House vacation rentals in St. Helena

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Top-rated house rentals in St. Helena

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Top guest favorite
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
4.99 out of 5 average rating, 291 reviews

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

Top guest favorite
A cozy living area features a modern yellow armchair positioned near a stone fireplace, which holds a lively flame. A round coffee table with an intricate design sits in front, while large sliding glass doors showcase views of the outdoor deck area.
Home in Sonoma
4.97 out of 5 average rating, 142 reviews

Sonoma Gem | VIEWS | Minutes to Dwtn | 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!

Guest favorite
A craftsman cottage is set atop a gentle hill, featuring a welcoming porch framed by blue trim. Low stone steps lead to the entrance, and the pathway is suitable for vehicle access. Lush greenery surrounds the structure, enhancing its peaceful country setting.
Home in Calistoga
4.91 out of 5 average rating, 274 reviews

Cozy Craftsman Cottage

Charming, peaceful one bedroom craftsman cottage on natural 60 acre property on a country road. Vaulted ceilings, wide plank hardwood floors, wood burning stove and full kitchen. The lake is a 5 minute walk- beautiful to enjoy but is not for swimming. Myself and the property owner do live on property. 15 minutes from downtown Calistoga, 30 from downtown Healdsburg and 30 minutes from Santa Rosa. Your four legged friends are welcome for an additional $50 pet fee which I will send separately

Guest favorite
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.
Home in Calistoga
4.97 out of 5 average rating, 117 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!

Guest favorite
The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.
Home in Santa Rosa
4.97 out of 5 average rating, 226 reviews

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!

Top guest favorite
An open living space is presented with vaulted ceilings and skylights that allow natural light to fill the room. A cozy dining table is surrounded by chairs, while a white sofa and dark seating option create a welcoming area. Shelves display dishware and decorative items.
Home in Sonoma
4.96 out of 5 average rating, 540 reviews

A sophisticated Wine Country Cottage with Hot tub

Escape to Thornsberry Cottage, a luxe wine country retreat 5 mins from Sonoma Square. This unique property features two separate cottages, each with a private bed/bath, perfect for guests seeking privacy and togetherness. Enjoy vaulted ceilings, a large deck, a private hot tub, and a fire pit under ancient oaks. 5 minutes from the Sonoma Square, 3 minutes to the oldest wineries in California, or walk or bike to Gundlach Bundschu at the end of our road. Your serene getaway awaits!

Guest favorite
The charming cottage features a light-colored exterior with decorative trim. A welcoming front porch is adorned with planters, while a large window allows natural light to fill the space. Lush greenery surrounds the home, providing a serene atmosphere.
Home in St. Helena
4.77 out of 5 average rating, 103 reviews

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.

Top guest favorite
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.
Home in Calistoga
4.98 out of 5 average rating, 141 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.

Guest favorite
The exterior of the Mediterranean cottage showcases a terracotta tile roof and white stucco walls. Lush greenery and colorful flowering plants surround the home, enhancing its inviting curb appeal. Large arched windows provide a glimpse of the cozy interior, framed by mature trees.
Home in Napa
4.95 out of 5 average rating, 328 reviews

F.J. Massa House

Named in honor of an Italian immigrant who settled in Napa in the early 1900’s to grow vegetables for his new-found community. Frank Massa built this mediterranean cottage as a wedding gift for his wife-to-be in 1930. The two bedroom, one bathroom cottage is listed on the historic register and fully restored to its original elegance & appointed with original furnishing and fixtures from the 1930's. City of Napa Vacation Rental Permit #VR09-0049. Business Lic # 27744

Top guest favorite
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
5 out of 5 average rating, 240 reviews

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!

Top guest favorite
The exterior features a bright green front door framed by contrasting black trim. Two large windows with decorative wooden accents are present beside the door. A wooden deck extends in front, providing accessibility and a welcoming entryway.
Home in Calistoga
4.97 out of 5 average rating, 374 reviews

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.

Top guest favorite
An open living space features a cozy seating arrangement with gray sofas and a coffee table. A modern chandelier provides soft lighting above, while a dining area with a large table and chairs is visible through a wide doorway. Warm hardwood flooring complements the bright atmosphere.
Home in Napa
4.94 out of 5 average rating, 389 reviews

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

When is the best time to visit St. Helena?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$108,707 GYDG$100,345 GYDG$108,707 GYDG$41,810 GYDG$46,409 GYDG$48,082 GYDG$41,810 GYDG$48,500 GYDG$46,618 GYDG$47,246 GYDG$41,810 GYDG$102,435 GYD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

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$12,543 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!

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