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St. Helena Vacation Rentals

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Vacation Rentals in St. Helena

Vacation Home in St Helena

10.0 out of 10, Exceptional, (250)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveler
$1,934 nightly
The price is $2,189
Nov 20 - Nov 21
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Vacation Home in St. Helena

Luxury Italian Wine Villa l Napa

Condo in Stonehouse

3.0 star property
8.8 out of 10, Excellent, (1345)
"A great place to stay"
United States
Debra
$142 nightly
The price is $159
Nov 20 - Nov 21
Total with taxes and fees
RiverPointe Napa Valley Resort

Aparthotel in Napa

5.0 star property
8.4 out of 10, Very Good, (6)
"Very responsive, easy to check in and beautiful view of the golf course. We enjoyed our stay!"
United States
Thomas
$390 nightly
The price is $448
Nov 30 - Dec 1
Total with taxes and fees
The Napa Residences

Vacation Home in Glen Ellen

9.8 out of 10, Exceptional, (92)
"Fabulous location perched on the mountaintop. Home is modern and clean and has everything we needed to cook and enjoy our stay. Could not have been better! "
United States
Courtney S.
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Vacation Home in Shurtleff

10.0 out of 10, Exceptional, (11)
"The place was perfect! Lovely rooms, great amenities, and Daniel was very accommodating to our group. Our group was fairly big and the place was a good size for us to make use of the kitchen and common spaces."
United States
Lauren
$1,525 nightly
The price is $1,525
Nov 20 - Nov 21
Total with taxes and fees
Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

Vacation Home in Napa

9.8 out of 10, Exceptional, (395)
"Great location and nothing better than waking up to hot air balloons floating over the house "
United States
Tony D.
VINEYARD VIEW HOT TUB PERFECT LOCATION FOR WINE TASTING AND GREAT RESTAURANTS

Vacation Home in Sonoma

9.4 out of 10, Exceptional, (92)
"Great location, huge backyard with lots of seating options!"
United States
Adrienne B.
Historic Cuneo Cottage Downtown Sonoma

Vacation Home in Kenwood

9.6 out of 10, Exceptional, (135)
"Lovely property. Pool was perfect for families with small children. Outdoor amenities are first rate. Comfortable bedding, well-equipped kitchen. Perfect setting for a large family gathering."
United States
Nita R.
$3,069 nightly
The price is $3,435
Nov 29 - Nov 30
Total with taxes and fees
Casa Bella Estate in Wine Country w/ New Pool!

Vacation Home in Napa

9.8 out of 10, Exceptional, (209)
"Very spacious property with very responsive hosts! "
United States
Jessica F.
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Vacation Home in Kenwood

10.0 out of 10, Exceptional, (243)
"Absolutely beautiful and fun getaway with family and friends. We can't wait to come back next year. "
United States
Judy W.
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Vacation Home in Boyes Hot Springs

9.8 out of 10, Exceptional, (118)
"Perfectly stocked house, beautiful outdoor area, just a couple of blocks from downtown Sonoma"
United States
Aniket B.
$1,268 nightly
The price is $1,401
Dec 1 - Dec 2
Total with taxes and fees
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Vacation Home in Boyes Hot Springs

4.0 star property
9.8 out of 10, Exceptional, (41)
"14 of us came here for my friend's bachellorette weekend. It was tight but perfect. We had good food, good wine, good hiking, and just a great weekend together."
United States
Martha L.
$569 nightly
The price is $629
Dec 1 - Dec 2
Total with taxes and fees
Clean & Spacious-Walk to the Fairmont, great restaurants, coffee shops and wine

Vacation Home in Glen Ellen

10.0 out of 10, Exceptional, (67)
"Our family thoroughly enjoyed the villa, from the wine cave to the sauna and the gorgeous views from the pool. The kitchen had all we needed to prepare and serve meals and the bathrooms were well stocked with towels. "
United States
Lorena K.
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Cottage in Middletown

3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$194 nightly
The price is $216
Nov 20 - Nov 21
Total with taxes and fees
Backyard Garden Oasis

Vacation Home in Central Napa

10.0 out of 10, Exceptional, (5)
"We loved the space, modern design, cleanliness, and EV charger. Plus the hot tub was very relaxing, and host even left us some wine to drink. When in Napa...."
United States
David L.
$1,241 nightly
The price is $1,241
Nov 24 - Nov 25
Total with taxes and fees
Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms

Condo in Napa

9.6 out of 10, Exceptional, (103)
"Great experience!! Location is ideal "
United States
Justin
$372 nightly
The price is $402
Nov 23 - Nov 24
Total with taxes and fees
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

Vacation Home in Napa

9.8 out of 10, Exceptional, (51)
"Great location for the area. Kitchen well equipped. Host very responsive. Will stay again "
United States
Debbie S.
Beautiful Home in Northwest Napa

Vacation Home in Boyes Hot Springs

9.8 out of 10, Exceptional, (192)
"We had a wonderful stay.Hosts were lovely and extremely responsive to our needs. "
United States
Angela R.
$810 nightly
The price is $895
Dec 1 - Dec 2
Total with taxes and fees
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Villa in Glen Ellen

10.0 out of 10, Exceptional, (16)
"Amazing! Stunning views and beautiful interior…highly recommend!"
United States
Gillian K.
$754 nightly
The price is $833
Dec 1 - Dec 2
Total with taxes and fees
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
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

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 $159 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 62 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.