Vacation rentals in St. Helena

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Top-rated vacation rentals in St. Helena

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Top guest favorite
Aerial view of a serene property surrounded by lush greenery and landscaped gardens. Two distinct structures are visible, featuring modern architecture and a stone retaining wall. Tall cypress trees line the pathway, adding to the tranquil, private atmosphere.
Guesthouse in St. Helena
4.95 out of 5 average rating, 135 reviews

Romantic Napa Valley Cottage

Looking for the perfect getaway? This modern studio nestled among California oaks is serene, private and gorgeous. Just minutes from downtown St Helena, enjoy easy access to Napa's best wineries and restaurants. With over 375+ wineries, you'll never be bored! Relax on the huge deck outside your door in between your adventures or get the green thumb going in the garden with more than 1,000 trees, flowers, and shrubs. Ask about host's insider tips to get the most out of your stay in Napa Valley!

Top guest favorite
A serene courtyard features a circular firepit surrounded by four wicker chairs, inviting relaxation. Sunlight filters through the trees, creating a warm ambiance. Lush greenery and a vineyard view extend beyond the enclosure, enhancing the tranquil outdoor space.
Guest suite in Napa
4.96 out of 5 average rating, 207 reviews

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa

Enjoy our vineyard view and a glass of wine by the firepit! Relax in our ONE BEDROOM SUITE, ON THE LOWER LEVEL OF OUR TRI-LEVEL HOME. Conveniently located in N. Napa, we're near Alston Park for hiking, wineries, places to eat & shop. Enjoy a fresh-baked BREAKFAST, a dip in the pool (heated mid-June to Sept), spa (year-round) & many places for relaxing. Our suite is well appointed with a comfortable bed, fine linens, duvet, robes & slippers. DRIVING SERVICES may be added to enhance your tours.

Top guest favorite
The living room features a comfortable gray sofa and two elegant armchairs surrounding a wooden coffee table. Natural light fills the space through large windows. A dining area is visible through an open doorway, with a plush bed and decorative wall art adding to the atmosphere.
Apartment in Napa
4.99 out of 5 average rating, 428 reviews

Mendez on Main #2 / King Bed/1 bath Walk to town

Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*No stove) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.

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
4.96 out of 5 average rating, 114 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!

Top guest favorite
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.
Home in Calistoga
4.96 out of 5 average rating, 228 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.

Guest favorite
A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.
Treehouse in Bodega Bay
4.95 out of 5 average rating, 204 reviews

Eagle's Nest Treehouse Farm Stay

Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

Top guest favorite
A charming cottage exterior is framed by lush greenery and mature trees. The white facade is complemented by light blue shutters and a dark front door, while two wicker chairs are placed on a semi-private porch, inviting relaxation among the serene environment.
Cottage in Calistoga
4.96 out of 5 average rating, 139 reviews

Luxury Cottage in Downtown Calistoga - Accessible

Escape to Wine Country– Your Cozy Napa Valley Retreat Tucked in charming Calistoga, our private cottages offer the perfect blend of comfort and relaxation. Enjoy luxury amenities like plush beds, fireplaces, en-suite bathroom with 2 person soaking tub, plus delightful morning treats with locally roasted coffee, pastries, and fresh fruit. Borrow a complimentary bike to explore nearby wineries or stop by our on-site office (9 AM-5PM) for wine or local tips. Pet-friendly options available.

Top guest favorite
The entrance features a wooden deck with steps leading up to a door, surrounded by lush greenery. Decorative metal accents and potted plants add character, while wooden double doors below exhibit rustic charm. The overall setting is inviting and blends harmoniously with the natural surroundings.
Cabin in Calistoga
4.89 out of 5 average rating, 296 reviews

Wine Country Mountain Home

Hidden ‘Cabin in the Woods’ vibe. Whole house wine country luxury for 2 in a Private and secluded forested location. Starlink WiFi, Forest at your front door. Clean and Comfortable vintage cabin In the mountains. Mid way between Napa and Sonoma valleys: 7 miles to Calistoga; 10 miles to Santa Rosa. NO cleaning fee at check out. Self-check-in with lock box. Professionally cleaned and sanitized before all check ins. Monthly discounts of 50%, weekly discounts 25%

Guest favorite
A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.
Cabin in Occidental
4.97 out of 5 average rating, 605 reviews

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

Top guest favorite
The spacious bathroom features a modern dual-sink vanity with a large circular mirror above. A freestanding bathtub is positioned beside a natural light-filled window, with greenery adding a touch of nature. A glass shower enclosure is visible, complemented by stylish overhead lighting.
Apartment in Napa
4.97 out of 5 average rating, 560 reviews

A Private Guesthouse Studio – The Otter

the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

Top guest favorite
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.
Home in Napa
4.96 out of 5 average rating, 323 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.

Guest favorite
A private outdoor space is shown, featuring a red seating area with cushions and a small wooden table. The area is framed by a pergola adorned with greenery, enhancing the inviting atmosphere. Natural light is poured in through the double glass doors, which lead into the apartment.
Guest suite in St. Helena
4.91 out of 5 average rating, 364 reviews

One Bedroom Wine Country Getaway

Light-filled one beroom lower apartment in the historic west side of St. Helena walking distance to downtown shops, dining and wineries! A short walk 7 minute walk to downtown St. Helena, restaurants and wineries. Owners live in the upstairs unit and are out-of-sight but more than happy to help with local tips and recommendations! St Helena STR Permit: PL19-035

Popular amenities for St. Helena vacation rentals

When is the best time to visit St. Helena?

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Avg. price€ 334€ 334€ 382€ 86€ 86€ 86€ 86€ 86€ 86€ 96€ 86€ 342
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Frequently Asked Questions

  • What are the best places to stay in St. Helena?

    Many guests choose accommodations around Main Street for walkability to shops and dining, while stays near vineyard settings are often suggested for a more tranquil retreat. Family homes and guest cottages add variety in local neighborhoods.

  • What are the best things to do in St. Helena with kids?

    Children often enjoy local parks, hands-on workshops at art centers, or visiting family farms for seasonal outings. Ice cream shops and bakery stops along Main Street make for memorable treats.

  • What are some of the best things to do in St. Helena?

    Explore local wineries, stroll through historic Main Street shops, and discover art galleries around town. Outdoor enthusiasts can visit nearby hiking trails or picnic areas for scenic views.

  • How is the weather in St. Helena?

    St. Helena has cool, rainy winters averaging 44–56°F (7–13°C), and warm, dry summers with daytime highs around 51–66°F (11–19°C). Light layers and a rain jacket are useful, especially in the cooler months.

  • When is the best time to visit St. Helena?

    Late spring and early autumn are often recommended for mild temperatures and vineyard activities. Summer has lively energy and outdoor events, while winter is quieter with cooler, rainy days.

  • What are the best places to visit in St. Helena?

    Main Street is frequently suggested for its historic charm and variety of boutiques, galleries, and cafes. Visitors also explore local wineries and tranquil gardens around town.

  • What are some hiking trails in St. Helena?

    Hikers can explore tree-lined paths and gentle hillside trails around St. Helena, where oak woodlands and vineyard views meet. Guided nature walks or self-led routes near parks are frequently suggested.

  • What are some family activities we can do in St. Helena?

    Families frequently explore local parks, visit hands-on art spaces, or enjoy casual picnic spots. Some farms and nature centers in the area host family-friendly activities and seasonal events.

  • What are some of the best day trip ideas from St. Helena?

    Explore neighboring towns with additional wineries, local markets, or historic sites, or head to nearby state parks for hiking and nature activities. Art galleries and lakes also make for engaging outings.

  • Are there any pet friendly accommodations available in St. Helena?

    St. Helena has a selection of pet-friendly stays, including cottages and vacation rentals with outdoor spaces. Local parks nearby make it convenient to get outside with your dog.

  • What are some local tips for visiting St. Helena?

    Weekdays around Main Street are often quieter for strolling or wine tastings. Many shops and wineries encourage reservations, and a sun hat comes in handy during warm months.

  • What is St. Helena known for?

    St. Helena is known for its scenic vineyards, locally driven cuisine, and charming small-town atmosphere. The community has a strong tradition of winemaking and farm-to-table dining.

  • What are the best hidden gems to explore in St. Helena?

    Wander through small family-owned vineyards or stop by boutique tasting rooms for a laid-back experience. Art studios and locally owned cafés around town often surprise visitors with thoughtful details.

  • What are the best foods to try in St. Helena?

    St. Helena has farm-fresh fare, wood-fired pizzas, artisanal cheeses, and locally grown produce. Meals often feature seasonal ingredients paired with wines from nearby vineyards.

  • What should I bring for a trip to St. Helena?

    Pack light layers, comfortable shoes for walking or vineyard tours, and a hat for sunny days. A rain jacket can be helpful in winter and early spring.

  • What is the nightlife in St. Helena like?

    Evenings in St. Helena tend to be relaxed, with wine bars, cozy lounges, and restaurants offering seasonal menus. Occasional live music and local gatherings add warmth to the nighttime atmosphere.

  • What are the most popular events or festivals in St. Helena?

    St. Helena’s calendar often features wine harvest celebrations in early autumn, spring food festivals, and community art events. Wine and culinary gatherings around harvest time are frequently suggested.

  • Are there family friendly vacation rentals in St. Helena?

    Family-friendly vacation rentals are available throughout St. Helena, including houses with kitchens, patios, and outdoor spaces. Many are near parks, playgrounds, or local shops for convenience.

Quick stats about vacation rentals in St. Helena

  • Total vacation rentals

    Explore 90 vacation rentals in St. Helena

  • Nightly prices starting at

    St. Helena vacation rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 2,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 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

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of St. Helena vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across St. Helena rentals

  • 4.9 Average rating

    St. Helena stays are highly rated by guests—averaging 4.9 out of 5!

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