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

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.
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.
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.
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 AED 6,060
AED 7,792 total
includes taxes & fees
2 Jul - 3 Jul
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 AED 606
AED 1,365 total
includes taxes & fees
7 Jul - 8 Jul
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 AED 493
AED 1,080 total
includes taxes & fees
13 Jul - 14 Jul
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, (16 reviews)
"Lovely spot for a weekend in Russian River"
United States
Emily F.
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, (79 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is AED 966
AED 1,949 total
includes taxes & fees
7 Jul - 8 Jul
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 AED 901
AED 2,153 total
includes taxes & fees
7 Jul - 8 Jul
Somms Rest ⎮ Designed. Curated. Peaceful.
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is AED 610
AED 1,150 total
includes taxes & fees
6 Jul - 7 Jul
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.
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 AED 694
AED 1,567 total
includes taxes & fees
6 Jul - 7 Jul
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 AED 918
AED 1,892 total
includes taxes & fees
7 Jul - 8 Jul
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, (13 reviews)
"Great stay and location!"
United States
Brandi K.
The price is AED 598
AED 1,352 total
includes taxes & fees
7 Jul - 8 Jul
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 AED 1,010
AED 1,995 total
includes taxes & fees
6 Jul - 7 Jul
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.
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 AED 820
AED 2,189 total
includes taxes & fees
7 Jul - 8 Jul
Wine Country Getaway
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (39 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 AED 661
AED 1,956 total
includes taxes & fees
6 Jul - 7 Jul
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 AED 852
AED 1,965 total
includes taxes & fees
5 Jul - 6 Jul
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 AED 911
AED 2,407 total
includes taxes & fees
14 Jul - 15 Jul
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.
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Top St. Helena Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

10/10 Excellent
"Staff was courteous and helpful. We needed extra towels and blankets and they were delivered promptly to our room. The hotel is clean and we'll maintained."
Yisel 1-night trip
Posted 4 hours ago
Oxford Suites Sonoma County