St. Helena holiday rentals

We found 418 holiday rentals — enter your dates for availability
Discover a selection of 64 homes and other holiday rentals in St. Helena that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – St. Helena

Showing deals for:18 Dec - 25 Dec

The cottage is in a landscaped pool courtyard across from the main house
Stroll the beautiful gardens and take in the views.
Bedroom with Vanity Table
Private patio outside kitchen door
Exceptional
(90 reviews)

Sonoma Rosso: Poolside Luxury for 2

Santa Rosa

8% off
AU$3,517
for 7 nights, 1 cottage
AU$502 per night
includes taxes & fees
Sonoma Rosso: Poolside Luxury for 2
Spiral staircase leads to downstairs bedroom & bathroom
Outdoor dining
Living area
Outdoor spa tub
Exceptional
(274 reviews)

Modern Italian Villa with Infinity Pool & Panoramic Views

Glen Ellen

8% off
AU$10,935
for 7 nights, 1 villa
AU$1,562 per night
includes taxes & fees
Modern Italian Villa with Infinity Pool & Panoramic Views
Exterior
Interior
Living area
Interior
Exceptional
(36 reviews)

Luxury Napa Valley Estate Surrounded by Vineyards

Calistoga

9% off
AU$57,913
for 7 nights, 1 home
AU$8,273 per night
includes taxes & fees
Luxury Napa Valley Estate Surrounded by Vineyards
50' Pool
Outdoor dining for lunches and long summer evening for 12 people
Living area
The lavender in July is spectacular.
Exceptional
(258 reviews)

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood

8% off
AU$17,341
for 7 nights, 1 home
AU$2,477 per night
includes taxes & fees
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Interior
Property grounds
Exterior
Exterior
Exceptional
(65 reviews)

Wine Country Retreat between Sonoma & Napa Valleys

Glen Ellen

8% off
AU$11,276
for 7 nights, 1 home
AU$1,611 per night
includes taxes & fees
Wine Country Retreat between Sonoma & Napa Valleys
Lounge chairs by pool
Living room with XL masonry fireplace
Front of house. Parking for up to 5 cars in the driveway and garage.
Al fresco dining on the back deck
Exceptional
(128 reviews)

1-acre Private Backyard with Large Pool - 20% off October Stays

Glen Ellen

24% off
AU$8,866
for 7 nights, 1 home
AU$1,267 per night
includes taxes & fees
1-acre Private Backyard with Large Pool - 20% off October Stays
outdoor seating under walnut tree
Pool
front door
Open Plan living and dining area
Exceptional
(169 reviews)

A Stylish Getaway In The Heart Of Sonoma Wine Country

Kenwood

8% off
AU$9,163
for 7 nights, 1 home
AU$1,309 per night
includes taxes & fees
A Stylish Getaway In The Heart Of Sonoma Wine Country
The property is adjacent to Beringer Vineyard's St. Helena Home Vineyard.
Stunning evening sunsets.
Formal dining room opens to outdoor living space.
Upstairs game room in the back house - great views of the vineyard and pool
Exceptional
(120 reviews)

St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001

St. Helena

8% off
AU$30,615
for 7 nights, 1 home
AU$4,374 per night
includes taxes & fees
St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001
Wine table that fits 8 people with views into both kitchen and living room.
Relax on main deck overlooking creek - direct access to living room & kitchen.
Evening shot of front of house. Motion sensor to light pathway to house.
Interior
Exceptional
(153 reviews)

Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication

Glen Ellen

8% off
AU$8,786
for 7 nights, 1 home
AU$1,255 per night
includes taxes & fees
Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication
Dinette that is ideal for morning light breakfasts
Front entry welcomes you along with radiant morning sun light
Light Filled Mid Century Modern Appointed Living Rm Perfect for Chats & Reading
Pool
Exceptional
(28 reviews)

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Santa Rosa

8% off
AU$16,917
for 7 nights, 1 home
AU$2,417 per night
includes taxes & fees
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Property grounds
Exterior detail
Interior
Living area
Exceptional
(5 reviews)

Cozy vineyard retreat walking distance to downtown St. Helena.

St. Helena

8% off
AU$6,929
for 7 nights, 1 cottage
AU$990 per night
includes taxes & fees
Cozy vineyard retreat walking distance to downtown St. Helena.
Front
Back Yard Deck
Front Yard
Living Room
Exceptional
(82 reviews)

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

Kenwood

10% off
AU$4,064
for 7 nights, 1 home
AU$581 per night
includes taxes & fees
Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries
Private kitchen
Kitchen leading to back deck, pool and guest house
Guest house
Exterior
Exceptional
(138 reviews)

Charming victorian, walking distance to downtown, restaurants, and wineries.

St. Helena

8% off
AU$13,275
for 7 nights, 1 home
AU$1,896 per night
includes taxes & fees
Charming victorian, walking distance to downtown, restaurants, and wineries.
Private kitchen
Dining
View from the front porch.
Interior
Exceptional
(160 reviews)

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

St. Helena

8% off
AU$10,190
for 7 nights, 1 home
AU$1,456 per night
includes taxes & fees
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
Pool
Property grounds
Wooden deck featuring a relaxing hot tub, bistro table with umbrella, and lounge chair, all overlooking a wooded hillside. Sliding glass doors connect to the home, creating a seamless indoor-outdoor retreat surrounded by nature
Spacious living/dining area with stone fireplace, white sofas, and a wood dining table set for entertaining. Amenities include 3 bedrooms, a pool, a hot tub, forest views, a pet-friendly policy, a workspace, a BBQ grill, and patio/balcony access
Exceptional
(10 reviews)

Wine Country Escape | Pool | Spa | Bocce | Dog OK

Glen Ellen

9% off
AU$8,825
for 7 nights, 1 home
AU$1,261 per night
includes taxes & fees
Wine Country Escape | Pool | Spa | Bocce | Dog OK
Property grounds
Outdoor seating area with barbecue and umbrella
Coffee and tea bar in the bedroom
Room
Exceptional
(13 reviews)

Stay in Glen Ellen in the heart of Sonoma best wineries.

Glen Ellen

9% off
AU$2,595
for 7 nights, 1 cottage
AU$371 per night
includes taxes & fees
Stay in Glen Ellen in the heart of Sonoma best wineries.
Front Deck view from bedroom door
Foyer
Family / Kitchen
Dining Kitchen Family Room
Exceptional
(274 reviews)

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

St. Helena

8% off
AU$18,321
for 7 nights, 1 home
AU$2,617 per night
includes taxes & fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Dining
Living area
Private kitchen
Outdoor dining
Exceptional
(44 reviews)

BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE

St. Helena

13% off
AU$10,094
for 7 nights, 1 home
AU$1,442 per night
includes taxes & fees
BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE
Living area
Terrace/patio
Exterior
Private kitchen
Exceptional
(292 reviews)

New Modern House in Sonoma Valley's Best Area

Kenwood

12% off
AU$3,585
for 7 nights, 1 home
AU$512 per night
includes taxes & fees
New Modern House in Sonoma Valley's Best Area
Living Room facing Parl and Side Creek/New Comfy Queen Sleeper Fold Out
Gas Fire Pit
Living Room with Fireplace/Wood Burning Stove
Kitchen with Dining Nook
Exceptional
(143 reviews)

The Kenwood House - A Place to Stay Your Wine Country Oasis in Sonoma Valley

Kenwood

8% off
AU$4,536
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
The Kenwood House - A Place to Stay Your Wine Country Oasis in Sonoma Valley

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to charming St. Helena

Enjoy the wineries and other features of St. Helena. Travellers especially like the restaurants, shopping and spas in this romantic and scenic city. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around St. Helena

Are you hoping to find attractions to visit during your stay? Venture out of your holiday home and experience everything that makes St. Helena a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Napa Valley Wine Train (17.2 mi / 27.6 km)
  • Beringer Vineyards (0.8 mi / 1.3 km)
  • Charles Krug Winery (1.3 mi / 2.1 km)
  • HALL St. Helena Winery (1.4 mi / 2.2 km)
  • V. Sattui Winery (1.5 mi / 2.4 km)
  • Duckhorn Vineyards (2.1 mi / 3.3 km)

Exploring the natural features in St. Helena

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, St. Helena is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Yountville Park (8.6 mi / 13.8 km)
  • French Laundry Culinary Garden (8.9 mi / 14.4 km)
  • Old Faithful Geyser of California (9.6 mi / 15.5 km)
  • Petrified Forest (9.8 mi / 15.8 km)
  • Spring Lake Park (10.5 mi / 17 km)
  • Jack London State Historic Park (11 mi / 17.7 km)

Transport options to and around St. Helena

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 18.2 mi (29.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in St Helena when booking a holiday rental?
When considering a holiday rental in St Helena, California, the downtown area comes highly recommended. This charming neighbourhood is the heart of the town, featuring a delightful mix of boutique shops, gourmet restaurants, and tasting rooms that showcase the region's renowned wines. Staying here allows you to easily access attractions such as the Culinary Institute of America, where food enthusiasts can indulge in culinary classes or enjoy fine dining experiences. Additionally, the nearby St Helena Museum offers insights into the area's rich history and culture.Another appealing option is the surrounding wine country, where numerous properties nestle amongst vineyards and rolling hills. This area not only provides stunning scenery but also grants access to various wineries that offer tastings and tours, making it superb for wine lovers. With a variety of properties available, ranging from quaint cottages to luxurious estates, you're sure to find the superb home base for your exploration of this beautiful region.
What is the most popular type of holiday rental accomodation in St Helena?
In St Helena, holiday houses are the most popular type of holiday rental, with about 224 available throughout the area. These houses are often situated in picturesque neighbourhoods, providing guests with a serene atmosphere to enjoy the stunning Napa Valley scenery. Most holiday houses feature spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for relaxing after a day of wine tasting or exploring local vineyards.Additionally, there are around 24 villas that offer a more luxurious experience, boasting amenities such as private pools, upscale furnishings, and expansive views of the surrounding landscape. For those seeking a quaint and charming stay, approximately 12 cottages are available, typically featuring unique architectural details and cosy interiors. Several apartments and condos can also be found, suiting couples or solo travellers looking for a comfortable base close to St Helena's vibrant dining and shopping scene.
Are there any family house rentals in St Helena?
In St Helena, California, families will find a variety of house rentals—approximately 43 options available throughout the area. The charming wine country setting offers a wonderful backdrop for group gatherings and family adventures. Many of these homes come equipped with spacious living areas, fully stocked kitchens great for preparing meals together, and outdoor patios or gardens where children can play and families can relax.Visitors can explore nearby attractions such as the picturesque downtown area with its boutique shops and restaurants, or indulge in wine tastings at local vineyards, which are abundant in this region. Additionally, there are opportunities for outdoor activities, including hiking in the stunning Napa Valley landscape, ensuring that families can create memorable experiences during their stay.
Can I rent a holiday home with a pool or hot tub in St Helena?
In St Helena, there are plenty of holiday homes available for rent that feature either pools or hot tubs, with around 28 options to choose from. This picturesque town, located in the heart of Napa Valley, offers a charming environment ideal for relaxation and indulgence. Many of these properties are situated in beautiful settings, often surrounded by vineyards and scenic views of the valley.Travellers can expect a range of amenities in these rentals, including private pools, hot tubs, and spacious outdoor areas great for entertaining or unwinding. Many homes come equipped with fully stocked kitchens, allowing guests to prepare meals and enjoy al fresco dining on patios or decks.
Are there pet-friendly house rentals in St Helena?
In St Helena, there are numerous pet-friendly house rentals available, with about 23 options to choose from. This charming area, located in the heart of Napa Valley, offers a variety of accommodations that often feature amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, great for a comfortable stay with your furry friend.Many of these holiday rentals are situated near local parks and vineyards, allowing for leisurely walks and scenic views. The nearby Bothe-Napa Valley State Park is a delightful spot for pet owners, offering hiking trails amidst lush greenery where pets can enjoy the outdoors. Visitors can also explore the quaint downtown area, which has pet-friendly cafes and shops that welcome four-legged companions, ideal for travellers who wish to bring their pets along.
Are there any remote work holiday rentals in St Helena?
In St Helena, California, there are numerous remote work-friendly holiday rentals available, with around 244 options to choose from. This charming area in the heart of Napa Valley offers a delightful blend of picturesque vineyards and a vibrant culinary scene, making it an appealing destination for those looking to work remotely while enjoying a scenic environment.Many of these properties are equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated workspaces, and some even provide access to printers. You can expect comfortable accommodations that often feature spacious living areas, fully equipped kitchens, and outdoor spaces great for taking breaks or enjoying the beautiful surroundings.St Helena is conveniently located near several points of interest, including renowned wineries and local restaurants, allowing you to unwind after a productive workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in St Helena?
In St Helena, popular holiday rental amenities include well-equipped kitchens ideal for those who enjoy cooking, along with inviting decks or patios superb for al fresco dining or simply soaking in the beautiful surroundings. Many properties also feature cosy fireplaces, providing a warm atmosphere during cooler evenings. Additionally, travellers can expect handy appliances like blenders for preparing smoothies or other refreshments. Onsite parking is another common amenity, ensuring convenience for guests who may be driving to the area.
When is the best time to visit St Helena for a holiday rental?
The best time to visit St Helena for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant time of year welcomes wine enthusiasts and outdoor adventurers alike, as the warm weather creates a friendly space for exploring the beautiful Napa Valley vineyards.During these summer months, you can expect pleasant temperatures ranging from 15 to 30 degrees Celsius, superb for leisurely vineyard tours, picnics, and enjoying the charming streets of St Helena. The region buzzes with activity, featuring various wine festivals and outdoor events that enhance the experience of this scenic locale.If you're looking for a more budget-friendly option, consider visiting in November. While it's quieter, this month offers a unique opportunity to witness the beauty of autumn in the vineyards, with stunning colours and fewer crowds. It's an excellent time for intimate wine tastings and enjoying the local cuisine at a more leisurely pace.
What are the top attractions in St Helena?
In St Helena, visitors can engage in the charm of California's wine country. The area is renowned for its vineyards and wineries, with many offering tastings and tours; popular options include the historic Beringer Vineyards and the picturesque Charles Krug Winery. The quaint downtown area features boutique shops and art galleries, superb for leisurely strolls and discovering local crafts.For those interested in culinary experiences, St Helena is home to several acclaimed restaurants that highlight the region's farm-to-table ethos. Additionally, the nearby Culinary Institute of America offers classes and events for food enthusiasts.Outdoor lovers can explore the scenic hiking trails in the surrounding hills, with trails like the ones at Bale Grist Mill State Historic Park providing a glimpse of the area's natural beauty and historical significance.
Are all fees included in the St. Helena holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any St. Helena holiday homes with parking?
Stayz offers a wide selection of holiday homes in St. Helena with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for St. Helena holiday homes?
You can find great discounts on holiday homes in St. Helena on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my St. Helena holiday home booking on Stayz?
To find St. Helena holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in St. Helena?
A long-stay holiday home in St. Helena is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a St. Helena holiday home?
Book your St. Helena holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in St. Helena?
Prices for holiday homes in St. Helena vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in St. Helena to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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