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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for St. Helena vacation homes

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
St Helena
10.0 out of 10, Exceptional, (256 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is AED 6,061
AED 7,833 total
includes taxes & fees
2 Apr - 3 Apr
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

1 Block To St Helena Main Street Shops, Restaurants!

1 Block To St Helena Main Street Shops, Restaurants!
Saint Helena
10.0 out of 10, Exceptional, (271 reviews)
"It was a great location and the house was great!"
United States
Chris W.
The price is AED 3,223
AED 4,421 total
includes taxes & fees
20 Apr - 21 Apr
1 Block To St Helena Main Street Shops, Restaurants!

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (162 reviews)
"Everything was beyond our expectations "
United States
Therese S.
The price is AED 1,102
AED 2,128 total
includes taxes & fees
31 Mar - 1 Apr
Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (84 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is AED 1,194
AED 2,241 total
includes taxes & fees
31 Mar - 1 Apr
Glen Ellen Retreats Hot Tub Cottage

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 1,532 total
includes taxes & fees
31 Mar - 1 Apr
Guinda's Finest Nature Get-Away!

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 502
AED 1,237 total
includes taxes & fees
31 Mar - 1 Apr
Peaceful, charming, cottage in wine country. Beautiful yard!

Healdsburg Wine Country Retreat with Fire Pit & Vineyard Views

Healdsburg Wine Country Retreat with Fire Pit & Vineyard Views
Healdsburg
10.0 out of 10, Exceptional, (10 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is AED 724
AED 1,541 total
includes taxes & fees
1 Apr - 2 Apr
Healdsburg Wine Country Retreat with Fire Pit & Vineyard Views

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 493
AED 1,066 total
includes taxes & fees
31 Mar - 1 Apr
2 Hidden Wine Country Gem Upstairs Unit

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (60 reviews)
"The house is beautiful and clean and very accommodating!"
United States
Marcie N.
The price is AED 837
AED 2,173 total
includes taxes & fees
31 Mar - 1 Apr
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is AED 606
AED 1,358 total
includes taxes & fees
6 Apr - 7 Apr
Wine Country Cottage Escape

Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is AED 360
AED 814 total
includes taxes & fees
31 Mar - 1 Apr
Stagecoach Cottage quiet efficiency

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Boyes Hot Springs
9.8 out of 10, Exceptional, (202 reviews)
"We stayed at this beautiful home for my 30th birthday and it couldn’t have been better space for our group! It was 8 of us and was the perfect place to lounge in and come home to after a day of wine tasting. It was spacious, clean, had all the necessities, plus a binder full of suggestions in the area. The location was great and nearby the Sonoma plaza. The backyard was beautiful and a great space for friends and fun. I loved the entire house and really appreciated the fast and clear...
United States
Noelle A.
The price is AED 1,614
AED 3,432 total
includes taxes & fees
7 Apr - 8 Apr
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is AED 434
AED 1,435 total
includes taxes & fees
13 Apr - 14 Apr
2BR Bungalow | Russian River & Wine Country

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Excellent place to relax with my family!"
United States
Tatem D.
The price is AED 918
AED 2,064 total
includes taxes & fees
31 Mar - 1 Apr
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Bright & Stylish Home Stay Minutes from Wineries

Bright & Stylish Home Stay Minutes from Wineries
Petaluma
10.0 out of 10, Exceptional, (2 reviews)
"Host was very responsive to messages."
United States
Kelly P.
The price is AED 752
AED 1,671 total
includes taxes & fees
1 Apr - 2 Apr
Bright & Stylish Home Stay Minutes from Wineries

Silverado Napa Breath Taking Remodel 3 bed 2 bath

Silverado Napa Breath Taking Remodel 3 bed 2 bath
Napa
9.6 out of 10, Exceptional, (10 reviews)
"Great location, lovely grounds, nice spaces to sit outside, host was very responsive. We would definitely stay again!"
United States
Barrie M.
The price is AED 714
AED 1,635 total
includes taxes & fees
6 Apr - 7 Apr
Silverado Napa Breath Taking Remodel 3 bed 2 bath

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (44 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is AED 876
AED 1,793 total
includes taxes & fees
1 Apr - 2 Apr
Private Lofted Downtown Studio

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
The price is AED 790
AED 1,870 total
includes taxes & fees
9 Apr - 10 Apr
Winemaker's Delight: 3BD/3BA Russian River Valley

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 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 1,945 total
includes taxes & fees
31 Mar - 1 Apr
Serenity at the Russian River

Wine Country Getaway

Wine Country Getaway
Mirabel Heights
10.0 out of 10, Exceptional, (30 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 727
AED 2,023 total
includes taxes & fees
31 Mar - 1 Apr
Wine Country Getaway
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. Helena Hotel Reviews