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Search Holiday Rentals in St. Helena

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Top Holiday Rentals in St. Helena

Newly Renovated Tuscan Guest House on Secluded Private Vineyard

Newly Renovated Tuscan Guest House on Secluded Private Vineyard

4016 Spring Mountain Rd, St. Helena, CA
Situated in the mountains, this holiday home is 0.4 mi (0.7 km) from Bothe-Napa State Park and within 6 miles (10 km) of Sugarloaf Ridge State Park and Beringer ...
4.9/5Exceptional! (72 reviews)
Napa getaway
"We completely enjoyed our stay at this property. Just as we had hope, perfect tranquil get a way."

Reviewed on 21 Jul 2021

Newly Renovated Tuscan Guest House on Secluded Private Vineyard
Modern Villa On Private Vineyard, Perfect For Family Or Couples To Share

Modern Villa On Private Vineyard, Perfect For Family Or Couples To Share

4016 Spring Mountain Road, St. Helena, CA
Situated in the mountains, this villa is 0.4 mi (0.7 km) from Bothe-Napa State Park and within 6 miles (10 km) of Sugarloaf Ridge State Park and Beringer Vineyard. ...
5/5Exceptional! (46 reviews)
Spring Mountain Paradise
"If you’re dreaming of a Tuscan experience, you've found the perfect home and setting without the long flight. The amenities and ambiance are beyond compare to other Napa Valley properties that we have stayed in. You are literally in the vineyards with short walks to some amazing wine makers for tastings. ..."

Reviewed on 30 Jun 2021

Modern Villa On Private Vineyard, Perfect For Family Or Couples To Share
Beautiful Wine Country Vacation Home - St. Helena Permit #2012-34

Beautiful Wine Country Vacation Home - St. Helena Permit #2012-34

1025 Pratt Avenue, St. Helena, CA
This family-friendly St. Helena holiday home is within a 5-minute walk of I. Wolk Gallery, Robert Louis Stevenson Museum and The Christopher Hill Gallery. V. ...
5/5Exceptional! (53 reviews)
Fantastic Family Getaway.
"This is a wonderful house to stay in while enjoying all that St Helena and Napa have to offer. This is our second time staying in this house, it is the perfect house for large groups! We had so much fun cooking together and gathering in the kitchen and family room. The patio is a perfect place to ..."

Reviewed on 15 Jul 2021

Beautiful Wine Country Vacation Home - St. Helena Permit #2012-34
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Walk to Restaurants, Wineries and More

Walk to Restaurants, Wineries and More

980 Allison Ave, St. Helena, CA
Situated in St. Helena, this holiday home is 0.3 mi (0.5 km) from Merryvale Vineyards and 1.6 mi (2.6 km) from V. Sattui. The Christopher Hill Gallery and I. ...
4.9/5Exceptional! (68 reviews)
Perfect St. Helena Site!
"This property was perfect for 3 couples in the same family. 3 bedrooms with 2 1/2 baths. Comfortable living & kitchen area. A garage for the car. Best of all…within walking distance to downtown and many restaurants. The owners and property management were great to work with. We will visit again!"

Reviewed on 26 Jul 2021

Walk to Restaurants, Wineries and More
Napa Valley Hideaway; Quiet Setting in St. Helena, the Heart of the Wine Country

Napa Valley Hideaway; Quiet Setting in St. Helena, the Heart of the Wine Country

1670 Spring St, St. Helena, CA
This family-friendly St. Helena holiday home is located in a rural location, within a 15-minute walk of The Christopher Hill Gallery, Robert Louis Stevenson ...
4.8/5Exceptional! (36 reviews)
Our stay at the hideaway
"The location was excellent and very central for a visit to the Napa valley. We found the house to be very comfortable, the property was quiet (which we very much liked) and it was well furnished, especially the kitchen. It was also very easy to communicate with the property manager, he was helpful ..."

Reviewed on 19 Jul 2021

Napa Valley Hideaway; Quiet Setting in St. Helena, the Heart of the Wine Country
Downtown St. Helena Retreat With Pool, Bocce Ball and Privacy. Permit #pl19012

Downtown St. Helena Retreat With Pool, Bocce Ball and Privacy. Permit #pl19012

1732 Main Street, St. Helena, CA
Located in the centre of St. Helena, this family-friendly holiday home is within a 10-minute walk of Beringer Vineyard, I. Wolk Gallery and The Christopher Hill ...
4.9/5Exceptional! (28 reviews)
First trip to Napa with the whole family
"We brought our 20 something kids and one significant other to Napa for the first time. The property was in a perfect location and very comfortable. The pool and bocce ball court added to the fun and relaxing atmosphere. Communication with the owners was easy. Highly recommend!"

Reviewed on 12 Jun 2021

Downtown St. Helena Retreat With Pool, Bocce Ball and Privacy. Permit #pl19012
The St. Helena House - Within Walking Distance To Downtown

The St. Helena House - Within Walking Distance To Downtown

2150 Spring Mountain Road, St. Helena, CA
This family-friendly St. Helena holiday home is located in a rural location, within 1 mi (2 km) of Beringer Vineyard, Robert Louis Stevenson Museum and Culinary ...
5/5Exceptional! (97 reviews)
Beautiful property
"This old farm house is beautifully renovated. The grounds are immaculate. Lovely areas outside to sit in the shade and enjoy the scenery and birds. Easy walking through neighborhoods and to town. The host provided lots of information on the area and was very kind and responsive. Beds are comfy and ..."

Reviewed on 21 Jul 2021

The St. Helena House - Within Walking Distance To Downtown
Gorgeous Studio Loft With a Steam Bath

Gorgeous Studio Loft With a Steam Bath

St. Helena, CA
Located in the heart of St. Helena, this apartment building is 0.2 mi (0.3 km) from I. Wolk Gallery and 1.8 mi (3 km) from V. Sattui. The Christopher Hill Gallery ...
4.9/5Exceptional! (14 reviews)
Loved it again
"2nd visit to the property, looking forward to our third."

Reviewed on 14 Jul 2021

Gorgeous Studio Loft With a Steam Bath
Private Gated Villa With Heated Pool and Stunning Grounds Overlooking Vineyards

Private Gated Villa With Heated Pool and Stunning Grounds Overlooking Vineyards

3594 Silverado Trail, St. Helena, CA
Situated in St. Helena, this villa is 1.5 mi (2.4 km) from Bothe-Napa State Park and 2.8 mi (4.5 km) from Castello di Amorosa. Bale Grist Mill State Historic ...
4.9/5Exceptional! (12 reviews)
Perfect Spot for a Family Reunion or Gathering of Friends
"This property is beautiful and has everything you need for a wonderful gathering of 12. The outdoor space is spectacular, with a wonderful view, fabulous infinity pool, fire pit, shaded eating spot, wonderful bbq and pizza oven area, and a grassy area for yoga or cornhole! It even has an electric ..."

Reviewed on 16 Jun 2021

Private Gated Villa With Heated Pool and Stunning Grounds Overlooking Vineyards
1 Block To St. Helena Main Street Shops/gym+ Avail June 18-22

1 Block To St. Helena Main Street Shops/gym+ Avail June 18-22

940 Brown Street, St. Helena, CA
Located in the centre of St. Helena, this family-friendly holiday home is within a 10-minute walk of Merryvale Vineyards and The Christopher Hill Gallery. V. ...
5/5Exceptional! (105 reviews)
Summer Stay
"The house is beautiful and in a perfect location. Was so nice to spend time with our family outside during the evenings. Comfortable rooms and great bathrooms also. Just a nice property!"

Reviewed on 26 Jul 2021

1 Block To St. Helena Main Street Shops/gym+ Avail June 18-22
Estate Above the Clouds

Estate Above the Clouds

4040 spring mountain road, St. Helena, CA
Situated in St. Helena, this property is 0.1 mi (0.2 km) from Bothe-Napa State Park and within 6 miles (10 km) of Sugarloaf Ridge State Park and Beringer Vineyard. ...
Estate Above the Clouds
Casa Cabernet- A Rare Find Amongst THE Vines IN Napa Valley Wine Country-monthly

Casa Cabernet- A Rare Find Amongst THE Vines IN Napa Valley Wine Country-monthly

1651 Cabernet Lane, St. Helena, CA
Located in the heart of St. Helena, this historic holiday home is 1.1 mi (1.8 km) from Whitehall Lane Winery and 1.5 mi (2.4 km) from V. Sattui. Louis M. Martini ...
5/5Exceptional! (5 reviews)
Rural reverie
"If you're looking for a charming cottage surrounded by vineyards on all sides for as far as the eye can see in the heart of the Napa valley, Casa Cabernet is your destination. Gaye is the consummate host who proactively sees to all your needs from inviting you to pick whatever you want from her extensive ..."

Reviewed on 24 Sep 2019

Casa Cabernet- A Rare Find Amongst THE Vines IN Napa Valley Wine Country-monthly
Remodeled St. Helena Gem - Pool and Pool House

Remodeled St. Helena Gem - Pool and Pool House

1545 Madrona Ave, St. Helena, CA
Situated in St. Helena, this holiday home is 0.5 mi (0.8 km) from I. Wolk Gallery and 2.2 mi (3.5 km) from V. Sattui. The Christopher Hill Gallery and Beringer ...
5/5Exceptional! (1 review)
Madrona Blu
"Property was lovely and exceptionally private considering "in-town" location. The pool and pool house was very nice on the hot days. Quick walking distance to Main Street, great restaurants, shopping and wineries."

Reviewed on 20 Jul 2021

Remodeled St. Helena Gem - Pool and Pool House
Wine Country Estate Home With Pool

Wine Country Estate Home With Pool

800 Zinfandel Ln, St. Helena, CA
Situated in St. Helena, this holiday home is within 1 mi (2 km) of Whitehall Lane Winery and V. Sattui. Flora Springs Winery and HALL St. Helena Winery are also ...
Wine Country Estate Home With Pool
7 Minute Drive/5 Miles to Saint Helena

7 Minute Drive/5 Miles to Saint Helena

601 Rossi Rd, St. Helena, CA
Situated in St. Helena, this holiday home is 2.7 mi (4.4 km) from Heitz Wine Cellar and within 6 miles (10 km) of V. Sattui and Christopher Hill Gallery. Merryvale ...
5/5Exceptional! (12 reviews)
Perfect Girls Weekend
"This was the perfect house for a Girls Weekend! If you are looking for something quiet, clean and close to wineries, this is it. There are so many nice touches (well stocked kitchen, beautiful soaps, clean sheets & towels, everything labeled) that make it so easy to relax and unwind."

Reviewed on 27 Jul 2021

7 Minute Drive/5 Miles to Saint Helena
Charming St Helena- Walk to Town

Charming St Helena- Walk to Town

751 Granada Ct, St. Helena, CA
Situated in St. Helena, this holiday home is 0.4 mi (0.7 km) from Merryvale Vineyards and 1.7 mi (2.7 km) from V. Sattui. The Christopher Hill Gallery and I. ...
Charming St Helena- Walk to Town
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in St. Helena you may be interested in

Harvest Inn

Harvest Inn

4.5 out of 5
One Main St, St. Helena, CA
Fully refundableReserve now, pay when you stay
The price is £372 per night from 2 Aug to 2 Aug
Harvest Inn
Rancho Caymus Inn

Rancho Caymus Inn

4.5 out of 5
1140 Rutherford Rd., St. Helena, CA
Fully refundableReserve now, pay when you stay
The price is £323 per night from 18 Aug to 18 Aug
Rancho Caymus Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choosing the perfect St. Helena rental

Instead of staying at a crowded hotel, book your holiday rental at a private residence for more personal space.

This scenery location appeals to dining, romantic, and shopping, but all visitors will be charmed by its unique features. Families will find plenty of fun activities in the area, including tours. Grown-ups might appreciate the winery in town, and maybe find some time for spa.

Dining in St. Helena

St. Helena is praised for its dining, cafés, and cheese. If you'd rather eat in, that's simple too, since most holiday rentals come with full-size kitchens.

Sightseeing around St. Helena

One of the top sights in St. Helena is V. Sattui. If your holiday agenda includes shopping, consider a trip to Bottaga Restaurant and V Marketplace. Unwind in the green spaces with stops at Quarryhill Botanical Garden and Old Faithful Geyser of California. For more things to do, spend the day at Beringer Vineyard or Louis M. Martini Winery.

Booking your rental on Expedia

Book your holiday rental in St. Helena easily and safely on Expedia. We can help you contact the property owner directly to make any special arrangements. You're sure to have a memorable trip with the convenience of a short-term rental.

Frequently asked questions