
Vacation rentals with a patio in Windsor
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Windsor
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Modern 4-Bedroom Retreat in Santa Rosa
Welcome to our newly constructed home, completed in 2022, furnished with all new furniture. Super-fast WiFi (800MB) and Nest dual-zone central air are included. A Tesla EV charger is also available in the garage. The fenced back yard is available to use as a "common area" that is shared with the ADU atop the detached garage. There's plenty of seating perfect for an outdoor meal, reading, exercise, or audiobook. The natural gas BBQ grill is also available to you if you enjoy cooking. SVR25-009

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)

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.

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.

Raven Haven: Cozy Forest Storybook Cabin w Hot Tub
Nestled among majestic redwoods in the historic Rio Nido hamlet near Guerneville, Raven Haus is a delightful Hansel and Gretel cottage. Surrounded by towering firs, the whimsical charm of this cottage captures the essence of a bygone era. Located just a mile from the renowned Korbel vineyards and tasting room, guests can explore the local wine scene. The proximity to the popular Rio Nido Lodge and Roadhouse offers convenient options for dining, drinks, and entertainment within walking distance.

Redwood Treehouse Retreat - Hot tub, fire pit
Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

Wine Country Dream Retreat! By Wineries/River~
RIO RETREAT~ when you're here, you're a local! This gorgeous, renovated, vintage cabin is ready for your dream getaway in Sonoma wine country and the Russian River. You're right in the center of it all, with easy access to the wineries and river activities locals and visitors love. Minutes from the River, Steelhead Beach, Armstrong Redwood Reserve and numerous wineries (Korbel, Martinelli and La Crema to name a few), Rio Retreat is the perfect choice for your fun and relaxation in Sonoma!

Healdsburg 2br Cottage with Private Yard!
Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

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.

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.

Garden house with gas fireplace
Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.
Popular amenities for Windsor accommodations with an outdoor patio
Apartment rentals with a patio

Windsor Studio Condo Resort

Russian River Valley- 2 bedroom condo

Romantic Studio in Wine Country

Charming countryside apartment

Spacious Studio Apt. Glen Ellen

WorldMark Windsor Wine Country 3br Condo, Sleeps 8

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

The Downtown French Flat
House rentals with an outdoor patio

Family Wine Country Retreat | Near Healdsburg

Heron House: Ocean View, Fully Remodeled

Vineyard Oasis: Luxury Home in the Heart of Sonoma

Adventures surround this charming 2bedroom home.

Large 4 BR coastal home with amazing ocean views!

Centrally Located Modern Wine Country Home

Rated Top 5% Modern Cozy Farmhouse in the Redwoods

Peaceful 4 Bed 2 Bath Home with Spacious Backyard
Condo rentals with a patio

WM Windsor 1 Bedroom Condo

Wine Country, CA, Studio Z #1

Wine Country, CA, 2-Bdr Queen #2

Wine Country, CA, 1-Bedrm SN #1

Wine Country, CA, 1-Bedroom Z #2

1 BR Worldmark Windsor Resort Condo Wine Country

Wine Country, CA, 2-Bdrm Twin #1

Wine Country, CA, 3-Bedroom Z #1
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 CAD | $297 CAD | $290 CAD | $275 CAD | $281 CAD | $309 CAD | $304 CAD | $294 CAD | $295 CAD | $322 CAD | $311 CAD | $297 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 with a patio in Windsor

Total vacation rentals
Explore 230 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 6,620 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
230 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!
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