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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Dates

November 2026

December 2026

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Our top choices for St. Helena vacation rentals

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

Downtown St. Helena

Cheryl Z.

AED 2,026 total

includes taxes & fees

10 Nov - 11 Nov

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

Downtown St. Helena

Kim B.

AED 5,782 total

includes taxes & fees

19 Nov - 20 Nov

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

Downtown St. Helena

Juri A.

AED 8,070 total

includes taxes & fees

9 Nov - 10 Nov

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

St Helena

ila m.

AED 1,798 total

includes taxes & fees

10 Nov - 11 Nov

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

5. RustRidge House, two bedroom two bath home

St Helena

Kristen F.

AED 3,352 total

includes taxes & fees

10 Nov - 11 Nov

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

Downtown St. Helena

Steve H.

AED 7,884 total

includes taxes & fees

19 Nov - 20 Nov

A room with a brown sofa, two wicker chairs, a small table, and a lamp.

7. Hideaway Cottages

Calistoga

AED 929 total

includes taxes & fees

9 Nov - 10 Nov

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

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

AED 1,684 total

includes taxes & fees

9 Nov - 10 Nov

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

9. RiverPointe Napa Valley Resort

Stonehouse

Waldemar.

AED 544 total

includes taxes & fees

6 Dec - 7 Dec

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

"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!"

Jennifer G.

AED 1,684 total

includes taxes & fees

9 Nov - 10 Nov

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

Kenwood

Kathryn J.

AED 3,115 total

includes taxes & fees

29 Nov - 30 Nov

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!

Glen Ellen

Robert K.

AED 2,004 total

includes taxes & fees

19 Nov - 20 Nov

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

13. Glen Ellen Retreats Coastal Cottage

Glen Ellen

Amanda D.

AED 1,967 total

includes taxes & fees

11 Nov - 12 Nov

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

14. The Napa Residences

Napa

David

AED 1,742 total

includes taxes & fees

9 Nov - 10 Nov

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

patrick s.

AED 1,967 total

includes taxes & fees

8 Nov - 9 Nov

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

16. 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

Glen M.

AED 1,050 total

includes taxes & fees

1 Dec - 2 Dec

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

Amy

AED 2,091 total

includes taxes & fees

10 Nov - 11 Nov

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.

AED 1,774 total

includes taxes & fees

10 Nov - 11 Nov

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

Glen Ellen

Steve M.

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

20. Wildhaven Sonoma Glamping

Healdsburg

NEERJA

AED 382 total

includes taxes & fees

6 Dec - 7 Dec

View all properties

Find vacation rentals that suit your style

Top St. Helena Hotel Reviews

A stone fireplace with a fire, outdoor seating with chairs and a table, and a sign reading "Rancho Cayman Inn".

Rancho Caymus Inn

St. Helena

10/10 Excellent

Christine

A serene garden with a pond, wooden benches, and a stone pathway leading to a building with a balcony.

Harvest Inn

Thoman

10/10 Excellent

My wife and I checked in here on our Honeymoon and we’re immediately greeted by some of the nicest people we’ve met so far. Extremely helpful and nice and they also upgraded us on our Honeymoon to a wonderful room looking out at the Vineyard. The room was incredible, large and very scenic. We even had our own in room fireplace. The staff is absolutely amazing, and that extends to the Harvest Kitchen which is located near check in. The food service was wonderful, including their pre fix menus....

Michael

A building with large windows and a tree in front.

Wydown Hotel

Downtown St. Helena

10/10 Excellent

Diane

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

Southbridge Napa Valley

Downtown St. Helena

10/10 Excellent

Hoilun

A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

Le Petit Pali St. Helena

Upper Valley

10/10 Excellent

I’m giving this place 5 starts not because we did not encounter issues but because the staff namely the assistant manager stepped up and resolved issues with a smile on her face . The initial rooms bed had a sinkhole in it and the bed you almost fold like a book but Christine heard us and moved us to a beautifully designed room with a good mattress. The Hotel also has a relationship with Faust winery and they booked us complimentary tastings. The breakfast includes great quality chocolate and...

Natasha

A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

Inn St Helena

Downtown St. Helena

10/10 Excellent

Mark

A restaurant with a long dining area, cushioned seating, and large windows offering a view of trees.

Meadowood Napa Valley

Deer Park

10/10 Excellent

james

A large resort with a swimming pool, lounge chairs, and a building with multiple chimneys.

Auberge Du Soleil

St. Helena

10/10 Excellent

Cristina

A large resort with multiple buildings, a swimming pool, and a vineyard in the background.

Alila Napa Valley, a Hyatt Luxury Resort

Downtown St. Helena

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a glass ceiling, stone walls, and a bench.

Golden Haven Hot Springs

Calistoga

10/10 Excellent

Jessalyne

A patio area with tables and chairs, a fire feature, and a view of the building in the background.

The Inn on Pine

Calistoga

10/10 Excellent

Dana

An outdoor patio with seating, a grill, and a fire pit.

Home2 Suites By Hilton Rohnert Park Sonoma County

Rohnert Park

10/10 Excellent

Peter

A spacious lobby with a central seating area, stone walls, and a large tree.

Archer Hotel Napa

Downtown Napa

10/10 Excellent

John

A hotel lobby with a marble floor, green upholstered chairs, round tables, and ornate mirrors on the walls.

Hotel St. Helena

Downtown St. Helena

10/10 Excellent

Owen

A spacious hotel lobby with a long bar, seating area, and a large TV screen.

Best Western Plus Stevenson Manor

Calistoga

10/10 Excellent

Beautiful hotel to stay at. We had a room with two double beds and it was big and spacious. It's pretty quiet and has a nice little area to have coffee outside. Would've loved to use the pool because it looked so nice and warm but it was raining so we didnt get to. I would say overall, we're very satisfied. My friends were very happy to stay here too. We drove a tesla so it was a bonus to have a charging station. We didn't have to worry about going somewhere far to charge! Thank you for the...

Jennie

A brick building with a wooden door and two potted plants.

Bel Abri Napa Valley Inn

Central Napa

10/10 Excellent

The Bel Abri Napa was an excellent site for our weekend getaway, providing efficient and simple check in (after hours) and handling our needs. The room was spacious, comfortable, clean, and in direct route of our travels in and out of Napa and the surrounding areas. It sits just 2 minutes from downtown Napa's eateries, entertainment, and wine-focused businesses. The Bel Abri staff was warm and hospitable and we enjoyed our stay for two nights.

Phillip

An outdoor patio with stone walls, a fire pit, and modern furniture.

Fairfield Inn & Suites by Marriott Santa Rosa Rohnert Park

Rohnert Park

10/10 Excellent

Rachel

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for St. Helena vacation rentals

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

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

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

4. RustRidge Bed and Breakfast - Rustridge Cottage

5. RustRidge House, two bedroom two bath home

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

7. Hideaway Cottages

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

9. RiverPointe Napa Valley Resort

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

11. Sonoma Creek Haven - Creekside Hot Tub Retreat

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

13. Glen Ellen Retreats Coastal Cottage

14. The Napa Residences

15. Glen Ellen Retreats Sunset Cottage

16. 2 Hidden Wine Country Gem Upstairs Unit

17. Glen Ellen Retreats Hot Tub Cottage

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

19. Fireside Sips & Oak Dreams in Sonoma Valley

20. Wildhaven Sonoma Glamping

Find vacation rentals that suit your style

Top St. Helena Hotel Reviews

Rancho Caymus Inn

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in St. Helena?

What are some of the best vacation home rentals that St. Helena has to offer?

How many vacation rentals are there in St. Helena?

What can I see and do in St. Helena?

What are vacation rentals like in St. Helena?