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

Search Vacation Homes in St. Helena

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for St. Helena vacation homes

Interior

RustRidge House, two bedroom two bath home overlooking vineyards

RustRidge House, two bedroom two bath home overlooking vineyards
St Helena
10.0 out of 10, Exceptional, (1 review)
"Easy to find and nice and quiet. "
United States
Kristen F.
The price is ￥124,540
￥160,527 total
includes taxes & fees
Jul 2 - Jul 3
RustRidge House, two bedroom two bath home overlooking vineyards
Terrace/patio

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 ￥137,922
￥189,341 total
includes taxes & fees
Jun 30 - Jul 1
Downtown Cottage House
Property grounds

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 ￥208,968
￥279,293 total
includes taxes & fees
Jul 28 - Jul 29
Ambrose Bierce House
Interior

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, (267 reviews)
"Amazing house, great location, hosts were very responsive. "
United States
Kevin C.
The price is ￥266,871
￥342,970 total
includes taxes & fees
Jun 30 - Jul 1
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is ￥26,687
￥59,132 total
includes taxes & fees
Jun 30 - Jul 1
Wine Country Cottage Escape
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (23 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 ￥18,074
￥42,974 total
includes taxes & fees
Jul 15 - Jul 16
2 Hidden Wine Country Gem Upstairs Unit
Interior

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (15 reviews)
"Lovely spot for a weekend in Russian River"
United States
Emily F.
The price is ￥24,489
￥70,017 total
includes taxes & fees
Jun 30 - Jul 1
2BR Bungalow | Russian River & Wine Country
2 bedrooms, iron/ironing board, travel crib, free WiFi

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (78 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is ￥40,758
￥83,205 total
includes taxes & fees
Jun 30 - Jul 1
Glen Ellen Retreats Sunset Cottage
Terrace/patio

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (34 reviews)
"Very nice, extremely well equpped home. Very quiet with great nlback patio. Would defistay here again."
United States
Bill F.
The price is ￥41,098
￥96,557 total
includes taxes & fees
Jul 7 - Jul 8
Somms Rest ⎮ Designed. Curated. Peaceful.
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥23,776
￥46,905 total
includes taxes & fees
Jul 1 - Jul 2
Tangerine Cottage spacious home
Game room

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (22 reviews)
"The location was perfect if you enjoy the Russian River Wineries and the Healdsburg area. The house itself is full of charm and character. It was nice to be able to unwind with friends at the dining table and play cards after a collaboratively cooked meal. The little town of Graton has a couple of good little restaurants, too!"
United States
Jeff D.
The price is ￥24,947
￥82,277 total
includes taxes & fees
Jun 30 - Jul 1
Relaxing Vineyard View, Rooftop Deck & Game Room
Terrace/patio

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit

Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Healdsburg
10.0 out of 10, Exceptional, (14 reviews)
"Great location!"
United States
Riley F.
The price is ￥27,658
￥64,599 total
includes taxes & fees
Jun 30 - Jul 1
Private Vineyard Retreat • Wine Tasting Perks • Fire Pit
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (166 reviews)
"Fantastic getaway location. What a lovely town Glen Ellen is and convenient walking distance to coffee, shops and food as well as any sundries you may need. Highly recommend it as a great getaway great getaway."
United States
Randall
The price is ￥40,435
￥82,843 total
includes taxes & fees
Jun 30 - Jul 1
Glen Ellen Retreats Coastal Cottage
Outdoor dining

Peaceful, charming, cottage in wine country. Beautiful yard!

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and location!"
United States
Brandi K.
The price is ￥25,620
￥58,714 total
includes taxes & fees
Jul 13 - Jul 14
Peaceful, charming, cottage in wine country. Beautiful yard!
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (90 reviews)
"Beautiful home and very quiet town. Enjoyed my stay! "
United States
Adrian P.
The price is ￥44,479
￥87,858 total
includes taxes & fees
Jun 30 - Jul 1
Glen Ellen Retreats Hot Tub Cottage
Terrace/patio

Charming Dog-Friendly Home Near Regional Park

Charming Dog-Friendly Home Near Regional Park
Sebastopol
10.0 out of 10, Exceptional, (28 reviews)
"Great location and comfortable stay. "
United States
HEATHER T.
The price is ￥40,006
￥79,374 total
includes taxes & fees
Jun 30 - Jul 1
Charming Dog-Friendly Home Near Regional Park
Dining

Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (33 reviews)
"This Smart home is very comfortable and well equipped. Beds are super comfy! Perfect for our girls weekend!"
United States
Mary K.
The price is ￥32,202
￥87,661 total
includes taxes & fees
Jun 30 - Jul 1
Wine Country Getaway
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (38 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is ￥29,113
￥82,908 total
includes taxes & fees
Jun 30 - Jul 1
Serenity at the Russian River
TV, fireplace

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (74 reviews)
"Great place close to KJ and La Crema wineries!"
United States
Nancy P.
The price is ￥37,685
￥86,728 total
includes taxes & fees
Jul 12 - Jul 13
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun

Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (63 reviews)
"Very cute and clean house, central location. Kitchen stocked well. Would stay again. "
United States
Michelle C.
The price is ￥36,230
￥102,359 total
includes taxes & fees
Jun 30 - Jul 1
Sonoma Wine Country Retreat | Hot Tub, BBQ & Mini Golf Fun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Helena Hotel Reviews

The Meritage Resort and Spa

The Meritage Resort and Spa

8/10 Good
"Long line at the reception and took us one hour to check in the rest was good"
sanaz 1-night trip
Posted 1 hour ago
The Meritage Resort and Spa

Find out more about St. Helena

St. Helena Vacation Homes information

Number of reviews
682
Accommodation
1016 Vacation Homes
Lowest Price
￥42,974
Highest Price
￥342,970