Holiday Rentals in St. Helena, CA

70 available vacation rental offers

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St. Helena, CA holiday rentals
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Best Holiday rentals and Airbnb offers in St. Helena, CA

Best family friendly St. Helena, CA holiday rentals

Among the 70 accommodations in St. Helena, CA, here are the 4 best family friendly rentals

Spacious Kenwood Home In The Hills By Wineries - St. Helena, CA
10 8 reviews
St. Helena, CA
10/07 – 13/07
SG$1081/nighttotal: SG$3243 (3 )

Spacious Kenwood Home In The Hills By Wineries

1 2
apartment , Kenwood
This apartment is situated in Kenwood, just a short drive from the heart of California wine country, with wineries, restaurants, and hiking trails within easy reach. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers seeking a peaceful escape.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment is equipped with a range of amenities, including a well-equipped kitchen, air conditioning, parking, and internet access. Guests can enjoy the secluded setting, explore the nearby Sugarloaf Ridge State Park, and take advantage of the proximity to the Pacific Ocean and redwood forests.
Hilltop Wine Country Getaway W/ Views & State Park - St. Helena, CA
10 11 reviews
St. Helena, CA
10/07 – 13/07
SG$1076/nighttotal: SG$3228 (3 )

Hilltop Wine Country Getaway W/ Views & State Park

1 2
chalet , Kenwood
This chalet is situated on a hilltop in Kenwood, offering stunning mountain views and easy access to Sugarloaf Ridge State Park, wineries, restaurants, and hiking trails. It has received excellent user ratings for cleanliness and location, and a very good rating overall.
The chalet comfortably accommodates up to eight guests across three bedrooms and two and a half bathrooms. Guests can enjoy a gourmet kitchen with a Breville Barista Espresso machine, plush towels, Riedel stemware, and other thoughtful amenities.
Napa Valley Wine Country Retreat - Pavel Vineyard - St. Helena, CA
St. Helena, CA
10/07 – 13/07
SG$5257/nighttotal: SG$15771 (3 )

Napa Valley Wine Country Retreat - Pavel Vineyard

1 2
apartment , Calistoga
This charming four-bedroom property is located on the valley floor of Calistoga, just a short drive from the town centre and its restaurants, shops, and wineries. The surrounding area offers a peaceful and tranquil setting, ideal for a relaxing getaway.
The property comprises a main house and a separate cottage, providing flexible accommodation for up to eight guests. Amenities include a private pool, a garden, and a fully equipped kitchen, ensuring a comfortable stay.
Spacious Country House In Sonoma Next To Sugarloaf State Park And Wineries - St. Helena, CA
9.6 4 reviews
St. Helena, CA
27/06 – 04/07
SG$867/nighttotal: SG$6069 (7 )

Spacious Country House In Sonoma Next To Sugarloaf State Park And Wineries

3 2
apartment , Kenwood
This Sonoma County holiday home is situated in the hills near Kenwood, a few kilometres from Sugarloaf Ridge State Park and a short drive from local wineries and restaurants.
The three-bedroom, three-bathroom property sleeps six guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, parking, internet access, and multiple outdoor entertaining areas; enjoy easy access to hiking trails and proximity to Castello di Amorosa and Calistoga Hot Springs.

Best St. Helena, CA holiday rentals with parking

Elegant Cobb House W/ Spa | Pond | Chef Kitchen - St. Helena, CA
St. Helena, CA
27/06 – 04/07
SG$848/nighttotal: SG$5936 (7 )

Elegant Cobb House W/ Spa | Pond | Chef Kitchen

2 2
apartment , Kenwood
This Kenwood flat is located within a 7-minute walk of Ledson Winery and Vineyards and a 6-minute drive from Oakmont Golf Club.
This 227 square meter residence offers accommodation for up to six guests with two bedrooms and two bathrooms, featuring a jacuzzi, spa, garden, balcony, Wi-Fi, and a well-equipped kitchen.
Stunning Tuscan House In The Heart Of Sonoma's Wine Country - St. Helena, CA
10 143 reviews
St. Helena, CA
27/06 – 04/07
SG$637/nighttotal: SG$4459 (7 )

Stunning Tuscan House In The Heart Of Sonoma's Wine Country

1 2
cottage , Glen Ellen
This charming cottage is located in rural Glen Ellen, just 5 kilometres from Jack London Village, Benziger Family Winery, and Jack London State Historic Park, offering a peaceful retreat close to popular attractions. It has received excellent user ratings, ensuring a comfortable and enjoyable stay.
The cottage spans 135 square metres and comfortably accommodates two guests in one bedroom and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private balcony, a spa, and a fireplace, perfect for relaxing and enjoying the beautiful surroundings.
St. Helena Property In The Heart Of Wine Country - St. Helena, CA
St. Helena, CA
05/07 – 03/10
SG$494/nighttotal: SG$44460 (90 )

St. Helena Property In The Heart Of Wine Country

4 1
apartment , St. Helena
This St Helena holiday home, a short walk from the town centre, offers easy access to restaurants, shops, and wine tasting rooms, and is conveniently located near Castello di Amorosa and Calistoga Hot Springs.
The four-bedroom, five-bathroom property sleeps six guests and boasts two master suites with en-suite bathrooms, a gourmet kitchen with a large island, a workout room, a wine cellar, and distributed audio throughout; nearby attractions include Calistoga Spit N' Cycle and the Napa County Fairgrounds.
Napa Valley Vineyard Estate With Stunning Views - St. Helena, CA
St. Helena, CA
27/06 – 04/07
SG$3503/nighttotal: SG$24521 (7 )

Napa Valley Vineyard Estate With Stunning Views

1 10
apartment , Deer Park
This luxurious Spanish-style villa is situated in St Helena, Napa Valley, California, close to Castello di Amorosa and Calistoga Hot Springs, offering easy access to Napa Valley wine tours and tastings.
This 0.8-hectare property boasts eight opulent bedrooms, eight bathrooms, and can accommodate up to 16 guests, featuring a gourmet indoor kitchen, an outdoor kitchen with a pizza oven, multiple patios, and a grand library; on-site catering is available.

Frequently asked questions about holiday rentals in St. Helena, CA

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Best St. Helena, CA holiday rentals with a balcony

Luxury Napa Valley Estate Surrounded By Vineyards - St. Helena, CA
9.8 33 reviews
St. Helena, CA
10/07 – 13/07
SG$10628/nighttotal: SG$31884 (3 )

Luxury Napa Valley Estate Surrounded By Vineyards

10 2
apartment , Calistoga
This luxurious property is situated in Calistoga, just a short drive from the renowned Calistoga Hot Springs and Castello di Amorosa, offering a tranquil escape in the heart of wine country. It has received excellent user ratings, making it a popular choice for travellers seeking a memorable stay.
This spacious home spans 1,161 square metres and comfortably accommodates up to 20 guests, providing ample room for families and groups. The property offers a wide array of amenities, including a heated saltwater pool, spa, a 15-seat theatre/media room, a 750-bottle wine storage, a private gym, a pool table and game room, a bocce ball court, and a complete outdoor kitchen with a wood-fired pizza oven, ensuring a luxurious and entertaining stay.
Glen Ellen Dog-friendly Hillside Retreat With Hot Tub & Valley Views - St. Helena, CA
9.6 7 reviews
St. Helena, CA
27/06 – 04/07
SG$1351/nighttotal: SG$9457 (7 )

Glen Ellen Dog-friendly Hillside Retreat With Hot Tub & Valley Views

4 2
apartment , Glen Ellen
This contemporary residence in Glen Ellen's city centre offers panoramic mountain and valley vistas, situated 1 kilometre from Jack London State Historic Park and 400 metres from Glen Ellen Star.
This 208-square-metre house, accommodating up to 8 guests, features 4 bedrooms, 3 bathrooms, a private hot tub, a Tesla solar roof, and is conveniently located within 800 metres of Benziger Family Winery.
Boutique Compound On Private Vineyard, Complete With Guest House - St. Helena, CA
10 89 reviews
St. Helena, CA
27/06 – 04/07
SG$1198/nighttotal: SG$8386 (7 )

Boutique Compound On Private Vineyard, Complete With Guest House

3 2
house , Calistoga
This Calistoga mountain villa is situated 0.6km from Bothe-Napa Valley State Park and within 10km of Spring Mountain Vineyard and Sugarloaf Ridge State Park, offering easy access to hiking trails and renowned wineries.
The four-bedroom, three-bathroom property sleeps seven guests and features a fully equipped kitchen with fridge, microwave, and dishwasher, a terrace, garden, parking, air conditioning, and a fireplace; enjoy outdoor barbecues and explore nearby outdoor recreation opportunities.
Charming Farm House Downtown St. Helena!  3bedrooms/3baths\npermit # Pl24-042\n\n\n\n - St. Helena, CA
10 119 reviews
St. Helena, CA
10/07 – 13/07
SG$2465/nighttotal: SG$7395 (3 )

Charming Farm House Downtown St. Helena! 3bedrooms/3baths\npermit # Pl24-042\n\n\n\n

3 2
farm , St. Helena
This charming farmhouse is located in St. Helena, just a short walk from the Cameo Cinema and Robert Louis Stevenson Museum, and within a 15-minute drive of Merryvale and Beringer Vineyards. The property enjoys a peaceful rural setting amidst vineyards, offering a tranquil escape from the hustle and bustle of city life. The gîte has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The 242 square metre farmhouse can accommodate up to six guests in its three bedrooms and three bathrooms. The property features a well-equipped kitchen, a terrace, a garden, a fitness centre, a tennis court, and parking, as well as air conditioning and housekeeping services available upon request.

Best pet friendly St. Helena, CA holiday rentals

Among the 70 accommodations in St. Helena, CA, here are the 4 best pet friendly rentals

St Helena~ Blair Spangler Design - St. Helena, CA
10 7 reviews
St. Helena, CA
10/07 – 13/07
SG$10245/nighttotal: SG$30735 (3 )

St Helena~ Blair Spangler Design

1 2
apartment , St. Helena
This luxurious St Helena multi-property residence, available via Airbnb, offers 16 guests access to a range of accommodation options, boasting 15 bathrooms and a host of amenities including a swimming pool, jacuzzi, and fully equipped kitchens.
The property, encompassing two separate locations (precise addresses unavailable), provides five-star hotel service, a dedicated concierge for bespoke itineraries, and ample parking, promising an exceptional St Helena stay.
Wine Country Creekside Cottage Bridge & Day Studio - St. Helena, CA
10 4 reviews
St. Helena, CA
10/07 – 13/07
SG$699/nighttotal: SG$2097 (3 )

Wine Country Creekside Cottage Bridge & Day Studio

1 2
apartment , Kenwood
This Kenwood studio is situated in the heart of Sonoma Valley Wine Country, offering direct access to nature with the soothing sounds of a creek and private bridge access to a separate one-bedroom cottage, all within a short drive of renowned wineries and local eateries.
This accommodation, ideal for couples or solo travellers seeking serenity, features a private studio space for reading, yoga, or remote work, air conditioning, a jacuzzi, and capacity for up to four guests, with a kitchen equipped with a fridge, freezer, microwave, and dishwasher.
Four Seasons Resort Napa Valley - St. Helena, CA
9.0 283 reviews
St. Helena, CA
27/06 – 04/07
SG$13370/nighttotal: SG$93590 (7 )

Four Seasons Resort Napa Valley

5 10
resort , Calistoga
The Four Seasons Resort Napa Valley is located in Calistoga, just a short drive from the Old Faithful Geyser of California and Napa Valley Wine Train, making it a perfect base for exploring the area's natural beauty and renowned wineries. The resort has received consistently high ratings for its location, cleanliness, and overall experience.
The hotel offers a range of spacious and comfortable rooms and suites, each with a private balcony or terrace. Guests can enjoy a variety of amenities, including an outdoor swimming pool, a hot tub, a fitness centre, a spa, and a restaurant serving both Mexican and local cuisine.
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed - St. Helena, CA
9.8 40 reviews
St. Helena, CA
27/06 – 04/07
SG$689/nighttotal: SG$4823 (7 )

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

1 2
cottage , Calistoga
This charming cottage is located in Calistoga, just a 6-minute walk from Calistoga Hot Springs and a 9-minute walk from the Napa River. The area is peaceful and offers easy access to the town's attractions.
This pet-friendly property is a 46-square-metre one-bedroom dwelling with a capacity of 3 guests. It comes with a range of amenities, including a garden, a hot tub, a terrace, air conditioning, Wi-Fi, and a fully equipped kitchen.
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