Villas in St. Helena

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Check prices for these dates

Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Villas in St. Helena

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (7)
"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "
$757 nightly
The price is $837
Jul 13 - Jul 14
Total includes taxes and fees
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Valley of the Moon Getaway
Outdoor dining

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (234)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway
"Wine Country Villa With Breathtaking Views"
Dining

"Wine Country Villa With Breathtaking Views"

9.4 out of 10, Exceptional, (8)
"One area of improvement, get TV's for some of the bedrooms"
"Wine Country Villa With Breathtaking Views"
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Exterior

Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

9.6 out of 10, Exceptional, (34)
"The property is ideally located and the owners are very responsive. The house is ideal for thoseseeking a rustic retreat."
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (45)
"Exactly as described and pictured - beautiful property, clean, quiet, comfortable bedding, updated throughout. Gem!"
$2,227 nightly
The price is $2,525
Jul 8 - Jul 9
Total includes taxes and fees
Luxury Napa Estate With Pool/Hot-tub/Concierge
Luxury ⭐ Pool ⭐ Hot Tub ⭐ Wine Country Views
Fridge, microwave, oven, stovetop

Luxury ⭐ Pool ⭐ Hot Tub ⭐ Wine Country Views

10.0 out of 10, Exceptional, (47)
"Great property, good location, great communication with the house owner. We would stay there again in a minute!!"
Luxury ⭐ Pool ⭐ Hot Tub ⭐ Wine Country Views
Upscale Rustic Tuscan Villa with Pool in Wine Country
Outdoor pool, a heated pool

Upscale Rustic Tuscan Villa with Pool in Wine Country

10.0 out of 10, Exceptional, (2)
"Beautiful property! "
Upscale Rustic Tuscan Villa with Pool in Wine Country
Yount Ridge Estate, Yountville CA
Terrace/patio

Yount Ridge Estate, Yountville CA

10.0 out of 10, Exceptional, (21)
"This place is great for couples enjoying the Napa valley, each bedroom has its own bathroom. The location and views are incredible"
Yount Ridge Estate, Yountville CA
Syrah by AvantStay | Hilltop Haven in Sonoma | Private Pool + Patio
An infinity pool, sun loungers

Syrah by AvantStay | Hilltop Haven in Sonoma | Private Pool + Patio

9.8 out of 10, Exceptional, (16)
"The house was great. The pictures don't do it justice. We had a small plumbing issue that was taken care of next day with great communication. 8 of us stayed there very comfortably. Would highly recommend this house. "
Syrah by AvantStay | Hilltop Haven in Sonoma | Private Pool + Patio
Villa Terra Bella, by Vinifera Homes
Outdoor pool

Villa Terra Bella, by Vinifera Homes

10.0 out of 10, Exceptional, (1)
"Property was ginormous. We had such a lo y time celebrating my sone SSU gradution with some of my siblings and nieces. I would definitely stay again with a large group. Host was extremely accommodating!!!"
Villa Terra Bella, by Vinifera Homes
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Pool

Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna

9.6 out of 10, Exceptional, (21)
"Great stay! Plenty of space, activities, cooking necessities and convenience. Hosts were incredibly responsive and open to requests."
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Resort Type Villa, 50' Infinity Pool, Views, Zen-Like Gardens
Outdoor pool, an infinity pool, sun loungers

Resort Type Villa, 50' Infinity Pool, Views, Zen-Like Gardens

10.0 out of 10, Exceptional, (16)
"A tremendous location! Such a beautiful property. We really enjoyed our stay."
Resort Type Villa, 50' Infinity Pool, Views, Zen-Like Gardens
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Interior

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

9.4 out of 10, Exceptional, (24)
"Very clean and comfortable stay. "
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Pool

Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior

10.0 out of 10, Exceptional, (3)
"The house was amazing, a little far of a drive but well worth it"
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior
Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio
Outdoor pool

Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio

4.0 star property
6.0 out of 10, (1)
"It is a very nice house, with comfortable beds and kitchen utensils and internet. Personally, I did not like the road to get to the house, it is a one-way climb where if you are not careful and are not a good pilot you can fall into the void. There are no curtains in the common areas, so anyone can see you from outside at night. What I found no less important is that there was no hot water for showering, it was barely lukewarm, and the shower in the main room was not very clean. For everything...
Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio
Villa Colibri, by Vinifera Homes
Dining

Villa Colibri, by Vinifera Homes

10.0 out of 10, Exceptional, (2)
"This is certainly a place I would love to go back. It would make more sense and enjoyable with a larger group in this property due to the size of it. I would definitely plan to be here longer and not just few days. "
Villa Colibri, by Vinifera Homes
Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!
Smart TV, fireplace, offices

Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!

8.8 out of 10, Excellent, (13)
"My family had a great time here! The kitchen was well-stocked, the beds were clean and comfortable, and there was plenty to keep us occupied while staying here. There’s a great selection of games and books for a variety of ages and interests. My kids and their cousins really enjoyed the hot tub and the bocce court. The hot tub controls took a bit to understand as did the fireplace remote but we were finally able to figure it out. We had some issues with a broken drawer and cabinet but we had a...
Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!
##Wine Country Villa With Breathtaking Views!!
Exterior

##Wine Country Villa With Breathtaking Views!!

9.8 out of 10, Exceptional, (45)
"This was a perfect place to have home base for a weekend of wine tasting in the valley."
##Wine Country Villa With Breathtaking Views!!
Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard
Pool

Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard

10.0 out of 10, Exceptional, (21)
"Beautiful home great outdoors for 2 families"
Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard
Boutique Compound on Private Vineyard, Complete with Guest House
Terrace/patio

Boutique Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (82)
"Such a peaceful stay and the perfect get away for 3 ladies! We loved the home and outdoor setting! Can’t wait to return!"
Boutique Compound on Private Vineyard, Complete with Guest House
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.
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Frequently asked questions

How much do villas in St. Helena cost?
You can expect to pay between $837 and $2,525 per night for villas in St. Helena. No matter your budget, a fantastic stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in St. Helena?
Make use of your vacation days and choose from 68 villas in St. Helena. For a family vacation, a couple's getaway or anything in between, Expedia can help you find the ideal place in a few simple clicks.
Are there any family-friendly villas in St. Helena?
Book in to Vineyard Villa and make your escape to St. Helena a time to remember. This family-friendly villa has a 4-star rating and conveniences including WiFi and a picnic area. Once you've checked in and dropped off your things, there's a host of family-friendly attractions to see in and around St. Helena. Sharpsteen Museum and Bothe-Napa Valley State Park promise fun for young and old.