
House vacation rentals in St. Helena
Find and book unique houses on Airbnb
Quick stats about house rentals in St. Helena

Total vacation rentals
Explore 50 vacation rentals in St. Helena

Nightly prices starting at
St. Helena vacation rentals start at G$12,552 GYD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of St. Helena vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Helena rentals

5 Average rating
St. Helena stays are highly rated by guests—averaging 5 out of 5!
Top-rated house rentals in St. Helena
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sonoma Paradise- Yoga Room
Escape to your private hilltop retreat with sweeping mountain views—just 3 miles from Sonoma Plaza. Tucked behind a gated entry, this peaceful wine country hideaway blends comfort, charm, and thoughtful luxury. Wake up to golden hillside views, sip coffee on sunlit decks, and unwind under the stars after a day of wine tasting & exploring. With 2 king bedrooms, a cozy pull-out sofa, and curated amenities throughout, this home is designed for slow mornings, restful nights, and memorable moments.

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

Fireside Sips & Oak Dreams in Sonoma Valley
Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

Modern Sonoma Gem | VIEWS | Hot Tub | Sleeps 6
Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

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!

Elegant & Spacious Luxury Wine Country Estate
The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

Come and Visit the Valley Sleeps 4 to 8 Guests
Great place for friends and family to gather. Come and see what the valley has to offer. Many wineries, fine dining and great shopping. This home is a beautifully remodeled 4 bedroom 3 bath home (2 of the bedrooms are mater suits). Includes eat in chefs kitchen, sun room / private office, living room, laundry room. Backyard landscaped to feel like a park setting. Large outdoor patio with dining table and seating for 8, Gazebo with outdoor lighting and BBQ Permit #VR17-0060

Heart of Napa Valley - 2BR Retreat
City of St. Helena Permit #2012-27 Welcome to our charming two bedroom cottage in St. Helena, the heart of the Napa Valley. Our home is just steps from downtown restaurants, grocery store, shops, movie theatre, and wineries. Enjoy all the famed Napa Valley wine country has to offer. Choose to spend the day tasting at some of the world's premier wineries or visit the shops of St. Helena, Yountville, Calistoga and Napa. You may even want to visit the Outlet Stores in Napa.

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.

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. Your perfect wine country escape awaits!

Vineyard Farmhouse w/ Pool & Mt. Helena Views
Private vineyard farmhouse with brand-new pool and panoramic Mt. Helena views. Set among the vines just 15 minutes from Calistoga, this recently styled retreat blends wine country charm with modern comfort. Unwind poolside by day, gather under the globe lights at night, and experience Napa Valley from your own secluded perch.

Casita Rosa - Luxury in Downtown Napa
Casita Rosa is a two bedroom home located in historic downtown Napa. This charming, 1600 sq. foot home was built in 1927, and is a Spanish-style bungalow with lots of windows and beautiful light. This high spec, 2 bedroom/ 2 bathroom fully equipped home is located in a quiet residential area. City License VR19-0003
Popular amenities for St. Helena house rentals
House rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Wine Country Villa Heated Pool Hot Tub Upper Level

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Modern wine country stunner with pool & pickleball

Wine Country Retreat- Privacy-Spa/Pool/Games

Spectacular Stone Pool/Spa with Views; Near Plaza

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries
Weekly house rentals

Casa Alta w/ Hot Tub, Walk to Oxbow and Downtown!

A Wine Travelers Dream in the Heart of Napa Valley

Wake Up in Your Own Private Vineyard - Healdsburg

Healdsburg House - Chiquita Road

Charming Wine Country cottage close to downtown

F.J. Massa House

Harvard House: Napa, Hot Tub + Detached Studio

Vineyard House In The Heart Of Napa Valley
Private house rentals

Downtown St. Helena Vineyard Cottage

Wine Country Retreat with Vineyard Views

Urban Retreat in the Heart of Napa Valley!

Napa Vineyard Farmhouse • Garden Estate

Calistoga Dream Inn

Silverado Napa Retreat, by Vinifera Homes

Calistoga Vista-Pool, Hot Tub - Tastings Included

Vineyard View Home + Complimentary Wine Tasting
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$108,781 GYD | G$100,413 GYD | G$108,781 GYD | G$41,839 GYD | G$46,441 GYD | G$48,115 GYD | G$41,839 GYD | G$48,533 GYD | G$46,650 GYD | G$47,278 GYD | G$41,839 GYD | G$102,505 GYD |
| 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 |
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- Rentals with outdoor seating St. Helena
- Rentals with pools St. Helena
- Rentals with a hot tub St. Helena
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- Pet-friendly rentals St. Helena
- Rentals with a patio St. Helena
- Rentals with a fireplace St. Helena
- Family-friendly rentals St. Helena
- Luxury rentals St. Helena
- Rentals with a fire pit St. Helena
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