Villa vacation rentals in St. Helena

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Top-rated villa rentals in St. Helena

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Guest favorite
A mid-century modern retreat is surrounded by lush trees, featuring large glass windows that reflect the soft colors of sunset. An outdoor deck is highlighted by Adirondack chairs, inviting relaxation in the serene natural setting.
Villa in Guerneville
4.84 out of 5 average rating, 56 reviews

The Hilltop-5acre Oasis, Views, Hot Tub, Game Room

Surround yourself in serenity in this Eichler-inspired mid-century modern retreat that boasts majestic views and privacy, perched on 5 acres above the beautiful Russian River Valley. Watch birds soar over the towering redwoods through floor to ceiling windows, or unwind in the hot tub where the magnificent views create a perfect backdrop for relaxation. As the evening sets in, gather around the warm fire pit, or head to the game room that overlooks a large lawn to create memories for all ages!

Superhost
Villa in Occidental
4.83 out of 5 average rating, 101 reviews

Exclusive Forest Enclave, 8 private acres +Hot Tub

Welcome to Foresta Sanctuary! -Between Russian River and the Sonoma Wine Country -8 acres of private untouched forest -A steaming hot tub for 6 beneath surreal starry skies at night -Sunbathing beds surrounded by sprawling lavender garden -Expansive panoramic treetop deck for lounging, yoga, sipping wine and stargazing -Fully stocked chef's kitchen -BBQ and outdoor dining space overlooking forest mountains -Luxurious European linen bedding -120" cinematic TV projector for slow dreamy evenings

Guest favorite
Villa in Calistoga
4.98 out of 5 average rating, 52 reviews

Mountain Villa 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.

Top guest favorite
The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.
Villa in Napa
4.96 out of 5 average rating, 191 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!

Top guest favorite
An outdoor area features a solar-heated swimming pool surrounded by a spacious deck. Lounge chairs and umbrellas provide seating options. A pergola offers shade, while trees create a natural backdrop, enhancing the serene environment for relaxation.
Villa in Lagunitas
4.95 out of 5 average rating, 212 reviews

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens

Mountaintop gated 1 acre nature estate, serene, private, 2300 sq' home; 2500 sq' expansive decks & patios. Solar heated swimming pool. Sun! Enormous forest views. 4BD,3 BA; (4th BD is large family room w/ exc American Leather queen sofabed, twin bed, pool table). Living room fireplace; high speed wi-fi; 65"tv; prem cable pkg. Jacuzzi ($150 min. charge), WeberBBQ & outdoor sink. Putting green. Huge garden, patios, carpeted child's play area. Parties or events not allowed during Covid.

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
4.98 out of 5 average rating, 123 reviews

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.

Luxe
Villa in Sonoma County
New place to stay

Luxury 3BR Retreat | Designer Home in Glen Ellen

Escape to Sonoma Valley in this stunning 3-bedroom luxury retreat in Glen Ellen. Thoughtfully designed with high-end finishes and refined wine country style, this private home offers the perfect setting for elevated getaways, wine weekends, and relaxing escapes. Whether you're here for world-class wineries, weddings, or a restorative retreat, this beautifully curated space delivers comfort, style, and privacy.

Guest favorite
Villa in Glen Ellen
5 out of 5 average rating, 23 reviews

When in Glen | Views | Pool & Hot Tub

Welcome to your peaceful dream retreat in Glen Ellen! This hidden gem features breathtaking views and stunning sunsets. Located in the heart of wine country, just minutes away from world-class vineyards, charming boutiques, and top-rated restaurants. Relax by the pool or in the hot tub with a view. This thoughtfully designed home offers brand-new appliances and quality furnishings. No pets.

Superhost
Villa in Guerneville
4.74 out of 5 average rating, 126 reviews

Upstairs Oasis • Deck, Fire Pit • Hot Tub-River

Russian River Retreat w/ Deck, Fire Pit & BBQ Beautiful upstairs unit with a spacious private deck—perfect for wine, BBQ, and relaxing by the fire pit. Walk to the river, beaches, restaurants, shops & grocery (under 1 mile). Near wineries, kayaking & canoe rentals at Burke’s Canoes & Johnson’s Beach. 4 parking spaces near stairs. No guest canoe use. Quiet hours 10pm–7am. TOT #4081N

Guest favorite
A sunlit living area features large windows, allowing natural light to fill the space. Two leather armchairs sit adjacent to a wooden coffee table, which holds a tray. A television accompanies decorative plants and warm wooden accents, creating a cozy atmosphere.
Villa in Penngrove
4.93 out of 5 average rating, 119 reviews

Charming Home in Penngrove

Whether you plan on touring wine country, or hosting a gathering, this enchanting home will make your stay truly memorable. Nestled in a serene garden, within miles of your favorite wineries, featuring vaulted ceilings, Marvin windows, energy efficient fireplaces, chefs kitchen with Wolf Range and private entrances to each bedroom.

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
4.94 out of 5 average rating, 191 reviews

Hilltop Villa with Sweeping Views & Trail Access

Perched above Fitch Mountain, this private hilltop villa offers sweeping wine-country views, direct access to scenic hiking trails, and peaceful seclusion just minutes from downtown Healdsburg. Bright interiors, high ceilings, and a fenced yard make it ideal for couples or small groups seeking a refined, nature-forward getaway.

Top guest favorite
Villa in Forestville
5 out of 5 average rating, 9 reviews

La Cachette Florale The floral hideaway

Tucked among vineyards and farm on 22 acres in West Sonoma County, La Cachette Florale is a hidden retreat designed for rest, beauty and unhurried days - a place to slow down, cook and gather well. Here you’ll feel pleasantly removed from the outside world.

Popular amenities for St. Helena villa rentals

Quick stats about villa rentals in St. Helena

  • Nightly prices starting at

    St. Helena vacation rentals start at G$198,712 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Helena rentals

  • 4.8 Average rating

    St. Helena stays are highly rated by guests—averaging 4.8 out of 5!

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