
Vacation rentals with a patio in Windsor
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Top-rated patio rentals in Windsor
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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. SVR26-031

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)

Private Wine Country Bungalow! Sunny Treetop Views
Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Wine Country | Pool & Spa | Park Views | Fast WiFi
Your home base for Sonoma, Napa, the Russian River and Sonoma Coast! A quiet neighborhood home within easy walking distance to shops and restaurants with many more options just a short drive away. Hundreds of wineries, breweries, and distilleries are here. Dozens of state and regional parks are waiting for you to explore. There's even a great neighborhood park just behind the house! Wondering what to do on your visit? My co-host Brenna and I are happy to help plan your trip to Wine Country.

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

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

Centrally Located Modern Wine Country Home
Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

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!

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.
Popular amenities for Windsor patio rentals
Apartment rentals with a patio

Stunning Silverado | Gtwy to Wine Country

Romantic Studio in Wine Country

Napa Valley Getaway in Silverado

Charming countryside apartment

NO Cleaning Fee Vino Bello Resort-Studio

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

The Downtown French Flat

Suite Retreat
House rentals with a patio

Views, hot tub, sauna, cold plunge, cinema!

Wine Country Retreat • Fire Pit • 2-for-1 Tastings

Modern wine country stunner with pool & pickleball

Redwood Luxe Modern Farmhouse in Guerneville

Willow Farm Cabin & Farm Retreat

Near Healdsburg, Sonoma County Wine Retreat

Vino Rio: Wine Country • Hot Tub • Russian River

Charming Home Just Steps From Wine & Hot Springs!
Condo rentals with a patio

Luxe Silverado Condo Golf Course View | 2 BR

Bright Silverado 2BR | Large Patio | Walk to Pool

Wine Country Living at it's best at Silverado CC

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Napa Valley 1BR Villa on Prime Resort w/Amenities

1BR-Resort--Pool--Relaxing vibe--Views--Amenities+

2B/2B - Mansion Cottages Silverado

Silverado Retreat- Your Napa Sanctuary
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 183 | € 182 | € 177 | € 169 | € 172 | € 190 | € 186 | € 180 | € 181 | € 186 | € 185 | € 190 |
| 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 € 34 per night before taxes and fees

Verified guest reviews
Over 6,440 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space & 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
90 properties have a dedicated workspace

Wi-Fi availability
220 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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- Muir Woods National Monument
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Chateau St. Jean
- Jack London State Historic Park
- V. Sattui Winery
- Charles M. Schulz Museum
- Healdsburg Plaza
- Napa Valley Wine Train Wine Shop
- Mount Tamalpais State Park
- VJB Vineyard & Cellars
- Sugarloaf Ridge State Park
- Iron Horse Vineyards
- Harbin Hot Springs




