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 holiday homes

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 £1,631
includes taxes & fees
16 Nov - 17 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

2. 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 £2,475
includes taxes & fees
16 Nov - 17 Nov
Napa Valley Villa Retreat - 8 bedrooms, 8 baths

3. 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 £720
includes taxes & fees
16 Nov - 17 Nov
RustRidge House, two bedroom two bath home

4. Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
The price is £396
includes taxes & fees
16 Nov - 17 Nov
Modern Organic 3BR Oasis w/ Creek&Near State Park

5. 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 £582
includes taxes & fees
18 Nov - 19 Nov
Sonoma Creek Haven - Creekside Hot Tub Retreat

6. 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, (140 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 £416
includes taxes & fees
2 Dec - 3 Dec
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

7. 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 £424
includes taxes & fees
17 Nov - 18 Nov
Glen Ellen Retreats Coastal Cottage

8. 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 £206
includes taxes & fees
16 Nov - 17 Nov
2 Hidden Wine Country Gem Upstairs Unit

9. 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 £340
includes taxes & fees
16 Nov - 17 Nov
Fireside Sips & Oak Dreams in Sonoma Valley

10. 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 £424
includes taxes & fees
18 Nov - 19 Nov
Glen Ellen Retreats Sunset Cottage

11. 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 £450
includes taxes & fees
16 Nov - 17 Nov
Glen Ellen Retreats Hot Tub Cottage

12. 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 £347
includes taxes & fees
16 Nov - 17 Nov
Two-Bedroom, One Bath - Aurora House

13. 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.
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

14. Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more
Glen Ellen
9.4 out of 10, Exceptional, (12 reviews)
" Comfortable home and great host. "
United States
Garrett B.
The price is £774
includes taxes & fees
16 Nov - 17 Nov
Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

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

Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home & property. Great location. We thoroughly enjoyed our stay! "
United States
Laura G.
The price is £897
includes taxes & fees
16 Nov - 17 Nov
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

16. Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!
Santa Rosa
9.8 out of 10, Exceptional, (8 reviews)
"Property can use some exterior grooming, especially landscaping to facilitate the view. Interior of the house was very nice and spacious. Would recommend to others."
United States
James H.
Modern Farmhouse Villa with Captivating Panoramic Views, Hot Tub and Sauna!

17. 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 £260
includes taxes & fees
16 Nov - 17 Nov
Cozy Wine Country Guesthouse with Private Pool & Yard

18. Silverado Napa Luxury 1 Bed Jr. Suite

Silverado Napa Luxury 1 Bed Jr. Suite
Napa
9.6 out of 10, Exceptional, (72 reviews)
"I was shocked by how big the space was! So easy to find, the grounds are well taken care of, super clean and stocked with just about anything you’d need. The perfect stay!"
United States
Shayna
The price is £163
includes taxes & fees
19 Nov - 20 Nov
Silverado Napa Luxury 1 Bed Jr. Suite

19. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
10.0 out of 10, Exceptional, (2 reviews)
"Really nice house and location"
United States
Robert
The price is £273
includes taxes & fees
30 Nov - 1 Dec
Wine Country Cottage Escape

20. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay here, the spacious living space, gorgeous decor and lovely pool were the highlights. Can't wait to be back!"
United States
Amy M.
The price is £828
includes taxes & fees
16 Nov - 17 Nov
Cloud 9 - A Retreat for Bliss and Happiness
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

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St. Helena Holiday Homes information

Number of reviews
997
Accommodation
974 Holiday Homes
Lowest Price
£163
Highest Price
£1,631