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

Holiday Homes in St. Helena

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for St. Helena holiday homes

Exterior

1. Downtown Cottage House

Downtown Cottage House
Downtown St. Helena
9.6 out of 10, Exceptional, (25 reviews)
"The location of the property is the best. "
United States
Kim B.
The price is AU$1,739
includes taxes & fees
19 Nov - 20 Nov
Downtown Cottage House
A hallway with a wooden door, a chair, a lamp, and a painting on the wall.

2. 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)
"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."
United States
David
The price is AU$2,983
includes taxes & fees
1 Nov - 2 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Two wicker chairs with blue patterned cushions on a wicker table, each with a glass of red wine and a vase of white flowers.

3. Ambrose Bierce House

Ambrose Bierce House
Downtown St. Helena
9.8 out of 10, Exceptional, (29 reviews)
"The innkeepers were outstanding. The facility is wonderful - easy location to enjoy St. Helena and Napa Valley."
United States
Steve H.
Ambrose Bierce House
A spacious living room with a large sectional sofa, a wooden coffee table, and a dining area with a round table and chairs.

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 AU$985
includes taxes & fees
22 Nov - 23 Nov
Modern Organic 3BR Oasis w/ Creek&Near State Park
A living room with a sofa, coffee table, and a ceiling fan. There is a dining area with a table and chairs in the background.

5. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (179 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is AU$791
includes taxes & fees
16 Nov - 17 Nov
Glen Ellen Retreats Coastal Cottage
A swimming pool with a slide, a barbecue area, and a wooden deck.

6. 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)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is AU$397
includes taxes & fees
29 Oct - 30 Oct
2 Hidden Wine Country Gem Upstairs Unit
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 Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (88 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 AU$777
includes taxes & fees
4 Nov - 5 Nov
Glen Ellen Retreats Sunset Cottage
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

8. 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 AU$668
includes taxes & fees
28 Oct - 29 Oct
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

9. 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 AU$841
includes taxes & fees
1 Nov - 2 Nov
Glen Ellen Retreats Hot Tub Cottage
A spacious living room with a high ceiling, a large painting, and a view of the outdoors.

10. 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 AU$1,716
includes taxes & fees
29 Oct - 30 Oct
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
A two-story house with a garage, a balcony, and a driveway.

11. Queen bedroom #4 Wine Country Gateway With BBQ +Billiards

Queen bedroom #4 Wine Country Gateway With BBQ +Billiards
Sonoma
The price is AU$329
includes taxes & fees
2 Nov - 3 Nov
Queen bedroom #4 Wine Country Gateway With BBQ +Billiards
A modern kitchen with a central island, bar stools, pendant lighting, and built-in appliances.

12. Sonoma Retreat w/ Deck, Views & BBQ

Sonoma Retreat w/ Deck, Views & BBQ
Sonoma
10.0 out of 10, Exceptional, (1 review)
"Very new modern home, well appointed and a short drive into town. Situated in a quiet peaceful neighborhood. Very nice outdoor patio and deck areas."
United States
Robert P.
The price is AU$833
includes taxes & fees
11 Nov - 12 Nov
Sonoma Retreat w/ Deck, Views & BBQ
Exterior

13. Silverado Napa Luxury 1 Bed Jr. Suite

Silverado Napa Luxury 1 Bed Jr. Suite
Napa
9.8 out of 10, Exceptional, (70 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 AU$325
includes taxes & fees
17 Nov - 18 Nov
Silverado Napa Luxury 1 Bed Jr. Suite
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

14. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful stay!"
United States
Adam C.
The price is AU$496
includes taxes & fees
29 Oct - 30 Oct
Cozy Wine Country Guesthouse with Private Pool & Yard
A two-story house with a garage, a balcony, and a driveway.

15. Wonderful Queen bedroom #2 in house with AC in charming Sonoma

Wonderful Queen bedroom #2 in house with AC in charming Sonoma
Sonoma
The price is AU$329
includes taxes & fees
2 Nov - 3 Nov
Wonderful Queen bedroom #2 in house with AC in charming Sonoma
A modern living room with a fireplace, comfortable seating, a glass coffee table, and large windows offering a view of a mountainous landscape.

16. 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)
"Awesome stay. Perfect for three couples. Great support and communication from hosts and management team. Couldn’t have asked for better."
United States
Phillip T.
The price is AU$1,819
includes taxes & fees
2 Nov - 3 Nov
Cloud 9 - A Retreat for Bliss and Happiness
A two-story house with a garage, a balcony, and a driveway.

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

King bedroom #1 Wine Country Gateway With BBQ+Billiards
Sonoma
The price is AU$400
includes taxes & fees
28 Oct - 29 Oct
King bedroom #1 Wine Country Gateway With BBQ+Billiards
A two-story house with a garage, a balcony, and a driveway.

18. Delightful King Bedroom #3 in house with AC in charming Sonoma

Delightful King Bedroom #3 in house with AC in charming Sonoma
Sonoma
The price is AU$384
includes taxes & fees
2 Nov - 3 Nov
Delightful King Bedroom #3 in house with AC in charming Sonoma
A covered outdoor seating area with a pergola, a hot tub, and a wooden deck.

19. Outdoor Sonoma Escape with Hot Tub and Large Yard

Outdoor Sonoma Escape with Hot Tub and Large Yard
Fetters Hot Springs-Agua Caliente
9.8 out of 10, Exceptional, (22 reviews)
"Lovely property, very nice yard, enjoyed the hot tub."
United States
Innesa L.
The price is AU$731
includes taxes & fees
29 Oct - 30 Oct
Outdoor Sonoma Escape with Hot Tub and Large Yard
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.

20. Craftsman 2 blocks from Russian River Brewery!

Craftsman 2 blocks from Russian River Brewery!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Very easy check in/check out"
United States
Thomas L.
The price is AU$538
includes taxes & fees
28 Oct - 29 Oct
Craftsman 2 blocks from Russian River Brewery!
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

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

10/10 Excellent
"Elizabeth and Casey were wonderful in the planning phase as concierges for the hotel. Then upon arrival later at night, Riley was the absolute best as I tried to make things easy for me and my family travelling with a disabled individual. She went above and beyond to make the process of checking in easy and rearranged our rooms to make them close together. She was kind and patient and it was a pleasure to work with her at the front desk!"
Bridget 1-night trip
Posted 1 hour ago
Fairmont Sonoma Mission Inn & Spa

Find out more about St. Helena

St. Helena Holiday Homes information

Number of reviews
941
Accommodation
983 Holiday Homes
Lowest Price
AU$325
Highest Price
AU$2,983

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