St. Helena Vacation Rentals

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Vacation Rentals in St. Helena

Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

Napa CA

$1,297 nightly

$1,297 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

With a stay at this vacation home in Napa (Shurtleff), you'll be within a 10-minute drive of Napa Valley Wine Train and Skyline Wilderness Park.

VINEYARD VIEW HOT TUB PERFECT LOCATION FOR WINE TASTING AND GREAT RESTAURANTS

Napa CA

With a stay at this vacation home in Napa, you'll be in the mountains, within a 10-minute drive of Napa Valley Wine Train and Alston Park.

Hot Tub

Kitchen

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

St Helena CA

$1,763 nightly

$1,996 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in St. Helena, within a 15-minute drive of Castello di Amorosa and Calistoga Hot Springs.

Kitchen

Washer

Serene Napa Retreat Home!

Napa CA

With a stay at this vacation home in Napa (Shurtleff), you'll be within a 5-minute drive of Napa Valley Wine Train and Skyline Wilderness Park.

Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!

Sonoma CA

With a stay at this vacation home in Sonoma (Boyes Hot Springs), you'll be within a 10-minute drive of Sonoma Plaza and Sonoma Golf Club.

Kitchen

Washer

Elegance & Charm 2 blocks to Sonoma Square, from 249 off season

Sonoma CA

With a stay at this vacation home, you'll be centrally located in Sonoma, a 1-minute drive from Sonoma Plaza and 15 minutes from Sonoma Raceway.

Historic Cuneo Cottage Downtown Sonoma

Sonoma CA

This vacation home is in the heart of Sonoma, within a 10-minute walk of Sonoma State Historic Park and Sonoma Plaza.

Casa Bella Estate in Wine Country w/ New Pool!

Kenwood CA

Located in Kenwood, this vacation home is in a rural location, within a 15-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars.

Pool

Hot Tub

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Napa CA

With a stay at this vacation home in Napa, you'll be next to a golf course, within a 10-minute drive of Napa Valley Wine Train and William Hill Estate Winery.

Pool

Kitchen

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood CA

Located in Kenwood, this vacation home is in the mountains, within a 5-minute drive of VJB Vineyard & Cellars and Chateau St. Jean Winery.

Clean & Spacious-Walk to the Fairmont, great restaurants, coffee shops and wine

Sonoma CA

$447 nightly

$495 total

Dec 16 - Dec 17

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Sonoma, within a 10-minute drive of Sonoma Plaza and Sonoma Golf Club.

Beautiful Home in Northwest Napa

Napa CA

With a stay at this vacation home in Napa, you'll be within a 10-minute drive of Napa Valley Wine Train and Alston Park.

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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.