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.

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Top guest favorite
A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.
Condo in Silverado Resort
4.99 out of 5 average rating, 252 reviews

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.

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, 134 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, 203 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.

Guest favorite
A charming yellow cottage with dark shutters and a bright red front door is presented. A stone pathway leads to the entrance, surrounded by well-maintained shrubs and greenery. Tall trees provide shade in the yard, enhancing the inviting exterior.
Home in Napa
4.9 out of 5 average rating, 281 reviews

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

Top guest favorite
A spacious living room features large windows allowing natural light to fill the space. Comfortable seating is arranged around a circular coffee table, which holds magazines. A gas-powered fireplace adds warmth, complemented by greenery from nearby plants.
Apartment in Napa
4.99 out of 5 average rating, 407 reviews

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.

Top guest favorite
The Spyglass Treehouse is nestled among towering redwoods, showcasing a unique, curved design. A spacious deck wraps around the structure, offering views of the surrounding foliage. Natural grasses frame the foreground, enhancing the connection with the tranquil, forested environment.
Treehouse in Occidental
4.98 out of 5 average rating, 340 reviews

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!

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, 110 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, 225 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 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
4.95 out of 5 average rating, 118 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.

Guest favorite
A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.
Home in St. Helena
4.85 out of 5 average rating, 251 reviews

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.

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, 295 reviews

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%

Top guest favorite
A cozy living area features a comfortable gray sofa adorned with patterned cushions. A light marble coffee table sits in front of the sofa, while two modern lamps provide illumination. A piece of abstract wall art adds a touch of color above the seating area.
Apartment in Napa Abajo
4.98 out of 5 average rating, 354 reviews

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

When is the best time to visit St. Helena?

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Avg. priceG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$20,914 GYDG$23,423 GYDG$20,914 GYDG$83,654 GYD
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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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