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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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for St. Helena vacation 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 AED 3,271
AED 4,511 total
includes taxes & fees
1 Nov - 2 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, (276 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 AED 6,244
AED 8,070 total
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.
The price is AED 4,812
AED 6,397 total
includes taxes & fees
19 Oct - 20 Oct
Ambrose Bierce House
A modern kitchen with a large island, white cabinetry, stainless steel appliances, and a view of greenery outside.

4. 1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9

1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9
Downtown St. Helena
10.0 out of 10, Exceptional, (286 reviews)
"Excellent location and prperty"
United States
Robert B.
1 Block To St Helena Main Street Shops, Restaurants! Avail Sept 27-1, Oct 5-9
A spacious living room with a large sectional sofa, a wooden coffee table, and a dining area with a round table and chairs.

5. 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, (7 reviews)
"We loved our stay at this property. It was clean, wonderfully decorated and centrally located for our explorations of Sonoma County. Very comfortable. The outdoor area was great for relaxing to the sound of the creek. We hope to return in the future."
United States
Linda Z.
The price is AED 879
AED 2,230 total
includes taxes & fees
25 Oct - 26 Oct
Modern Organic 3BR Oasis w/ Creek&Near State Park
A bedroom with a bed, nightstands, a ceiling fan, a window with curtains, and a wall painting.

6. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (87 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 AED 918
AED 1,881 total
includes taxes & fees
18 Oct - 19 Oct
Glen Ellen Retreats Sunset Cottage
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

7. 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 AED 918
AED 1,892 total
includes taxes & fees
20 Oct - 21 Oct
Glen Ellen Retreats Coastal Cottage
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

8. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with 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 AED 882
AED 1,737 total
includes taxes & fees
19 Oct - 20 Oct
Wine Country Farmhouse with Hot Tub
A swimming pool with a slide, a barbecue area, and a wooden deck.

9. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (31 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 AED 459
AED 1,028 total
includes taxes & fees
25 Oct - 26 Oct
2 Hidden Wine Country Gem Upstairs Unit
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

10. 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 AED 1,010
AED 2,006 total
includes taxes & fees
19 Oct - 20 Oct
Glen Ellen Retreats Hot Tub Cottage
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

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 AED 2,450
AED 4,485 total
includes taxes & fees
27 Oct - 28 Oct
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

12. Annadel House Retreat- Stunning Wine Country Luxe!

Annadel House Retreat- Stunning Wine Country Luxe!
Santa Rosa
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay, nice views"
United States
Robert B.
The price is AED 2,597
AED 4,528 total
includes taxes & fees
12 Nov - 13 Nov
Annadel House Retreat- Stunning Wine Country Luxe!
A two-story house with a garage, a balcony, and a driveway.

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

King bedroom #1 Wine Country Gateway With BBQ+Billiards
Sonoma
The price is AED 826
AED 1,032 total
includes taxes & fees
18 Oct - 19 Oct
King bedroom #1 Wine Country Gateway With BBQ+Billiards
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, (34 reviews)
"Wonderful stay!"
United States
Adam C.
The price is AED 1,157
AED 1,315 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Wine Country Guesthouse with Private Pool & Yard
A bedroom with a bed, two bedside lamps, a wall art piece, and a window with blinds.

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 AED 671
AED 840 total
includes taxes & fees
3 Nov - 4 Nov
Wonderful Queen bedroom #2 in house with AC in charming Sonoma
A bedroom with a bed, bedside lamps, a rug, a window, and a chair.

16. 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 AED 830
AED 1,036 total
includes taxes & fees
2 Nov - 3 Nov
Delightful King Bedroom #3 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.

17. 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 AED 2,106
AED 5,217 total
includes taxes & fees
2 Nov - 3 Nov
Cloud 9 - A Retreat for Bliss and Happiness
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.

18. 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 AED 655
AED 1,420 total
includes taxes & fees
26 Oct - 27 Oct
Craftsman 2 blocks from Russian River Brewery!
Exterior

19. Silverado Napa Luxury 1 Bed Jr. Suite

Silverado Napa Luxury 1 Bed Jr. Suite
Napa
9.8 out of 10, Exceptional, (69 reviews)
"Spacious room with amenities nearby. Great location for visiting the wineries. Safe environment. It was a very comfortable stay. We would definitely return here again!"
United States
Tim P.
The price is AED 492
AED 959 total
includes taxes & fees
19 Oct - 20 Oct
Silverado Napa Luxury 1 Bed Jr. Suite
Private kitchen

20. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is AED 430
AED 1,362 total
includes taxes & fees
21 Oct - 22 Oct
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
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

Napa River Inn

Napa River Inn

10/10 Excellent
"The people were lovely and close to where you need to go. Very clean hotel and the gift shop was lovely."
Kelley 2-night trip
Posted 1 hour ago
Napa River Inn

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