St. Helena Vacation Rentals

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Vacation Rentals in St. Helena

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

10.0 out of 10, Exceptional, (245)
"Loved the house and location! "
$1,934 nightly
The price is $2,189
Nov 2 - Nov 3
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

RiverPointe Napa Valley Resort

3.0 star property
8.8 out of 10, Excellent, (1324)
"The trail nearby along the river was nice. "
$132 nightly
The price is $148
Oct 5 - Oct 6
Total with taxes and fees
RiverPointe Napa Valley Resort

The Napa Residences

5.0 star property
8.8 out of 10, Excellent, (3)
"Very responsive, easy to check in and beautiful view of the golf course. We enjoyed our stay!"
$346 nightly
The price is $401
Oct 5 - Oct 6
Total with taxes and fees
The Napa Residences

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (66)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (132)
"Cozy Location for a Corporate retreat!"
$2,918 nightly
The price is $3,284
Oct 10 - Oct 11
Total with taxes and fees
Casa Bella Estate in Wine Country w/ New Pool!

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (88)
"We enjoyed staying in your Cuneo Cottage. Loved the history and pictures throughout the house and the proximity to the Plaza, hiking trail and Sebastiani Winery!! "
$734 nightly
The price is $826
Oct 24 - Oct 25
Total with taxes and fees
Historic Cuneo Cottage Downtown Sonoma

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
$194 nightly
The price is $216
Oct 5 - Oct 6
Total with taxes and fees
Backyard Garden Oasis

Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

10.0 out of 10, Exceptional, (9)
"The property was great for a decent sized group! Nicely located and provided excellent space and amenities."
$1,515 nightly
The price is $1,515
Oct 15 - Oct 16
Total with taxes and fees
Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

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

10.0 out of 10, Exceptional, (238)
"Truly one of the best rentals I’ve ever stayed in. The host is super responsive and easy to work with, the house is great and the views/outdoor space are absolutely incredible. Would love to return in the future! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms

10.0 out of 10, Exceptional, (4)
"Great space with fun backyard area for cornhole, jacuzzi and a place to sit!"
$1,196 nightly
The price is $1,196
Oct 7 - Oct 8
Total with taxes and fees
Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms

Sonoma Luxury, Enchanting Sonoma Home, Walkable to the Square, Sleeps 10

9.8 out of 10, Exceptional, (155)
"Beautiful property in a good location not far from Sonoma Square. Our friends really enjoyed staying there !"
Sonoma Luxury, Enchanting Sonoma Home, Walkable to the Square, Sleeps 10

VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

9.8 out of 10, Exceptional, (392)
"We had an amazing stay- beautiful outdoor space and a great location. Would stay again!"
VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (203)
"Stunning home on a beautiful property. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (26)
"Great cottage near downtown. "
$340 nightly
The price is $408
Nov 2 - Nov 3
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

10.0 out of 10, Exceptional, (12)
"Beautiful homeSpacious Well appointedVery comfortable beds"
$816 nightly
The price is $902
Oct 6 - Oct 7
Total with taxes and fees
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

9.8 out of 10, Exceptional, (132)
"The overall property was great! Owner was very responsive and helpful. The property was clean and had a lot of great amenities. "
Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (33)
"The house is really beautiful and is very well maintained. Jess the host was always very nice and answered all our questions on time. We took our chef and it was a great experiencia over all.Spectacular property!"
Luxury Napa Valley Estate Surrounded by Vineyards

2 bed I Silverado Resort & Spa in Napa - Wine Town

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful property"
$287 nightly
The price is $287
Oct 5 - Oct 6
Total with taxes and fees
2 bed I Silverado Resort & Spa in Napa - Wine Town

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (190)
"We had a wonderful stay.Hosts were lovely and extremely responsive to our needs. "
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (110)
"Perfectly stocked house, beautiful outdoor area, just a couple of blocks from downtown Sonoma"
$1,267 nightly
The price is $1,400
Oct 5 - Oct 6
Total with taxes and fees
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA
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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Top St. Helena Hotel Reviews

Find out more about St. Helena

Find out more about St. Helena

Everything you need to know about St. Helena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St. Helena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Helena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Helena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Helena. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit St. Helena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Helena rentals

At Expedia, we put the best St. Helena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top St. Helena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Helena vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Helena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in St. Helena?

Yes, we give you a choice of vacation rentals close to top sights in St. Helena, or you can select a more remote option if you're looking for relaxation. Our travelers say St. Helena has a good selection of wineries and top-notch restaurants. Leave some time to check out the shops and spas during your trip.

What are some of the best vacation home rentals that St. Helena has to offer?

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This highly rated vacation home rental in St. Helena is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in St. Helena?

Expedia has 60 vacation rentals for your stay in St. Helena.

What can I see and do in St. Helena?

Cultural attractions include The Christopher Hill Gallery and Cameo Cinema, whereas Napa River is one spot to enjoy nature. Beringer Vineyards and Charles Krug Winery are other places to visit while you're in town.

What are vacation rentals like in St. Helena?

Vacation rentals are private properties you can reserve for a couple days or more in St. Helena. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family getaway.