House holiday rentals in Windsor

4.9 out of 5 average rating, 836 reviews

Home in Sebastopol

Wine/Apple Country Cottage, Centrally Located

Play golden oldies on an upright piano in a home filled with antique furniture, folk art, and lots of books and games. The kitchen and bathroom also retain their vintage vibe. A drop leaf desk and 100 mbps Wi-Fi provide a comfortable working space. Come in the spring or summer to see the garden in full bloom! (Photos included here do not do it justice...) The dappled shade of a grape covered pergola is a wonderful place for lunch. The house has two bedrooms that look out on the gardens. The master bedroom has a queen bed, and the second bedroom has a double bed. There is a well-equipped kitchen and laundry room. Water in the house is delicious, purified well water. A 55" tv is in one of the bedrooms (disguised by a pull-down map). It has Roku but no cable. Enjoy lots of games and books to read, a piano in the living room and access to high speed internet and WiFi. Wander in the gardens or orchard in the back. Relax or dine under the shady grape arbor. I live in a small cottage in the back of the property. While I respect your privacy, I enjoy meeting new guests and welcome your questions. On parle francais. Se habla espanol. The house is located in apple country, outside the small town of Sebastopol. It's very easy to find in a quiet, tree-lined neighborhood across the street from a Christmas tree farm. Apple orchards and vineyards are within walking distance. The quaint town of Graton is half a mile away. It has an art gallery operated by local artists, an antique store and a variety of restaurants including the Underwood Bar and Bistro, rated as "number 4 of America's 50 Most Amazing Wine Experiences by the Food and Wine Magazine." A recent article in the local paper describes nearby Graton well: https://www.pressdemocrat.com/news/9514352-181/explore-graton-west-county-town?artslide=1 In the town of Sebastopol, there is a large variety of popular restaurants. We also have over 40 wineries, including the top rated: Merry Edwards, FEATURED IN JULY 2014 ISSUE OF SUNSET MAGAZINE and just 0.2 miles from the house! Graton Ridge Cellars, FEATURED IN JULY 2014 ISSUE OF SUNSET MAGAZINE and 0.6 miles from the house! Red Car Wine Company, 0.3 miles away. Iron Horse Vineyards also featured in July 2014 issue of Sunset Magazine and 3.6 miles from the house! Other recommended wineries in Sebastopol include: Lynmar Iron Horse Taft Street Cahill Dutton-Goldfield (one third mile from house) Scherrer Freeman Marimar. Enjoy several hiking trails close by, or drive on scenic country roads directly from the house to a variety of attractions. There is a gorgeous half-hour drive through the town of Occidental to the ocean. The Russian River Steelhead Beach is 5.6 miles away. Drive ten minutes farther to visit Armstrong Redwoods State Natural Reserve where you can walk through a towering forest of trees that are hundreds of years old. Historic Healdsburg, with its central plaza, shops, restaurants and wineries is also a scenic 25 minute drive away. The 9-hole Sebastopol Golf Course is a little over a mile away. There is a variety of grocery stores in Sebastopol. My favorite is Andy's, a fruit and vegetable stand that also carries other food. It takes 3 minutes to drive there. This area was not impacted by the fires.

4.99 out of 5 average rating, 120 reviews

Home in Windsor

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.

4.95 out of 5 average rating, 624 reviews

Craftsman 2 blocks from Russian River Brewery!

Tastefully updated craftsman w/ traditional wood accents & original hardwood floors. Perfect for a weekend getaway, or business trip, just 2 blocks from the Russian river brewery & down town there is no better location for food and an authentic wine country experience. City of SR STR requires max occupancy: 6 max add. daytime guests 3 quiet hours must be observed between 9 p.m. and 8 a.m. no outdoor amplified sound is allowed. 3 off street parking spaces, STR Permit number #SVR25-145

4.91 out of 5 average rating, 117 reviews

Home in Healdsburg

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.

5 out of 5 average rating, 671 reviews

Home in Graton

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 covid cleaning protocols

4.97 out of 5 average rating, 122 reviews

WineCamp - Russian River Valley AVA - No Pets

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 covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

5 out of 5 average rating, 148 reviews

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.

4.96 out of 5 average rating, 425 reviews

Home in Windsor

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.

5 out of 5 average rating, 194 reviews

Home in Healdsburg

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!

4.97 out of 5 average rating, 206 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194

4.92 out of 5 average rating, 238 reviews

The Explorer’s Wine Country Getaway

Discover the perfect mix of ease and comfort in this charming one-bedroom bungalow, nestled in the heart of wine country. Perfect for a relaxed escape, this cozy retreat features a queen-sized bedroom, a bathroom, and a full-size pullout sofa in the living room. Every detail is designed with your comfort in mind, ensuring a stay that’s both delightful and memorable. Experience the magic of wine country living and make your getaway one to remember!