
Holiday rentals in St. Helena
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Top-rated holiday rentals in St. Helena
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

Serene 1 BR Condo at Silverado Resort
Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

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!

An Italian Villa in the heart of Napa Valley!
Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

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.

The Dollhouse in Saint Helena
Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

Wine Country Mountain Home
Whole house wine country luxury for 2 in a Private and secluded forested location. Hidden ‘Cabin in the Woods’ vibe. 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%

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.

Wine Country guest house
This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax. The unit has short term permit form Santa Rosa SVR24-056.
Popular amenities for St. Helena holiday rentals
Stay near St. Helena's top sights
Other great holiday rentals in St. Helena

perfect Vacation House & Napa

Wine Country Retreat with Vineyard Views

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Oak & Vine: Pool | Hot Tub | Fire Table | BBQ

New! Completely Brand New Home| Wineries & Dining

Vineyard View Home + Complimentary Wine Tasting

Traveler's Dream Home

Winter Special! Firepit• Patio • Golf Course Views
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 | ₹9,023 |
| 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
Are there vacation rentals with a dedicated workspace in St. Helena?
Yes! Work meets play with ease at over 30 vacation rentals in St. Helena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in St. Helena?
Four-legged friends are welcome in St. Helena. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there St. Helena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in St. Helena, available on Airbnb. Make a splash and soak up the sun in style!
Do bed and breakfast rentals in St. Helena have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in St. Helena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in St. Helena?
St. Helena has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in St. Helena have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in St. Helena. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in St. Helena have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in St. Helena. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in St. Helena?
Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 10 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in St. Helena

Total holiday rentals
Explore 310 holiday rentals in St. Helena

Verified guest reviews
Over 2,460 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
180 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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