St. Helena Vacation Rentals from $126: Search Short-Term Rentals

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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

Downtown St. Helena

Juri A.

$1,940 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

2. RustRidge Bed and Breakfast - Rustridge Cottage

St Helena

ila m.

$449 nightly

Nov 14 - Nov 15

Total with taxes and fees

A two-story building with a red-tiled roof and a garden in front.

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

Deer Park

"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."

Patrick M.

$2,960 nightly

Nov 14 - Nov 15

Total with taxes and fees

A spacious living area with a fireplace, a large bookshelf, and a view of the outdoors.

4. RustRidge House, two bedroom two bath home

St Helena

Kristen F.

$836 nightly

Nov 14 - Nov 15

Total with taxes and fees

A small, single-story house with a front porch, a chimney, and a door with a window above it.

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

Calistoga

"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...

William

$292 nightly

Nov 19 - Nov 20

Total with taxes and fees

A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

6. RiverPointe Napa Valley Resort

Stonehouse

Waldemar.

$132 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Calistoga

Paul L.

$292 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a fireplace, built-in shelves, and a large window overlooking a deck.

8. Sonoma Creek Haven - Creekside Hot Tub Retreat

Kenwood

Kathryn J.

$723 nightly

Nov 18 - Nov 19

Total with taxes and fees

An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

9. The Napa Residences

Napa

David

$437 nightly

Dec 2 - Dec 3

Total with taxes and fees

A house with a porch, a wooden door, and two rocking chairs. There are two suitcases and a table with bottles on the porch.

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

Calistoga

Douglas F.

$292 nightly

Nov 19 - Nov 20

Total with taxes and fees

A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

11. Glen Ellen Retreats Coastal Cottage

Glen Ellen

Amanda D.

$509 nightly

Nov 17 - Nov 18

Total with taxes and fees

A swimming pool with a slide, a barbecue area, and a wooden deck.

12. 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

Debbie W.

$239 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with potted plants, a bench, and a building with large windows and a door.

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

Glen Ellen

Robert K.

$494 nightly

Dec 2 - Dec 3

Total with taxes and fees

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

Amy

$538 nightly

Nov 15 - Nov 16

Total with taxes and fees

A living room with a red sofa, a green armchair, and a red armchair with patterned cushions. There is a coffee table with books and a lamp. The room has wooden flooring and a large window with blinds.

15. Two-Bedroom, One Bath - Aurora House

Calistoga

linda k.

$401 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

16. Glen Ellen Retreats Sunset Cottage

Glen Ellen

patrick s.

$509 nightly

Nov 18 - Nov 19

Total with taxes and fees

A sliding glass door leading to an outdoor deck with a wooden bench, a table, and a chair.

17. Fireside Sips & Oak Dreams in Sonoma Valley

Glen Ellen

Kristin B.

$396 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Santa Rosa

Abigail M.

$435 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Napa

Jack K.

$305 nightly

Dec 2 - Dec 3

Total with taxes and fees

A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

20. Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa

Adam C.

$341 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top St. Helena Hotel Reviews

Harvest Inn

10/10 Excellent

"Gorgeous property! Breakfast was so delicious! Happy hour at the bar was nice too!"

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"The property was fabulous: landscaping, redwoods, pool, hot tub, restaurant, and health club facilities. Very clean, parking close, good security for property. Our room was little small, however that was OK because outside was place to be! However the beds were so comfortable, nice amenities in the room."

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

8/10 Good

"The Sandman Hotel is not fancy but it is a bit of a hidden gem. It is a 'value' priced hotel that delivers a lot. Our room was comfortable and very well equipped (coffee maker, toaster oven, microwave and fridge). Although we did not use it, the pool and surrounding area are beautiful and very tidy. Surprisingly, a hot breakfast was offered that featured three hot, freshly prepared items. The overall experience was much better than any other value hotels in Santa Rosa and even better than two boutiques we've stayed at."

Stanly Ranch, Auberge Collection

10/10 Excellent

"My husband and I loved celebrating my birthday at Stanly Ranch. Waking up surrounded by vineyards was my favorite part, and the spa was a wonderfully relaxing part of our stay. The team made us feel so welcome and surprised us with wine, chocolates, and everything we needed to make s’mores. It was such a thoughtful birthday surprise. We’d love to come back!"

DoubleTree by Hilton Sonoma - Wine Country

8/10 Good

"They need shuttle to/from casino. We should not have to pay for parking. Expedia- not going to use Expedia anymore unless they fix this-went to book room for a Sun night at 147, got to end with credit card then said no more rooms avail at that price, had to start all over and ended up with exact same room at 189.00. Hotel was completely empty that night!"

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 $126 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.

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Things to do in Napa Valley

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.

St. Helena Vacation Rentals

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Check prices for these dates

Our top choices for St. Helena vacation rentals

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

2. RustRidge Bed and Breakfast - Rustridge Cottage

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

4. RustRidge House, two bedroom two bath home

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

6. RiverPointe Napa Valley Resort

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

8. Sonoma Creek Haven - Creekside Hot Tub Retreat

9. The Napa Residences

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

11. Glen Ellen Retreats Coastal Cottage

12. 2 Hidden Wine Country Gem Upstairs Unit

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

14. Glen Ellen Retreats Hot Tub Cottage

15. Two-Bedroom, One Bath - Aurora House

16. Glen Ellen Retreats Sunset Cottage

17. Fireside Sips & Oak Dreams in Sonoma Valley

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

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

20. Cozy Wine Country Guesthouse with Private Pool & Yard

Find vacation rentals that suit your style

Top St. Helena Hotel Reviews

Harvest Inn

Find out more about St. Helena

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