate entrance off the driveway. My house is in back of the flat, I may or may not see you, but I am available for any questions at any time. You will more than likely be greeted by our white cat with orange tips (named White Boy). If he gets a chance, Charlie our very exuberant Golden Doodle will give you a warm excited welcome. Located just 1 mile from the heart of the sweet town of Sebastopol, this area is a handy stepping off point to explore nearby wineries, scenic beaches, and shopping and restaurants at redwoods. A very nice mile walk to town or a five minute drive. There is a flight of stairs that you climb to get to the Flat space, it does not have wheelchair access. There are cats on the property, but they do not go inside the flat. Our Goldendoodle is extremely friendly. The leather couch folds flat into a double bed for accommodating two more guests. Access to the bathroom is through the bedroom however. There is no dedicated parking, however the street parking directly across from the flat, just up from, but not in front of the three mailboxes is usually always open.

Amy's Local BNB - walk to town **and hot tub!**
Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Country Studio Cottage Sanctuary
Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

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 10/26-11/1

Hilltop Haven 🌅 view & hot tub
Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

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.

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

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!

Downtown Santa Rosa Walk to Russian River Brewery
Located in downtown historic Santa Rosa, this charming duplex is walking distance to some of Santa Rosa’s best restaurants and bars. Creatively styled 3 bedroom home. The entire downstairs of the duplex, equipped with a fully remodeled beautiful kitchen, laundry room, two standard bedrooms and smaller 3rd bedroom with two twins. Central to Healdsburg, Sonoma and Napa counties. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

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

Tree Fort~Relaxing Cabin~EVChger/OutdoorTV/HotTub

Russian River Valley Brew-cation Home

Sonoma County Historical Ranch House on a Vineyard

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

The "Bird's Nest" in the Redwoods

Olive House

Wine Country Cottage in Healdsburg

Healdsburg Garden House
Pet-friendly home rentals with a pool

Modern mid-century-inspired, Deer Ranch

Modern wine country stunner!

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

STAY AWHiLE Open Thanksgiving! Fireplace+Hot Tub

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat

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

Private Wine Country Bungalow! Sunny Treetop Views

Cozy Sonoma Creekside Escape: Couples Retreat

Private Lofted Downtown Studio

Fair Street Retreat A Historical Petaluma 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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