
Holiday rentals with outdoor seating in Windsor
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Windsor

Total holiday rentals
Explore 110 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 3,500 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 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!
Top-rated rentals with outdoor seating in Windsor
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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

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.

Russian River Luxury Escape | Private Hot Tub
Indulge in luxury at your new modern style home. Unwind in the elegant, open space interior with natural lighting and Forestville's scenery seeping through the windows. Craft culinary creations in the fully stocked kitchen with a spacious island, and relax on the large backyard deck or hot tub. Stay connected with fast Wi-Fi, the dedicated office space, and the electric car charging outlet. Conveniently located near the Russian River, enjoy your space designed for utmost comfort and tranquility.

Gorgeous Victorian in the HEART of Windsor
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenience & vintage details. With a stylish kitchen, high ceilings, 3 beds/2 baths on a single level, HVAC & a huge lot with a Bocce Court. Walking distance to the Town Green, restaurants, wine tasting rooms and shopping. Just 3.5 miles from the Sonoma County Airport (STS), 5 miles to downtown Healdsburg, in the heart of the Russian River Valley & just 57 miles from the Golden Gate.

The Sonoma Spyglass | Incredible Views + Sauna
🏵️ Featured as one of “California’s Most Wishlisted Airbnbs!” 🏵️ 🌈 Come enjoy deep rest, romance & rejuvenation! ❤️ 🌺 Our Sonoma Spyglass is a gorgeous retreat, designed and built by Artistree Home, seamlessly blending sustainability with a deep connection to nature. 🍇 Tucked in the heart of Sonoma’s wine country, the space offers access to nearby walks and local wineries. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay. 🌺🙏 🌺

WineCamp - Wine Country - Vineyard View Hot Tub
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the terrace with Sundance spa hot tub and vineyards beyond. This wine and beer themed property is not suitable for children.

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

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.

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.

Gracianna Winery Vineyard Loft - Farm Stay
Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile of Pinot Noir in Healdsburg includes equipped kitchen with new gas Wolf Range. Pick up breakfast needs before arriving. Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. LOFT AVAILABLE YEAR ROUND. TOT #3294N

Winelight Vineyard Home With Spa
Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants. There is a guest laundry, designer carport, and ample parking for guests.
Popular amenities for outdoor seating rentals in Windsor
House rentals with outdoor seating

Healdsburg House - Chiquita Road

Peaceful location, hot tub, fire pit, game room!

Botany House Designer Home with Hot Tub

Centrally Located Modern Wine Country Home

Calistoga Hills Hideaway on 22 Acres

Healdsburg Garden House

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Sonoma Wine Retreat | BBQ • 3 Ensuite Baths
Apartment rentals with outdoor seating

Robin's Nest

Private Getaway in West Santa Rosa

Valley View-Sonoma Mountain Terrace

1 Bedroom Garden Apmt, Smart TV/AC, 85 Walk Score

Amy's Local BNB - walk to town **and hot tub!**

Giant Redwood Guesthouse

Sonoma County Getaway: Mins to Wineries & Downtown

Lily's Loft
Apartment rentals with outdoor seating

2 Bedroom Flat in Downtown St. Helena

2 Separate 3BR Apts with Resort Amenities

Windsor, CA, 2-Bdrm Twin #1

3bdm-Penthouse-Windsor WorldMark

WorldMark Windsor Three-Bedroom Condo

1 BR Worldmark Windsor Resort Condo Wine Country

Professionally Managed 2BR Condo, Pool & BBQ

Windsor, CA, 3-Bedroom #1
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €201 | €199 | €184 | €183 | €185 | €195 | €205 | €191 | €184 | €202 | €204 | €207 |
| 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 |
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Reno Holiday rentals
- Fresno Holiday rentals
- Monterey Holiday rentals
- Santa Cruz Holiday rentals
- Three Rivers Holiday rentals
- Berkeley Holiday rentals
- Rentals with a washing machine and dryer Windsor
- Serviced apartment rentals Windsor
- Apartment rentals Windsor
- Rentals with a firepit Windsor
- Rentals with a hot tub Windsor
- Pet-friendly rentals Windsor
- Family-friendly rentals Windsor
- Rentals with a patio Windsor
- Villa rentals Windsor
- Rentals with pools Windsor
- Flat rentals Windsor
- Cabin rentals Windsor
- Rentals with an EV charger Windsor
- Rentals with a fireplace Windsor
- Cottage rentals Windsor
- House rentals Windsor
- Fitness-friendly rentals Windsor
- Rentals with outdoor seating Sonoma County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Muir Woods National Monument
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Armstrong Redwoods State Natural Reserve
- Point Reyes National Seashore
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Jack London State Historic Park
- Trione-Annadel State Park
- Charles M. Schulz Museum
- Harbin Hot Springs
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Sonoma State University
- Ledson Winery & Vineyards
- Lawsons Landing





