St. Helena Vacation Home Rentals from CA $361: Search Top Private Vacation Homes for Rent

A rustic stone building with a red door and a wooden balcony, surrounded by lush greenery and a vintage wooden cart.

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Our top choices for St. Helena vacation homes

Two wicker chairs with blue patterned cushions on a wicker table, each with a glass of red wine and a vase of white flowers.

1. Ambrose Bierce House

Downtown St. Helena

Steve H.

CA $2,560 total

includes taxes & fees

Nov 2 - Nov 3

2. Downtown Cottage House

Downtown St. Helena

Kim B.

CA $1,684 total

includes taxes & fees

Oct 12 - Oct 13

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

Downtown St. Helena

"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."

David

CA $3,131 total

includes taxes & fees

Nov 2 - Nov 3

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.

CA $1,413 total

includes taxes & fees

Oct 8 - Oct 9

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.

5. Napa Valley Retreat in Calistoga!

Calistoga

linda k.

CA $717 total

includes taxes & fees

Nov 2 - Nov 3

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

6. Glen Ellen Retreats Coastal Cottage

Glen Ellen

Amanda D.

CA $733 total

includes taxes & fees

Oct 13 - Oct 14

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

7. Glen Ellen Retreats Sunset Cottage

Glen Ellen

Michelle W.

CA $733 total

includes taxes & fees

Oct 13 - Oct 14

A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

8. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen

ladonna A.

CA $777 total

includes taxes & fees

Oct 13 - Oct 14

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

9. 2 Hidden Wine Country Gem Upstairs Unit

Scenic Brush Creek

Glen M.

CA $403 total

includes taxes & fees

Oct 13 - Oct 14

A terrace with wicker chairs overlooking a scenic valley.

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

Glen Ellen

"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."

Alfie H.

CA $1,374 total

includes taxes & fees

Oct 11 - Oct 12

A spacious living room with a high ceiling, a large painting, and a view of the outdoors.

11. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

Kenwood

Laura G.

CA $1,719 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

12. Wine Country Farmhouse with Hot Tub

Santa Rosa

Abigail M.

CA $789 total

includes taxes & fees

Oct 8 - Oct 9

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

13. Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa

Adam C.

CA $507 total

includes taxes & fees

Oct 14 - Oct 15

A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

14. Annadel House Retreat- Stunning Wine Country Luxe!

Santa Rosa

Robert B.

CA $1,085 total

includes taxes & fees

Oct 7 - Oct 8

A modern living room with a fireplace, comfortable seating, a glass coffee table, and large windows offering a view of a mountainous landscape.

15. Cloud 9 - A Retreat for Bliss and Happiness

Glen Ellen

Phillip T.

CA $2,257 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living area with a leather sofa, wooden coffee table, and a dining table with chairs. There are plants, bookshelves, and a kitchen in the background.

16. Craftsman 2 blocks from Russian River Brewery!

Santa Rosa

Thomas L.

CA $545 total

includes taxes & fees

Oct 8 - Oct 9

17. Silverado Napa Luxury 1 Bed Jr. Suite

Napa

Tim P.

CA $361 total

includes taxes & fees

Oct 13 - Oct 14

A laundry room with a washing machine, dryer, and a window with a view.

18. Napa Vineyard with Stunning Views By Allevo Homes

Napa

Matt L.

CA $1,143 total

includes taxes & fees

Oct 12 - Oct 13

19. Base Camp

Kenwood

CA $5,406 total

includes taxes & fees

Oct 7 - Oct 8

A two-story house with a garage, a balcony, and a driveway.

20. King bedroom #1 Wine Country Gateway With BBQ+Billiards

Sonoma

CA $402 total

includes taxes & fees

Oct 8 - Oct 9

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Top St. Helena Hotel Reviews

Stanly Ranch, Auberge Collection

10/10 Excellent

"Honestly, the most beautiful property I’ve ever stayed at. From the service to the amenities everything was five star diamond star all the way."

Silverado Resort

10/10 Excellent

"Silverado is a tremendous resort. It was 1000 degrees when we visited so we didn't golf or tennis, and we didn't get a massage either... but it's such a lovely location, convenient to wineries, nice pool, nice grounds, decently nice rooms. Food was a surprising plus. Really good just at the bar bites menu out on the mansion deck. Fantastic tater tots w/ pulled short ribs. Yum! The little marketplace coffeeshop is nice too. Just a well-thought out, well-executed resort."

Hotel La Rose

10/10 Excellent

"We usually stay in Hotel La Rose historic building. This was our first time in the Carriage House. We had a spacious room with a small patio in a private courtyard behind a locked gate. Bed was great! Heat and AC were quiet and effective. Walkable neighborhood with shopping and excellent dining options (antique store, anyone?) No refrigerators in rooms."

Calistoga Motor Lodge and Spa

10/10 Excellent

"Beautiful property—low key chic and very hospitable. Perhaps the most comfortable bed and pillows we’ve ever slept on!! Room was large and well appointed, with lovely design details and thoughtful amenities (such as multiple design-driven power outlets placed throughout the room). Staff was lovely, restaurant was really good. Have stayed in many properties in this area, and would definitely bump this to the top of our recommendations list! For travellers’ context, would compare to The Hotel San Jose in Austin or The Clayton in Denver."

Casa Mani Resort Napa Valley, Curio Collection by Hilton

8/10 Good

"Overall, we really enjoyed our stay at Casa Mani. The rooms were beautiful, spacious, and comfortable, and despite being next to the freeway, road noise was barely noticeable. A few things kept it from being a 5-star stay. On our last night, the guests above us were extremely heavy-footed late at night and again early in the morning. Some guests were also very loud outside around the individual fire pits, even after quiet hours. The biggest annoyance was a private sound spa event that made the pool unavailable to hotel guests until 8 PM, yet continued past 9. It felt inconsiderate to restrict an advertised amenity for paying guests. Ironically, it became a funny, memorable night because we ended up bonding with other guests over the situation. The TVs also didn't allow phone casting or easy access to streaming apps like Netflix, which felt outdated. Our first valet interaction was surprisingly unprofessional, but every valet experience afterward was excellent. Despite these issues, we genuinely enjoyed the property and would consider staying again. Better noise management, reliable access to amenities, and updated in-room entertainment would easily elevate the experience."

Find out more about St. Helena

St. Helena Vacation Homes information

Number of reviews	1,005
Accommodation	982 Vacation Homes
Lowest Price	CA $361
Highest Price	CA $5,406

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for St. Helena vacation homes

1. Ambrose Bierce House

2. Downtown Cottage House

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

4. RustRidge House, two bedroom two bath home

5. Napa Valley Retreat in Calistoga!

6. Glen Ellen Retreats Coastal Cottage

7. Glen Ellen Retreats Sunset Cottage

8. Glen Ellen Retreats Hot Tub Cottage

9. 2 Hidden Wine Country Gem Upstairs Unit

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

11. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

12. Wine Country Farmhouse with Hot Tub

13. Cozy Wine Country Guesthouse with Private Pool & Yard

14. Annadel House Retreat- Stunning Wine Country Luxe!

15. Cloud 9 - A Retreat for Bliss and Happiness

16. Craftsman 2 blocks from Russian River Brewery!

17. Silverado Napa Luxury 1 Bed Jr. Suite

18. Napa Vineyard with Stunning Views By Allevo Homes

19. Base Camp

20. King bedroom #1 Wine Country Gateway With BBQ+Billiards

Find vacation rentals that suit your style

Top St. Helena Hotel Reviews

Stanly Ranch, Auberge Collection

Elm House Inn

Silverado Resort

Hotel La Rose

Oxford Suites Sonoma County

Archer Hotel Napa

Calistoga Motor Lodge and Spa

Casa Mani Resort Napa Valley, Curio Collection by Hilton

Napa Valley Marriott Hotel & Spa

Find out more about St. Helena

St. Helena Vacation Homes information

Explore a world of travel with Expedia

St. Helena Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for St. Helena vacation homes

1. Ambrose Bierce House

2. Downtown Cottage House

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

4. RustRidge House, two bedroom two bath home

5. Napa Valley Retreat in Calistoga!

6. Glen Ellen Retreats Coastal Cottage

7. Glen Ellen Retreats Sunset Cottage

8. Glen Ellen Retreats Hot Tub Cottage

9. 2 Hidden Wine Country Gem Upstairs Unit

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

11. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

12. Wine Country Farmhouse with Hot Tub

13. Cozy Wine Country Guesthouse with Private Pool & Yard

14. Annadel House Retreat- Stunning Wine Country Luxe!

15. Cloud 9 - A Retreat for Bliss and Happiness

16. Craftsman 2 blocks from Russian River Brewery!

17. Silverado Napa Luxury 1 Bed Jr. Suite

18. Napa Vineyard with Stunning Views By Allevo Homes

19. Base Camp

20. King bedroom #1 Wine Country Gateway With BBQ+Billiards

Find vacation rentals that suit your style

Top St. Helena Hotel Reviews

Stanly Ranch, Auberge Collection

Find out more about St. Helena

St. Helena Vacation Homes information

Explore a world of travel with Expedia