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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for St. Helena vacation homes

Towels

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 2,994
AED 3,869 total
includes taxes & fees
2 Jun - 3 Jun
Downtown Cottage House
Fridge, microwave, oven, stovetop

1 Block To St Helena Main Street Shops, Restaurants! Avail June 1-7!

1 Block To St Helena Main Street Shops, Restaurants! Avail June 1-7!
Downtown St. Helena
10.0 out of 10, Exceptional, (274 reviews)
"Great stay in a great location. The home was comfortable, had all the amenities for comfort, and was an easy walk into town. Scenic, quiet neighborhood. We would love to come back!"
United States
Margaret L.
The price is AED 4,408
AED 5,873 total
includes taxes & fees
22 Jun - 23 Jun
1 Block To St Helena Main Street Shops, Restaurants! Avail June 1-7!
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 AED 4,591
AED 5,882 total
includes taxes & fees
14 Jun - 15 Jun
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, (261 reviews)
"Amazing house, great location, hosts were very responsive. "
United States
Kevin C.
The price is AED 6,061
AED 7,833 total
includes taxes & fees
1 Jun - 2 Jun
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Interior

RustRidge House, two bedroom two bath home

RustRidge House, two bedroom two bath home
St Helena
10.0 out of 10, Exceptional, (1 review)
"Easy to find and nice and quiet. "
United States
Kristen F.
The price is AED 3,085
AED 3,989 total
includes taxes & fees
1 Jun - 2 Jun
RustRidge House, two bedroom two bath home
Outdoor dining

Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is AED 360
AED 802 total
includes taxes & fees
3 Jun - 4 Jun
Stagecoach Cottage quiet efficiency
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is AED 606
AED 1,354 total
includes taxes & fees
1 Jun - 2 Jun
Wine Country Cottage Escape
Interior

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (13 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is AED 467
AED 1,470 total
includes taxes & fees
1 Jun - 2 Jun
2BR Bungalow | Russian River & Wine Country
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is AED 555
AED 1,190 total
includes taxes & fees
4 Jun - 5 Jun
Tangerine Cottage spacious home
Outdoor dining

Orange Blossom Bungalow - 2/2 Lush Yard+Kids Toys!

Orange Blossom Bungalow - 2/2 Lush Yard+Kids Toys!
Vacaville
The price is AED 860
AED 2,137 total
includes taxes & fees
15 Jun - 16 Jun
Orange Blossom Bungalow - 2/2 Lush Yard+Kids Toys!
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (87 reviews)
"Beautiful home and very quiet town. Enjoyed my stay! "
United States
Adrian P.
The price is AED 1,010
AED 2,017 total
includes taxes & fees
1 Jun - 2 Jun
Glen Ellen Retreats Hot Tub Cottage
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, (77 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is AED 918
AED 1,892 total
includes taxes & fees
3 Jun - 4 Jun
Glen Ellen Retreats Sunset 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, (11 reviews)
"Great stay and location!"
United States
Brandi K.
The price is AED 694
AED 1,481 total
includes taxes & fees
15 Jun - 16 Jun
Peaceful, charming, cottage in wine country. Beautiful yard!
Exterior

Guinda's Finest Nature Get-Away!

Guinda's Finest Nature Get-Away!
Guinda
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful location, beautiful view."
United States
George M K.
The price is AED 992
AED 1,546 total
includes taxes & fees
1 Jun - 2 Jun
Guinda's Finest Nature Get-Away!
Interior

Artisan Boho, Equine Too, Farm Fresh Eggs, Spa, Vino & Views!

Artisan Boho, Equine Too, Farm Fresh Eggs, Spa, Vino & Views!
Sebastopol
9.8 out of 10, Exceptional, (7 reviews)
"Well-appointed, very responsive host!"
United States
Sally S.
The price is AED 1,109
AED 2,080 total
includes taxes & fees
2 Jun - 3 Jun
Artisan Boho, Equine Too, Farm Fresh Eggs, Spa, Vino & Views!
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, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is AED 848
AED 1,958 total
includes taxes & fees
1 Jun - 2 Jun
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
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 AED 567
AED 1,894 total
includes taxes & fees
1 Jun - 2 Jun
Relaxing Vineyard View, Rooftop Deck & Game Room
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is AED 918
AED 1,900 total
includes taxes & fees
1 Jun - 2 Jun
Glen Ellen Retreats Coastal Cottage
Outdoor dining

WineCountry Retreat + Casita,Bocce & Sunset Views!

WineCountry Retreat + Casita,Bocce & Sunset Views!
Glen Ellen
9.4 out of 10, Exceptional, (15 reviews)
"The owner was easy to talk to and checked in daily if we had any issues or help needed. "
United States
Christopher L.
WineCountry Retreat + Casita,Bocce & Sunset Views!
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, (22 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 624
AED 1,238 total
includes taxes & fees
16 Jun - 17 Jun
2 Hidden Wine Country Gem Upstairs Unit
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

Archer Hotel Napa

Archer Hotel Napa

10/10 Excellent
"Amazing property and staff was great."
Marko 1-night trip
Posted less than an hour ago
Archer Hotel Napa