
Holiday rentals with a patio in Windsor
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Top-rated rentals with patio in Windsor
Guests agree: these rentals with a patio 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)

Bucher Vineyard Cottage
Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

Chic Wine Country Stay - Walk to River & Downtown
Discover our cozy two-bedroom retreat, just minutes from downtown. This charming space features top-quality cooking items, a bidet, and a heated towel rack. Enjoy seamless indoor-outdoor living with doors that open to a deck, complete with a BBQ and outdoor dining area. Located across from scenic walking trails and only four blocks from the Russian River, it's the perfect spot for nature lovers. Despite its small size, every detail is thoughtfully designed for your comfort. Book your stay today

The Black Sheep - Wine Country • Hot Tub • Theater
This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

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.

Zen House redwood retreat.
If you are looking for a peaceful, nature filled retreat, with fast wifi, then look no further. Zen House is the perfect vacation getaway. Bright, and airy with windows throughout and a spectacular view of the redwoods. You are just under a ten minute car ride away from the beach. The property is on 3 acres with over 100 redwoods too large to put your arms around. The large decks, stone patio and pathways, hot tub, and grill add to the opportunity to forest bathe and enjoy the outdoor beauty.

Escape to Wine Country with Friends & Family
“Escape” (verb): to break free from. This is your chance to escape. A recently renovated and tastefully decorated home awaits you. Come here for a day, a week, as long as you need or want to. Untether from your schedule, routines, devices, and all that may be holding you back. Whether you want to indulge in a robust wine country adventure, explore the beauty of Northern California, or escape for a family holiday, this house provides all that you need to enjoy a “Wine Country Escape!”

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
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.

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

Wine Country Escape: Pool & Hot Tub. Fast WiFi
Escape to our stylish Santa Rosa home, your perfect base for wine country! Comfortably sleeps 8 with 4 bedrooms. Relax in the private backyard oasis featuring a pool, soaking hot tub, and a cozy gas fire pit under a gazebo. Centrally located near world-class wineries, breweries, and dining. Ideal for families and friends seeking a memorable getaway in a quiet, convenient neighborhood. We are happy to help plan your trip or arrange a private wine tasting at the house. Just ask!

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!
Popular amenities for rentals with patio in Windsor
Flat rentals with a patio

Windsor Studio Condo Resort

Romantic Studio in Wine Country

Charming countryside apartment

Spacious Studio Apt. Glen Ellen

Private Upstairs Studio w/ Own Bath & Kitchenette

Chic 2BR Sonoma Condo + Patios

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

The Downtown French Flat
House rentals with a patio

Home Nestled in the Redwoods + SAUNA

Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA

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

Healdsburg Wine Retreat • FirePit • Vineyard Views

Easy elegance in this wine country home

Willow Farm Cabin & Farm Retreat

Fireside Sips & Oak Dreams in Sonoma Valley

Near Healdsburg, Sonoma County Wine Retreat
Apartment rentals with a patio

Windsor, CA, Studio Z #1

Windsor, CA, 2-Bedrm SN #1

Windsor, CA, 2-Bedrm SN #2

Windsor, CA, Studio Z #2

Windsor, CA, 1-Bedroom SN #1

Windsor, CA, 1-Bedroom Z #2

Windsor, CA, 2-Bdr Queen Z #1

1 BR Worldmark Windsor Resort Condo Wine Country
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 SGD | $269 SGD | $263 SGD | $250 SGD | $255 SGD | $281 SGD | $276 SGD | $267 SGD | $268 SGD | $276 SGD | $275 SGD | $281 SGD |
| 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 holiday rentals with a patio in Windsor

Total holiday rentals
Explore 230 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 6,480 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
220 of Windsor holiday 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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- Rentals with a patio Sonoma County
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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
- Limantour Beach
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Jack London State Historic Park
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Mount Tamalpais State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Sugarloaf Ridge State Park
- Napa Valley Wine Train Wine Shop
- Iron Horse Vineyards
- Harbin Hot Springs




