House holiday rentals in St. Helena

4.99 out of 5 average rating, 258 reviews

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

Home in Glen Ellen

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

4.96 out of 5 average rating, 102 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

4.96 out of 5 average rating, 189 reviews

Home in Glen Ellen

Vineyard Retreat • Steps to Tastings • Press Pick

WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready fully stocked kitchen -Helpful host and quick communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | The Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

A spacious living area features a modern wall-mounted television and comfortable seating arrangements. A stylish coffee table sits at the center, surrounded by a large area rug. Decorative elements include a plant and artwork, adding a subtle touch to the neutral color palette.

5 out of 5 average rating, 153 reviews

A Wine Travelers Dream in the Heart of Napa Valley

✨Welcome to our beautiful Napa Valley home, perfectly situated between the vibrant energy of downtown and the breathtaking beauty of the Valley. 6 minutes to downtown Napa, 5 minutes to Silverado trail, 20 minutes to Sonoma. Indulge in the world-class restaurants, vibrant nightlife of downtown, or venture into the valley to explore the rolling hills and picturesque landscapes that have made this region famous. After a day of adventure, retreat to our ample space to rewind and rejuvenate.✨

A charming Victorian home with yellow siding is framed by lush greenery and seasonal trees. A welcoming porch is lined with white railings, leading to bright windows that invite natural light. A decorative archway of climbing plants enhances the home's exterior.

4.96 out of 5 average rating, 222 reviews

Cedar Street Victorian

Turn of the century Victorian heritage home less than half a block walking distance to restaurants, wine tasting, shopping, spas and the year round Sat farmers market. You’ll love the house because of the comfy beds, the outdoor space, and the neighborhood. It is good for couples, solo adventurers, business travelers, and adult family functions. Pioneer park is right across the street. Every Thurs night in the summer months there are free concerts you can enjoy from the front porch.

A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.

4.87 out of 5 average rating, 245 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

The exterior of a charming home is captured at dusk, featuring a lush lawn and landscaped garden. Decorative lighting illuminates the pathway, leading to the entrance. A rock garden with vibrant flowers is visible, enhancing the tranquil ambiance of the property.

4.94 out of 5 average rating, 436 reviews

Charming Napa home with Wine Tour. VR16-0011

Come stay at this lovely Napa home. Recently updated with beautiful amenities...minutes from Downtown Napa. Close to amazing restaurants and shops! Home is fully furnished, beautifully updated, including flat screens, great WiFi, W/D, D/W and all amenities of home. Parking/ cable included. Home is very spacious and has a beautiful backyard to relax and unwind from your day in Napa Valley. Wine Tours upon request. We can set up iteneries and provide some amazing winery options!

5 out of 5 average rating, 677 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

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 cleaning protocols

4.97 out of 5 average rating, 125 reviews

An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.

Home in Santa Rosa

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.

A charming exterior view of Casa LaBloom features a welcoming porch surrounded by lush greenery and palms. The front yard is landscaped with stone pathways and a small birdbath, creating a tranquil atmosphere. The house stands two stories, with a light-colored facade and inviting outdoor spaces.

4.98 out of 5 average rating, 127 reviews

Charming Home Just Steps From Wine & Hot Springs!

An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

5 out of 5 average rating, 200 reviews

A hot tub is positioned on a grassy area, offering a view of rows of grapevines against a serene sunset. Colorful flowers are visible nearby, complementing the natural surroundings.

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!

A classic white house with a welcoming front porch is framed by lush greenery and mature gardens. The well-maintained pathway leads to grand double doors, inviting guests into a historic home rich in character and charm.

4.96 out of 5 average rating, 288 reviews

Stoddard House

The Stoddard House is as rich in history as it is in appearance. Built in 1898, this classic home retains its original grandeur with mature gardens, vaulted ceilings, double parlor and Red Fir floors. Not your average vacation rental, this house is exceptional in every way adding to your memorable wine country experience. City of Napa Vacation Rental Permit #VR09-0048. Business Lic # 27743.

Popular amenities for house rentals in St. Helena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 119 reviews

A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.

Home in Healdsburg

Vineyard Vista, Modern Farmhouse Cottage with Pool

4.95 out of 5 average rating, 164 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

Superhost

A spacious outdoor area features a sparkling heated pool surrounded by a well-maintained garden. Comfortable lounge chairs are positioned nearby, and a fire pit with seating is highlighted, creating an inviting space for relaxation. Vibrant trees provide a serene backdrop to the setting.

Home in Sonoma

4.84 out of 5 average rating, 103 reviews

Sonoma Country Club Wine Country w/ pool

4.99 out of 5 average rating, 176 reviews

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

Home in Sonoma

Vineyard-House Escape in Sonoma Wine Country

4.93 out of 5 average rating, 141 reviews

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

Home in Santa Rosa

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

4.88 out of 5 average rating, 111 reviews

The serene pool area is surrounded by lush greenery, featuring modern lounge chairs and large umbrellas for shade. The sparkling water invites relaxation, while a covered outdoor space extends from the home, providing a seamless transition to the tranquil outdoor retreat.

Home in Sebastopol

Serene Wine Country Retreat with Pool & Hot Tub

4.98 out of 5 average rating, 122 reviews

The image showcases a multi-angle view of the property, featuring a spacious bedroom with a plush bed and soft blankets, a sunlit outdoor area with a heated pool and lounge seating, a cozy fire pit surrounded by vibrant outdoor furniture, and the inviting exterior of the main house.

Home in Sonoma

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

4.91 out of 5 average rating, 135 reviews

A serene pool area is illuminated by soft landscape lighting, surrounded by lush greenery. A hot tub is positioned nearby, and a stylish lounge chair complements the outdoor setting. The sky displays vibrant hues of orange and pink, signaling a tranquil sunset.

Home in Sebastopol

The Deer Retreat – Privacy and Comfort

Weekly house rentals

A charming cottage exterior showcases a light-colored façade contrasted by dark window frames and a blue door. Potted plants adorn the entrance, and a pathway leads to the door, surrounded by gravel and landscaped areas. Vineyards are visible in the background under a clear blue sky.

5 out of 5 average rating, 23 reviews

Downtown St. Helena Vineyard Cottage

4.99 out of 5 average rating, 300 reviews

The open concept living area features large windows showcasing a panoramic ocean view. Two comfortable chairs are positioned near the windows, and a sectional sofa invites relaxation. The warm, neutral decor complements the space, with natural light illuminating the room.

Home in Bodega Bay

The Beach House

A spacious living area is highlighted by a stone fireplace, surrounded by comfortable seating and natural light. A dining area is visible in the background, complemented by large windows showcasing outdoor views. Neutral decor elements and a textured rug add warmth to the space.

5 out of 5 average rating, 29 reviews

Wine Country Retreat with Vineyard Views

A two-story home features a warm-toned exterior with a mix of stucco and stone accents. Large windows are adorned with grilles, allowing natural light to illuminate the interior. The landscaped front yard includes a variety of plants and a small tree, enhancing the inviting curb appeal.

5 out of 5 average rating, 27 reviews

Urban Retreat in the Heart of Napa Valley!

The living room features a spacious sectional sofa that invites relaxation. A stone accent wall serves as a focal point, while a ceiling fan provides air circulation. Natural light filters in through large windows, and doorways lead to the adjoining kitchen area.

4.88 out of 5 average rating, 379 reviews

Downtown Napa Retreat-Walking Distance to Main St.

The charming cottage features a welcoming front porch with a red door, surrounded by well-maintained gardens. Stone pathway leads to the entrance, with vibrant plants and gravel landscaping enhancing the outdoor space. Mature trees and vineyards are visible in the backdrop.

5 out of 5 average rating, 20 reviews

Charming Wine Country cottage close to downtown

Lush greenery surrounds the classic farmhouse, with neatly trimmed hedges and colorful flower beds leading to the entrance. A bright blue sky punctuates the scene, enhancing the garden's vibrant colors and creating a serene atmosphere.

4.92 out of 5 average rating, 53 reviews

MaisonFleurie Private Retreat

The charming exterior of The Calistoga Dream Inn features a light yellow facade with purple accents. A welcoming porch area is highlighted, while the well-manicured lawn and pathway lead to the entrance. Natural greenery is visible surrounding the property.

4.98 out of 5 average rating, 58 reviews

Calistoga Dream Inn

Private house rentals

5 out of 5 average rating, 40 reviews

A clear view of the shimmering saltwater pool is presented, surrounded by eight loungers and two blue umbrellas. The pool's edge offers an expansive outlook over the rolling vineyards and countryside, providing a serene backdrop for relaxation.

Home in Santa Rosa

Sky View: Heated Pool & Hot Tub, 5 Acres

A spacious dining area features a rustic wooden table set for six, with elegant tableware and decorative touches. A modern chandelier hangs above, illuminating the space. The open layout connects to the living area, showcasing comfortable seating and a fireplace, with large glass doors inviting natural light.

4.99 out of 5 average rating, 90 reviews

Stunning Golf Course Retreat: Pool, BBQ, Fire Pit

5 out of 5 average rating, 18 reviews

The home is set amidst lush greenery beside a tranquil creek, with a spacious deck inviting relaxation. Sunset rays stream through trees, creating a warm ambiance. The gentle flow of water enhances the serene environment, offering a picturesque backdrop for outdoor gatherings.

Home in Kenwood

Sonoma Creek Haven – Creekside Near 20+ Wineries

5 out of 5 average rating, 23 reviews

An outdoor living space features comfortable gray couches with soft cushions, styled with a low wooden coffee table. Stone walls and olive trees create a natural backdrop, while string lights provide gentle illumination overhead. A landscaped area with gravel completes the serene atmosphere.

Home in Glen Ellen

Serene Spa-Style Retreat with Fireplace & Hot Tub

5 out of 5 average rating, 5 reviews

Home in Kenwood

Meadowhouse | Secluded Sonoma Wine Country Retreat

5 out of 5 average rating, 38 reviews

An expansive viewing deck is illuminated by string lights and features a cozy firepit surrounded by comfortable seating. The tranquil landscape and sunset views provide a serene backdrop, creating a welcoming outdoor space for relaxation and gatherings.

Home in Sebastopol

Epic Views! Wine Country Retreat: Sonoma County

A serene view of the landscape is captured, featuring tall oak and madrone trees with varying autumn colors. In the distance, gentle hills rise under a partly cloudy sky, providing a tranquil backdrop for the peaceful surroundings.

4.95 out of 5 average rating, 78 reviews

Calistoga Hills Hideaway on 22 Acres

A cozy bedroom with two spacious beds dressed in soft linens is showcased. An inviting jacuzzi, featuring soothing green lights, is visible, alongside a stylish fire pit surrounded by modern wooden chairs. The serene outdoor space is highlighted by a wooden fence.