St. Helena Vacation Rentals

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Our top choices for St. Helena vacation rentals

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.
The price is CA $2,425
CA $3,128 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

2. 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 $588
CA $728 total
includes taxes & fees
Nov 15 - Nov 16
RustRidge Bed and Breakfast - Rustridge Cottage

3. 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.
The price is CA $3,180
CA $4,691 total
includes taxes & fees
Nov 15 - Nov 16
Napa Valley Villa Retreat - 8 bedrooms, 8 baths

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.
The price is CA $1,098
CA $1,347 total
includes taxes & fees
Nov 15 - Nov 16
RustRidge House, two bedroom two bath home

5. 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 $384
CA $504 total
includes taxes & fees
Nov 19 - Nov 20
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

6. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,564 reviews)
"Great place to stay"
United States
Waldemar.
The price is CA $123
CA $190 total
includes taxes & fees
Nov 17 - Nov 18
RiverPointe Napa Valley Resort

7. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (5 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is CA $384
CA $504 total
includes taxes & fees
Nov 17 - Nov 18
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

8. 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.
The price is CA $541
CA $1,088 total
includes taxes & fees
Nov 18 - Nov 19
Sonoma Creek Haven - Creekside Hot Tub Retreat

9. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (46 reviews)
"A very comfortable bed and beautiful pool setting in Napa Valley!"
United States
David
The price is CA $118
CA $724 total
includes taxes & fees
Nov 17 - Nov 18
The Napa Residences

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)
"Such a great property. Idyllic, clean and lovely interior. Nice area for breakfast and coffee, loved the bikes! Very friendly staff. Will return."
United States
Douglas F.
The price is CA $384
CA $504 total
includes taxes & fees
Nov 19 - Nov 20
Escape to wine country in your independent cottage in downtown Calistoga

11. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (183 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is CA $407
CA $798 total
includes taxes & fees
Nov 17 - Nov 18
Glen Ellen Retreats Coastal Cottage

12. 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)
"It was clean and quiet and the host was very responsive to my needs"
United States
Debbie W.
The price is CA $178
CA $385 total
includes taxes & fees
Nov 16 - Nov 17
2 Hidden Wine Country Gem Upstairs Unit

13. 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 $378
CA $781 total
includes taxes & fees
Dec 2 - Dec 3
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

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
The price is CA $447
CA $844 total
includes taxes & fees
Nov 15 - Nov 16
Glen Ellen Retreats Hot Tub Cottage

15. Two-Bedroom, One Bath - Aurora House

Two-Bedroom, One Bath - Aurora House
Calistoga
9.8 out of 10, Exceptional, (36 reviews)
"We had a wonderful day. Thanks for the flexibility on check-in day."
United States
linda k.
The price is CA $526
CA $651 total
includes taxes & fees
Nov 15 - Nov 16
Two-Bedroom, One Bath - Aurora House

16. 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 $407
CA $798 total
includes taxes & fees
Nov 18 - Nov 19
Glen Ellen Retreats Sunset Cottage

17. 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 loved our stay in Glen Ellen! The space was perfect for our family of 4! It was very well stocked! Our host was wonderful and extremely informative about the area."
United States
Kristin B.
The price is CA $294
CA $632 total
includes taxes & fees
Nov 15 - Nov 16
Fireside Sips & Oak Dreams in Sonoma Valley

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 $357
CA $686 total
includes taxes & fees
Nov 16 - Nov 17
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

19. 2 bed I Silverado Resort & Spa in Napa - Wine Town

2 bed I Silverado Resort & Spa in Napa - Wine Town
Napa
10.0 out of 10, Exceptional, (17 reviews)
"Great value, resort is beautiful"
United States
Jack K.
The price is CA $187
CA $435 total
includes taxes & fees
Dec 2 - Dec 3
2 bed I Silverado Resort & Spa in Napa - Wine Town

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, (39 reviews)
"Wonderful stay!"
United States
Adam C.
The price is CA $449
CA $485 total
includes taxes & fees
Nov 15 - Nov 16
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.

Find vacation rentals that suit your style

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, 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 $118 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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