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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for St. Helena vacation rentals

Property grounds

1. Spacious Honeymoon Suite

Spacious Honeymoon Suite
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.
$384 nightly
The price is $435
Oct 14 - Oct 15
Total with taxes and fees
Spacious Honeymoon Suite
Two wicker chairs with blue patterned cushions on a wicker table, each with a glass of red wine and a vase of white flowers.

2. Ambrose Bierce House

Ambrose Bierce House
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.
$1,533 nightly
The price is $1,742
Oct 19 - Oct 20
Total with taxes and fees
Ambrose Bierce House
A hallway with a wooden door, a chair, a lamp, 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, (276 reviews)
"Beautiful rustic property. Great for family gatherings with large kitchen and open layout. It’s very close to St. Helena downtown where you could walk ~10 mins and even right across the street from Beringer. The Host was very responsive when we were checking in and helped us resolve our user-error quickly. Our family enjoyed our brief time here, and we would consider coming back for another reunion in the future."
United States
David
$1,942 nightly
The price is $2,197
Nov 1 - Nov 2
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
A modern kitchen with a large island, white cabinetry, stainless steel appliances, and a view of greenery outside.

4. 1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9

1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9
Downtown St. Helena
10.0 out of 10, Exceptional, (286 reviews)
"Excellent location and prperty"
United States
Robert B.
$1,656 nightly
The price is $1,874
Oct 19 - Oct 20
Total with taxes and fees
1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9
Exterior

5. Downtown Cottage House

Downtown Cottage House
Downtown St. Helena
9.6 out of 10, Exceptional, (25 reviews)
"The location of the property is the best. "
United States
Kim B.
$1,088 nightly
The price is $1,230
Nov 1 - Nov 2
Total with taxes and fees
Downtown Cottage House
A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

6. 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.
$472 nightly
The price is $533
Oct 14 - Oct 15
Total with taxes and fees
RustRidge Bed and Breakfast - Rustridge Cottage
An outdoor seating area with a table, candles, and a potted plant.

7. Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (50 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
Comfort and Style in Our Queen Cottage
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

8. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (43 reviews)
"Nice, great location."
United States
Juan
$444 nightly
The price is $511
Nov 1 - Nov 2
Total with taxes and fees
The Napa Residences
A small, single-story house with a front porch, a chimney, and a door with a window above it.

9. 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, (45 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
$399 nightly
The price is $479
Oct 14 - Oct 15
Total with taxes and fees
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.

10. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,528 reviews)
"Great place to stay"
United States
Waldemar.
$139 nightly
The price is $160
Nov 1 - Nov 2
Total with taxes and fees
RiverPointe Napa Valley Resort
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

11. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (179 reviews)
"Awesome place to stay! "
United States
Amanda D.
$463 nightly
The price is $512
Oct 14 - Oct 15
Total with taxes and fees
Glen Ellen Retreats Coastal Cottage
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

12. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (87 reviews)
"Great house and location. Very clean and comfortable. Perfect location as a base for visiting wineries. Highly recommend"
United States
patrick s.
$463 nightly
The price is $512
Oct 14 - Oct 15
Total with taxes and fees
Glen Ellen Retreats Sunset Cottage
A swimming pool with a slide, a barbecue area, and a wooden deck.

13. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$248 nightly
The price is $279
Oct 15 - Oct 16
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

14. 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
$491 nightly
The price is $543
Oct 14 - Oct 15
Total with taxes and fees
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.

15. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with 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.
$440 nightly
The price is $487
Oct 14 - Oct 15
Total with taxes and fees
Wine Country Farmhouse with Hot Tub
A spacious lobby with a large sofa, a coffee table, and a leather armchair. A fireplace is visible in the background, and there is a staircase leading to an upper level.

16. Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
9.0 out of 10, Wonderful, (2 reviews)
"What a lovely place to stay! Seamless check in and check out. Host answered every question quickly. Other rooms/guests were never heard entering or exiting. Clean and comfy."
United States
Tresa
$426 nightly
The price is $494
Oct 23 - Oct 24
Total with taxes and fees
Sonoma Stonehouse, Wine Country Vibes
A terrace with wicker chairs overlooking a scenic valley.

17. The Moonlit Retreat + Casita,Bocce & Sunset Views!

The Moonlit Retreat + Casita,Bocce & Sunset Views!
Glen Ellen
9.2 out of 10, Wonderful, (17 reviews)
"My family met for a family wedding and we stayed at this wonderful property . It is a perfect distance to get away yet close enough for ease of conveyance to stores , restaurants etc . The hosts were very good communicators and made us feel totally comfortable . The place was spotlessly clean and very comfortable . Nature abounds with deer , big bunnies and birds galore . Great guest experience and we would definitely stay again when visiting the area."
United States
Alfie H.
The Moonlit Retreat + Casita,Bocce & Sunset Views!
A residential area with a large house, a circular driveway, and a lawn.

18. Napa Condo Escape at Silverado

Napa Condo Escape at Silverado
Napa
9.2 out of 10, Wonderful, (7 reviews)
"Extremely smooth and easy to book, arrive, enjoy and check out. Resort has all the amenities you need. We will definitely stay there again."
United States
Josiah
$252 nightly
The price is $252
Oct 14 - Oct 15
Total with taxes and fees
Napa Condo Escape at Silverado
A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

19. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (135 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
$118 nightly
The price is $134
Oct 19 - Oct 20
Total with taxes and fees
Wildhaven Sonoma Glamping
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

20. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful stay!"
United States
Adam C.
$356 nightly
The price is $356
Oct 14 - Oct 15
Total with taxes and fees
Cozy Wine Country Guesthouse with Private Pool & Yard
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

Sheraton Sonoma Wine Country Petaluma

Sheraton Sonoma Wine Country Petaluma

8/10 Good
"Nice big rooms and decent happy hour."
Jeff 1-night trip
Posted 1 hour ago
Sheraton Sonoma Wine Country Petaluma

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 $134 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.