A rustic stone building with a red door and a wooden balcony, surrounded by lush greenery and a vintage wooden cart.

St. Helena Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for St. Helena vacation rentals

A hallway with a wooden door, a chair, and a painting on the wall.

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

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (279 reviews)
"We had an amazing stay! The house was incredibly clean, neat, and comfortable. The location is perfect- just a short 10 minute walk to Beringer Winery. The host was also super responsive whenever we had a question. Highly recommend this place!"
United States
Juri A.
$1,891 nightly
The price is $2,146
Nov 9 - Nov 10
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
A two-story building with a red-tiled roof and a garden in front.

2. Napa Valley Villa Retreat - 8 bedrooms, 8 baths

Napa Valley Villa Retreat - 8 bedrooms, 8 baths
Deer Park
9.6 out of 10, Exceptional, (32 reviews)
"Dr. Roy was a wonderful host and one of the most genuinely caring owners our group has ever dealt with. He made it a point to introduce himself and offer anything he could if we needed it.The home was perfect for what our group needed. Property grounds are beautiful and rooms had plenty of space and privacy for all of us to enjoy. We were all able to make ourselves at home and loved being able to share a big space together with our friends. We'll be back next time we visit Napa."
United States
Patrick M.
$2,880 nightly
The price is $3,215
Nov 9 - Nov 10
Total with taxes and fees
Napa Valley Villa Retreat - 8 bedrooms, 8 baths
A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

3. RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
$436 nightly
The price is $497
Nov 9 - Nov 10
Total with taxes and fees
RustRidge Bed and Breakfast - Rustridge Cottage
A spacious living area with a fireplace, a large bookshelf, and a view of the outdoors.

4. RustRidge House, two bedroom two bath home

RustRidge House, two bedroom two bath home
St Helena
10.0 out of 10, Exceptional, (2 reviews)
"Easy to find and nice and quiet. "
United States
Kristen F.
$813 nightly
The price is $929
Nov 9 - Nov 10
Total with taxes and fees
RustRidge House, two bedroom two bath home
A room with a brown sofa, two wicker chairs, a small table, and a lamp.

5. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
4.0 out of 10, (1 review)
"Old but quaint. No amenities, no updates. Coffee cups looked like thrift shop purchases. Bed was comfortable. Bath shower drained poorly. Too expensive for a 2 star property."
United States
Chris
$225 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
Hideaway Cottages
A small, single-story house with a front porch, a chimney, and a door with a window above it.

6. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.6 out of 10, Exceptional, (49 reviews)
"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...
United States
William
$369 nightly
The price is $449
Nov 9 - Nov 10
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
A modern living room with a fireplace, built-in shelves, and a large window overlooking a deck.

7. Sonoma Creek Haven - Creekside Hot Tub Retreat

Sonoma Creek Haven - Creekside Hot Tub Retreat
Kenwood
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful setting and a wonderful host!"
United States
Kathryn J.
$717 nightly
The price is $765
Nov 29 - Nov 30
Total with taxes and fees
Sonoma Creek Haven - Creekside Hot Tub Retreat
A laptop on a wooden table with a smartphone and a cup.

8. Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
9.8 out of 10, Exceptional, (8 reviews)
"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"
United States
Jennifer G.
$369 nightly
The price is $449
Nov 9 - Nov 10
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
A modern bedroom with a bed, a nightstand, and a window.

9. The Atlas Calistoga - Cottage #3

The Atlas Calistoga - Cottage #3
Calistoga
10.0 out of 10, Exceptional, (22 reviews)
"Great cottage within walking distance to downtown Calistoga."
United States
Joel S.
$730 nightly
The price is $828
Nov 24 - Nov 25
Total with taxes and fees
The Atlas Calistoga - Cottage #3
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

10. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (182 reviews)
"Awesome place to stay! "
United States
Amanda D.
$495 nightly
The price is $548
Nov 11 - Nov 12
Total with taxes and fees
Glen Ellen Retreats Coastal Cottage
A wooden deck with potted plants, a bench, and a building with large windows and a door.

11. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
Glen Ellen
9.8 out of 10, Exceptional, (139 reviews)
"Great home, hosts, and area. We loved everything about the trip and will be back in the fall. Thank you for the wonderful experience."
United States
Robert K.
$450 nightly
The price is $502
Nov 15 - Nov 16
Total with taxes and fees
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

12. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (101 reviews)
"Enjoyed our stay! Walkable to restaurants, groceries, hiking trails. Well stocked kitchen for cooking. Beds and pillows extremely comfortable. The place was spotless and well maintained. Would stay here again and highly recommend!"
United States
Amy
$528 nightly
The price is $584
Nov 9 - Nov 10
Total with taxes and fees
Glen Ellen Retreats Hot Tub Cottage
A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

13. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,557 reviews)
"Great place to stay"
United States
Waldemar.
$139 nightly
The price is $160
Nov 9 - Nov 10
Total with taxes and fees
RiverPointe Napa Valley Resort
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

14. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (89 reviews)
"Great house and location. Very clean and comfortable. Perfect location as a base for visiting wineries. Highly recommend"
United States
patrick s.
$495 nightly
The price is $548
Nov 9 - Nov 10
Total with taxes and fees
Glen Ellen Retreats Sunset Cottage
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

15. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
$407 nightly
The price is $453
Nov 9 - Nov 10
Total with taxes and fees
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
A spacious living area with a high ceiling, large windows, a fireplace, and a balcony with a view of the hills.

16. Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
Santa Rosa
9.8 out of 10, Exceptional, (8 reviews)
"Property can use some exterior grooming, especially landscaping to facilitate the view. Interior of the house was very nice and spacious. Would recommend to others."
United States
James H.
$784 nightly
The price is $874
Nov 23 - Nov 24
Total with taxes and fees
Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

17. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (45 reviews)
"A very comfortable bed and beautiful pool setting in Napa Valley!"
United States
David
$419 nightly
The price is $482
Nov 12 - Nov 13
Total with taxes and fees
The Napa Residences
A modern living room with a fireplace, comfortable seating, a glass coffee table, and large windows offering a view of a mountainous landscape.

18. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay here, the spacious living space, gorgeous decor and lovely pool were the highlights. Can't wait to be back!"
United States
Amy M.
$1,100 nightly
The price is $1,222
Nov 12 - Nov 13
Total with taxes and fees
Cloud 9 - A Retreat for Bliss and Happiness
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

19. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful stay!"
United States
Adam C.
$333 nightly
The price is $333
Nov 9 - Nov 10
Total with taxes and fees
Cozy Wine Country Guesthouse with Private Pool & Yard
A swimming pool with a slide, a barbecue area, and a wooden deck.

20. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$233 nightly
The price is $264
Nov 16 - Nov 17
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Helena Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

8/10 Good
"Rooms must be cleaning on a daily basis during staying."
Julio 2-night trip
Posted 1 hour ago
Oxford Suites Sonoma County

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 $117 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.

Explore a world of travel with Expedia

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 64 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.