Holiday houses in St. Helena

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Top-rated holiday rentals in St. Helena

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Top Guest favourite
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!

Guest favourite
An open-plan living and dining area is illuminated by natural light from large glass doors. A comfortable sofa and armchair are arranged around a decorative coffee table. A dining table for four is set with dishware, while a modern artwork adds color to the wall.
Condo in Napa
4.96 out of 5 average rating, 224 reviews

Gorgeous condo at Silverado Country Club

This beautiful condo at Silverado Country Club is your dream Wine Country Escape. Surrounded by beautiful trees, it's the perfect location for a relaxing stay. The condo features an open plan living room and dining area, a kitchen and two large bedroom suites, one with a king and the second with a queen size bed. Each bedroom has a fully remodeled bathroom with walk in shower. The spacious deck offers a BBQ grill and a picturesque view of the golf course, nestled among beautiful oak trees.

Top Guest favourite
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, 429 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 favourite
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!

Guest favourite
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 favourite
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, 140 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 favourite
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, 531 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!

Top Guest favourite
Condo in Napa
4.89 out of 5 average rating, 200 reviews

2 bed I Silverado Resort & Spa in Napa - Wine Town

Stay in the center of Napa Valley at this first class resort in a beautiful fully upgraded 2 bed (1 bed is a queen bed out of a sleeper sofa) 1 bath condo at Silverado Resort & Spa. Minutes from world class wineries and five star restaurants. Amenities include association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market all on the grounds for your use! Unwind at the end of each day on your own private balcony with views of the grounds and mountains.

Top Guest favourite
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 favourite
A modern bedroom features a spacious bed with crisp white linens and decorative pillows. Two flat-screen televisions are mounted on the wall, while a cozy chair and a small fireplace create a relaxed atmosphere. A decorative rug adds warmth to the wooden floor.
Cottage in Calistoga
4.99 out of 5 average rating, 110 reviews

The Atlas Calistoga - Cottage #3

Make this sophisticated wine country cottage your personal Napa Valley hideaway. One of three luxury one-bedrooms on the historic Atlas Estate, the cottage blends a modern aesthetic with Zen-like tranquility and historic charm. This well-appointed property offers every comfort – from a fully stocked kitchenette to a cozy fireplace, and a sun-dappled patio. Located in the heart of Calistoga, fine dining, shopping, spas and world-class wineries are at your doorstep!

Top Guest favourite
A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.
Condo in Napa
4.99 out of 5 average rating, 113 reviews

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

✨✨ Welcome to Your Modern Napa Stay! ✨✨ Discover the perfect blend of luxury and comfort in our stunning 2 bed, 2 bath spacious space. This contemporary retreat features stylish decor, an open-concept living space, ideal for relaxing after a day of exploring the beautiful wineries and vibrant culinary scene. Whether you're here for a romantic getaway, a trip with friends, or a family vacay, our modern Napa retreat offers everything you need for a memorable stay!

Guest favourite
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.

Popular amenities for St. Helena holiday rentals

When is the best time to visit St. Helena?

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Avg. price$541 AUD$541 AUD$621 AUD$139 AUD$139 AUD$139 AUD$139 AUD$139 AUD$139 AUD$155 AUD$139 AUD$555 AUD
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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 holiday rentals in St. Helena

  • Total holiday rentals

    Explore 90 holiday rentals in St. Helena

  • Nightly prices starting at

    St. Helena holiday rentals start at $83 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday 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 holiday 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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