Holiday rentals in St. Helena
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Top-rated holiday rentals in St. Helena
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Silverado! Luxe King Suite Mountain View Balcony
Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.
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!
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.
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!
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.
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.
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%
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!
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.
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.
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.
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 holiday rentals
Stay near St. Helena's top sights
Other great holiday rentals in St. Helena
Home Nestled in the Redwoods + SAUNA
Wine Country Retreat with Vineyard Views
Sonoma Creek Haven | Creekside Hot Tub Retreat
Luxury Retreat & Zen Garden w/ Fireplace & Hot Tub
Sonoma-Napa Private Retreat by the Hills + Hot Tub
MCM Central Napa | Group Friendly | Large Yard
Calistoga Cottage - Hot Tub and Tastings Included
Historic Beauty in downtown Middletown
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹36,828 | ₹36,828 | ₹42,210 | ₹9,443 | ₹9,443 | ₹9,443 | ₹9,443 | ₹9,443 | ₹9,443 | ₹10,576 | ₹9,443 | ₹37,772 |
| 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 |
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 ₹5,666 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 & child-friendly amenities
Pet-friendly holiday rentals
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
Wifi availability
80 of St. Helena holiday rentals include wifi 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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