St. Helena Vacation Rentals

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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

Property grounds

1. Loft Studio w/ Private Balcony and Steam Bath in Downtown St. Helena

Loft Studio w/ Private Balcony and Steam Bath in Downtown St. Helena
Downtown St. Helena
10.0 out of 10, Exceptional, (23 reviews)
"Great location, clean, and quiet. We could walk to several great restaurants! "
United States
Cheryl Z.
The price is CA $443
CA $773 total
includes taxes & fees
Nov 8 - Nov 9
Loft Studio w/ Private Balcony and Steam Bath in Downtown St. Helena
Exterior

2. Cottage House: Private 3-Bedroom Home in Downtown St. Helena!

Cottage House: Private 3-Bedroom Home in Downtown St. Helena!
Downtown St. Helena
9.6 out of 10, Exceptional, (25 reviews)
"The location of the property is the best. "
United States
Kim B.
The price is CA $1,197
CA $2,184 total
includes taxes & fees
Nov 30 - Dec 1
Cottage House: Private 3-Bedroom Home in Downtown St. Helena!
A hallway with a wooden door, a chair, and a painting on the wall.

3. 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.
The price is CA $2,383
CA $3,080 total
includes taxes & fees
Nov 10 - Nov 11
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

4. 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.
The price is CA $578
CA $715 total
includes taxes & fees
Nov 8 - Nov 9
RustRidge Bed and Breakfast - Rustridge Cottage
A spacious living area with a fireplace, a large bookshelf, and a view of the outdoors.

5. 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.
The price is CA $1,079
CA $1,324 total
includes taxes & fees
Nov 8 - Nov 9
RustRidge House, two bedroom two bath home
Two wicker chairs with blue patterned cushions on a wicker table, each with a glass of red wine and a vase of white flowers.

6. Ambrose Bierce House: Private 5-Bedroom Downtown St. Helena Historic Home

Ambrose Bierce House: Private 5-Bedroom Downtown St. Helena Historic Home
Downtown St. Helena
9.8 out of 10, Exceptional, (29 reviews)
"The innkeepers were outstanding. The facility is wonderful - easy location to enjoy St. Helena and Napa Valley."
United States
Steve H.
The price is CA $1,836
CA $3,009 total
includes taxes & fees
Nov 19 - Nov 20
Ambrose Bierce House: Private 5-Bedroom Downtown St. Helena Historic Home
A room with a brown sofa, two wicker chairs, a small table, and a lamp.

7. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
The price is CA $308
CA $355 total
includes taxes & fees
Nov 17 - Nov 18
Hideaway Cottages
A small, single-story house with a front porch, a chimney, and a door with a window above it.

8. 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
The price is CA $489
CA $619 total
includes taxes & fees
Nov 10 - Nov 11
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

9. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,556 reviews)
"Great place to stay"
United States
Waldemar.
The price is CA $139
CA $208 total
includes taxes & fees
Nov 9 - Nov 10
RiverPointe Napa Valley Resort
A laptop on a wooden table with a smartphone and a cup.

10. 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.
The price is CA $489
CA $619 total
includes taxes & fees
Nov 10 - Nov 11
Escape to wine country in your independent cottage in downtown Calistoga
A modern living room with a fireplace, built-in shelves, and a large window overlooking a deck.

11. 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.
Sonoma Creek Haven - Creekside Hot Tub Retreat
A wooden deck with potted plants, a bench, and a building with large windows and a door.

12. 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.
The price is CA $371
CA $768 total
includes taxes & fees
Nov 19 - Nov 20
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

13. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (181 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is CA $399
CA $766 total
includes taxes & fees
Nov 17 - Nov 18
Glen Ellen Retreats Coastal Cottage
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

14. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (44 reviews)
"A very comfortable bed and beautiful pool setting in Napa Valley!"
United States
David
The price is CA $42
CA $651 total
includes taxes & fees
Nov 17 - Nov 18
The Napa Residences
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

15. 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.
The price is CA $399
CA $760 total
includes taxes & fees
Nov 8 - Nov 9
Glen Ellen Retreats Sunset Cottage
A swimming pool with a slide, a barbecue area, and a wooden deck.

16. 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.
The price is CA $175
CA $370 total
includes taxes & fees
Nov 16 - Nov 17
2 Hidden Wine Country Gem Upstairs Unit
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

17. 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
The price is CA $439
CA $808 total
includes taxes & fees
Nov 8 - Nov 9
Glen Ellen Retreats Hot Tub Cottage
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

18. 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.
The price is CA $329
CA $651 total
includes taxes & fees
Nov 9 - Nov 10
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
A sliding glass door leading to an outdoor deck with a wooden bench, a table, and a chair.

19. Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
10.0 out of 10, Exceptional, (11 reviews)
"We had a really pleasant stay here. Lots of personal touches and amenities provided which are very thoughtful. Nice location away from Sonoma and accessible to the more Northern areas of Sonoma County as well."
United States
Steve M.
Fireside Sips & Oak Dreams in Sonoma Valley
A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

20. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (139 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is CA $129
CA $147 total
includes taxes & fees
Dec 8 - Dec 9
Wildhaven Sonoma Glamping
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

A room with wicker furniture, a glass table, and a view of a lush garden.
Southbridge Napa Valley

Southbridge Napa Valley

Southbridge Napa Valley
Downtown St. Helena

10/10 Excellent

I would stay here again in a heartbeat. The pool and gym were lovely, the room was spacious and the complimentary wine tasting next door and complimentary breakfast brought to your room were such a great added touch. Gott’s is also right across the street, which is very convenient.
Canada
Tracey
Reviewed September 1, 2026
Southbridge Napa Valley

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Helena vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Helena vacation rentals we have selected for you start as low as CA $41 per night. Entering your travel dates in the search wizard 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 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.

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