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

Chic 1 BR Condo Par Excellence at Silverado Resort
Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, 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.

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!

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.

Yellow House w/ Hot Tub~ Walk to Oxbow & Downtown!
The Napa Yellow House is a charming cottage on the historical register just off of the Silverado Trail which contains some of the best wineries in Napa. Two bedrooms with King and Queen sized beds and a bathroom with a combo tub and shower. Outdoor patio for dining and conversation with a gas BBQ. Located in an old, neighborhood in Napa, you can walk to the Oxbow Market or downtown where the options are endless for restaurants , wine tasting and entertainment! Rental Permit Number VR17-0080

Mendez On Main #1 King Bed/10min walk to downtown
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.

The Spectacular Spyglass Treehouse
Come, Experience the Extraordinary ~ Our Spyglass Treehouse awaits to immerse you in a memorable, magical experience of a lifetime. This magnificent creation by Artistree seamlessly blends artistry, sustainability, and a deep connection with the redwood forests. As you step into this architectural gem, you'll be greeted by a harmonious blend of local wood, bespoke furnishings, and wonderful amenities (king-size bed, sauna, cedar hot tub..) Come enjoy deep rest, romance, and rejuvenation!

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!

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.

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%

Downtown Napa Unit C - Walk to Everything
Napa City Certified Vacation Rental Permit #VR16-0058, Napa Business License #26075 - Villa Murialdo in the Heart of Charming Napa, directly across from the the entrance to the Napa River Walk! Choosing the right accommodation in the heart of Napa means you are close to absolutely everything you want to experience during your stay. Villa Murialdo is within walking distance of world famous restaurants and a short drive from the renowned wineries.
Popular amenities for St. Helena vacation rentals
Stay near St. Helena's top sights
Other great vacation rentals in St. Helena

Sonoma Modern Home w/ Secret Garden

Sonoma-Napa Retreat with Vineyards Views

Urban Retreat in the Heart of Napa Valley!

The Half Shell

Historic Beauty in downtown Middletown

Charming Wine Country cottage close to downtown

One Bedroom Cottage Along the Napa River

Views, vibes, and vesper skies.
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$20,914 GYD | G$23,423 GYD | G$20,914 GYD | G$83,654 GYD |
| 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 40 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 20 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!
How much does it cost to stay in apartment rentals in St. Helena?
Experience the best of St. Helena with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 wifi?
Absolutely! We offer over 50 house rentals with wifi 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.
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 G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 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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