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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for St. Helena holiday homes

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 €1,214
includes taxes & fees
6 Oct - 7 Oct
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, (272 reviews)
"This was perfect for our large party in town for a friend's wedding. Within walking distance of all the various shops in downtown St. Helena. We had such a pleasant stay."
United States
Esther W.
The price is €1,974
includes taxes & fees
8 Sept - 9 Sept
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 €1,977
includes taxes & fees
4 Oct - 5 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 Aug 12-15, 30-Sept 3

1 Block To St Helena Main Street Shops, Restaurants! Avail Aug 12-15, 30-Sept 3
Downtown St. Helena
10.0 out of 10, Exceptional, (282 reviews)
"Excellent location and prperty"
United States
Robert B.
The price is €1,742
includes taxes & fees
19 Sept - 20 Sept
1 Block To St Helena Main Street Shops, Restaurants! Avail Aug 12-15, 30-Sept 3
A spacious living area with a fireplace, a large bookshelf, and a view of the outdoors.

5. 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 €856
includes taxes & fees
8 Sept - 9 Sept
RustRidge House, two bedroom two bath home
A spacious living room with a large sectional sofa, a wooden coffee table, and a dining area with a round table and chairs.

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

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
The price is €472
includes taxes & fees
8 Sept - 9 Sept
Modern Organic 3BR Oasis w/ Creek&Near State Park
A two-story house with a garage, a balcony, and a driveway.

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

King bedroom #1 Wine Country Gateway With BBQ+Billiards
Sonoma
The price is €246
includes taxes & fees
5 Oct - 6 Oct
King bedroom #1 Wine Country Gateway With BBQ+Billiards
A swimming pool with a slide, a barbecue area, and a wooden deck.

8. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (28 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 €248
includes taxes & fees
4 Oct - 5 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.

9. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (81 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is €444
includes taxes & fees
8 Sept - 9 Sept
Glen Ellen Retreats Sunset Cottage
A backyard with a barbecue grill, wooden deck, and a view of a tree-lined area.

10. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (172 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is €444
includes taxes & fees
8 Sept - 9 Sept
Glen Ellen Retreats Coastal Cottage
A sliding glass door leading to an outdoor deck with a wooden bench, a table, and a chair.

11. Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
9.8 out of 10, Exceptional, (10 reviews)
"We had a really pleasant stay here. Lots of personal touches and amenities provided which are very thoughtful. Nice location away from Sonoma and accessible to the more Northern areas of Sonoma County as well."
United States
Steve M.
The price is €479
includes taxes & fees
8 Sept - 9 Sept
Fireside Sips & Oak Dreams in Sonoma Valley

12. Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools

Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools
Glen Ellen
The price is €460
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

13. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 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 €437
includes taxes & fees
8 Sept - 9 Sept
Wine Country Farmhouse with Hot Tub
A house with a hot tub in the backyard, a wooden deck, and a covered patio area.

14. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (94 reviews)
"The stay was very nice"
United States
ladonna A.
The price is €470
includes taxes & fees
8 Sept - 9 Sept
Glen Ellen Retreats Hot Tub Cottage
A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

15. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Adam C.
The price is €304
includes taxes & fees
17 Sept - 18 Sept
Cozy Wine Country Guesthouse with Private Pool & Yard
A two-story house with a garage, a balcony, and a driveway.

16. 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 €228
includes taxes & fees
8 Sept - 9 Sept
Wonderful Queen bedroom #2 in house with AC in charming Sonoma
A swimming pool with a slide, surrounded by wooden chairs and a house in the background.

17. [Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly

[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful host, location and home."
United States
Elisabeth M.
[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly
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.
Craftsman 2 blocks from Russian River Brewery!
A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

19. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
Wine Country Cottage Escape
A spacious living room with a grey sectional sofa, wooden flooring, and a wooden ceiling.

20. Annadel House Retreat- Stunning Wine Country Luxe!

Annadel House Retreat- Stunning Wine Country Luxe!
Santa Rosa
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay, nice views"
United States
Robert B.
The price is €772
includes taxes & fees
8 Sept - 9 Sept
Annadel House Retreat- Stunning Wine Country Luxe!
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

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"The staff was awesome. Dusty who is one of the front counter staff was the best."
David 4-night trip
Posted 1 hour ago
Oxford Suites Sonoma County

Find out more about St. Helena

St. Helena Holiday Homes information

Number of reviews
801
Accommodation
983 Holiday Homes
Lowest Price
€228
Highest Price
€1,977