Villa vacation rentals in St. Helena

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Top-rated villa rentals in St. Helena

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Superhost

A glass of light beer with a frothy head sits on a wooden counter, with a sparkling pool visible in the background. The pool area features a clear blue water surface, surrounded by dry landscaping and shaded by trees.

Villa in Clearlake Oaks

4.5 out of 5 average rating, 10 reviews

The Ranch House

Our large Ranch House can comfortably accommodate 8-14 guests. It features three bedrooms, four beds and can provide an additional queen sized air mattress for your convenience. The kitchen is equipped with a refrigerator, stove, dishwasher and all your essential cooking necessities. The house provides a large living room for family games, a desk for those traveling for business, family dining room and washer and dryer. This beautiful property overlooks a neighboring vineyard and sits next door to our Stonehouse Cellars winery. We are open for tastings seven days a week so please be sure to schedule your private tasting. We are happy to accommodate your party outside of tasting room hours for overnight guests. Wine club members receive preferential room rates and room availability. The property also features a shared pool, hot tub, large patio for BBQing, and kegerator (byob). The entire property is approximately 145 acres of secluded countryside. Guests are encouraged to hike the property, explore the vineyard, bbq, picnic or just lounge around in the hammock. Enjoy your private rustic getaway while sipping on a glass of our wine by the pool. We look forward to having you as a guest!

Guest favorite

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

4.99 out of 5 average rating, 87 reviews

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!

Superhost

Villa in Healdsburg

5 out of 5 average rating, 4 reviews

Unwind Together in Healdsburg’s Premier Villa

Perched above Healdsburg, this 5-bedroom hillside bed & breakfast offers Wine Country charm with resort-style comforts. Enjoy complimentary breakfasts, a pool, hot tub, and sunset views over the vineyards. Each suite features a private en-suite, with select rooms offering jacuzzis, fireplaces, or balconies. Just minutes from world-class wineries, Michelin-starred dining, and charming downtown Healdsburg—your unforgettable Sonoma escape begins here. Ask about our unforgettable vacation upgrades.

Superhost

A hot tub is positioned on a stone patio, surrounded by a forest of pine trees. Views of the lush greenery create a serene atmosphere. A wooden bench sits nearby, enhancing the outdoor space for relaxation and gathering.

Villa in Occidental

4.82 out of 5 average rating, 83 reviews

Dreamy Artist Cabin w/ Jacuzzi in a Private Forest

Nurtured by the Russian River, Surrounded by the Sonoma Valley vineyards, a few miles from the Pacific Ocean, and created by a painter and an architect, KORSI is an earthly paradise nested in a forest of pine trees, volcanic crystals and abundance of birds and wildlife. If you love nature, art, disconnecting from the outside world, soaking in the hot tub, watching the stars, gathering around the fireplace and making core memories with your loved ones, this is for you! Certificate No: 4684N

Guest favorite

The exterior of the house is presented at twilight, showcasing its elevated design supported by red stilts. Lush greenery lines the driveway, with pine trees in the background. A colorful sunset creates a serene backdrop that enhances the peaceful rural setting.

Villa in Santa Rosa

4.96 out of 5 average rating, 26 reviews

Mountain Villa near Calistoga with Hot Tub

This unique spot in the mountains between Napa & Sonoma Valleys is 10 minutes from Calistoga & 13 minutes from highway 12 through Sonoma Valley. You’ll have fantastic views of the mountain forest and constellations in the night sky, while sharing the property with deer & other wildlife. You will immediately notice the quiet nature & the smell of trees. There are many attractions nearby, including Russian River, Safari West, Petrified Forest, various hot springs, & wineries galore to explore.

Superhost

A serene hot tub is surrounded by lush greenery, offering a private retreat. The hot tub is covered, with gentle wind chimes hanging above. Potted plants add a natural touch, enhancing the tranquil outdoor setting, while views of the waterfront are visible beyond.

Villa in San Rafael

4.89 out of 5 average rating, 208 reviews

Waterfront Marin Retreat with Pool & Hot Tub

5,000 sq ft waterfront luxury villa right at the edge of the canal with private access to the water. Enjoy the heated pool and hot tub, or grab the kayak or paddle board and get on the water from your own dock. The home is 20 mins from San Francisco and Sonoma, has easy access to the 101 freeway, and close to China Camp State Park for hiking or downtown San Rafael. The five bedrooms are perfect for retreats, family vacations, or company off-sites. The spa-like environment is a true getaway.

Guest favorite

A serene outdoor area features a crystal-clear pool and an attached hot tub, surrounded by lounge chairs. Shade is provided by umbrellas over the seating area. Lush greenery and decorative plants enhance the tranquil environment, with a charming villa visible in the background.

Villa in Napa

4.96 out of 5 average rating, 159 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Guest favorite

A sunny living area is highlighted by a curved, plush sectional sofa adorned with decorative pillows. Large windows offer views of the surrounding hills, and a modern chandelier hangs overhead. A potted plant and a floral arrangement add touches of nature to the space.

Villa in Novato

4.86 out of 5 average rating, 7 reviews

Luxury 2-Acre Oak Retreat Serene Outdoor Hot Tub

Welcome to The Oak Estate — a luxurious 3238 Sq. Ft. Spanish Colonial villa tucked away on two private acres in Novato, just minutes from downtown Novato, Sonoma wineries, and San Francisco. With 4 bedrooms and 3 bathrooms, this peaceful retreat is perfect for anyone looking for serenity and to explore the best of Northern California. Relax in sun-drenched living spaces, relax under the oaks, and experience the perfect blend of wine country charm and upscale comfort in every detail.

Guest favorite

Villa in Sebastopol

5 out of 5 average rating, 16 reviews

5 Acre Villa Retreat w/ Vineyard, Pool, & Spa

Nestled on over 5 acres in Sebastopol, Burnside Villa is a luxury 4-bedroom, 4.5-bathroom Wine Country retreat with expansive vineyard views, spacious rooms, and exceptional outdoor amenities. Ideal for families or groups, this estate offers the ultimate Wine Country experience—whether you’re here for tasting tours, coastal adventures, or simply to unwind in a beautiful setting. 10 mins to Downtown Sebastopol 20 mins to Bodega Bay 30 mins to the Russian River 1 hour to San Francisco

Guest favorite

The exterior of the villa is framed by tall, slender cypress trees, creating a serene entrance. The structure features a flat roof and large windows, with a backdrop of rolling vineyards and soft, distant hills illuminated by the warm light of sunset.

Villa in Healdsburg

4.93 out of 5 average rating, 169 reviews

Hilltop Vista Villa

Set on an Acre by Fitch Mountain Park and Open Space Preserve, Hilltop Vista Villa offers a quiet private setting, spectacular views of world class vineyards, private access to hiking trails and proximity to the Russian River beach. This inviting single level retreat has an open floor plan with lots of sunshine. The open kitchen features stainless steel appliances, custom cabinetry, and a granite topped island. The Master Suite includes a custom soaking tub.

Superhost

A wooden deck features two lounge chairs beneath large white umbrellas, offering shade. The in-ground pool reflects the clear blue sky and is surrounded by native grass and landscaping. A pathway extends along the deck, connecting to nearby rooms.

Villa in Sebastopol

4.94 out of 5 average rating, 78 reviews

Green Valley Retreat ~ Wine Country, Pool & Hot

Green Valley Retreat is a wine county gem near renowned restaurants and wineries. You can pick fresh produce from the massive guest garden and orchard and then enjoy it inside or out. The large back deck has an in-line gas BBQ and guests love cooking outside. The backyard contains a meadow of native bunch grasses along with a stand of redwood trees, oodles of flowers and one of our favorite built-in propane fire pits. BYOM (Bring Your Own Marshmallows).

Guest favorite

Villa in San Rafael

4.92 out of 5 average rating, 255 reviews

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.