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St. Helena Holiday Rentals

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Bedrooms

Bathrooms

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Suitability

Property type

Distinctive Features

Distance from

5 mi
85 rentals in St. Helena.
Beautiful Wine Country Vacation Home - St. Helena Permit PL-22-033, holiday rental in St. Helena
Beautiful Wine Country Vacation Home - St. Helena Permit PL-22-033, holiday rental in St. Helena
Beautiful Wine Country Vacation Home - St. Helena Permit PL-22-033, holiday rental in St. Helena

Beautiful Wine Country Vacation Home - St. Helena Permit PL-22-033

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Fantastic Family Home - Walk to Town (STRP# PL22-011), holiday rental in St. Helena
Fantastic Family Home - Walk to Town (STRP# PL22-011), holiday rental in St. Helena
Fantastic Family Home - Walk to Town (STRP# PL22-011), holiday rental in St. Helena

Fantastic Family Home - Walk to Town (STRP# PL22-011)

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Wine Country Cottage Steps from Downtown - Permit #2012-27, holiday rental in St. Helena
Charming Wine Country Cottage Steps from Downtown - Permit #2012-27, holiday rental in St. Helena
Charming Wine Country Cottage Steps from Downtown - Permit #2012-27, holiday rental in St. Helena

Charming Wine Country Cottage Steps from Downtown - Permit #2012-27

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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1 Block To St. Helena Main Street Shops-Restaurants!Avail 13-16, 20-23, holiday rental in St. Helena
1 Block To St. Helena Main Street Shops-Restaurants!Avail 13-16, 20-23, holiday rental in St. Helena
1 Block To St. Helena Main Street Shops-Restaurants!Avail 13-16, 20-23, holiday rental in St. Helena

1 Block To St. Helena Main Street Shops-Restaurants!Avail 13-16, 20-23

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Historic Farm House with Vineyard in Downtown Saint Helena!, holiday rental in St. Helena
Renovated Historic Farm House with Vineyard in Downtown Saint Helena!, holiday rental in St. Helena
Renovated Historic Farm House with Vineyard in Downtown Saint Helena!, holiday rental in St. Helena

Renovated Historic Farm House with Vineyard in Downtown Saint Helena!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard, holiday rental in St. Helena
St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard, holiday rental in St. Helena
St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard, holiday rental in St. Helena

St. Helena estate, in heart of the Napa wine country, walk to town, on vineyard

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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RARE - Luxury Victorian in prime Napa Valley., holiday rental in St. Helena
RARE - Luxury Victorian in prime Napa Valley., holiday rental in St. Helena
RARE - Luxury Victorian in prime Napa Valley., holiday rental in St. Helena

RARE - Luxury Victorian in prime Napa Valley.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Walk to Restaurants, Wineries and More, holiday rental in St. Helena
Walk to Restaurants, Wineries and More, holiday rental in St. Helena
Walk to Restaurants, Wineries and More, holiday rental in St. Helena

Walk to Restaurants, Wineries and More

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Designer Home + Guest House + Peloton & Soul-Cycle Bike, holiday rental in St. Helena
Historic Designer Home + Guest House + Peloton & Soul-Cycle Bike, holiday rental in St. Helena
Historic Designer Home + Guest House + Peloton & Soul-Cycle Bike, holiday rental in St. Helena

Historic Designer Home + Guest House + Peloton & Soul-Cycle Bike

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019, holiday rental in St. Helena
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019, holiday rental in St. Helena
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019, holiday rental in St. Helena

Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming victorian, walking distance to downtown, restaurants, and wineries., holiday rental in St. Helena
Charming victorian, walking distance to downtown, restaurants, and wineries., holiday rental in St. Helena
Charming victorian, walking distance to downtown, restaurants, and wineries., holiday rental in St. Helena

Charming victorian, walking distance to downtown, restaurants, and wineries.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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The St. Helena House - Within Walking Distance To Downtown, holiday rental in St. Helena
The St. Helena House - Within Walking Distance To Downtown, holiday rental in St. Helena
The St. Helena House - Within Walking Distance To Downtown, holiday rental in St. Helena

The St. Helena House - Within Walking Distance To Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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60-acre Panoramic Napa Valley View Estate with pool, spa, tennis, and gym., holiday rental in St. Helena
60-acre Panoramic Napa Valley View Estate with pool, spa, tennis, and gym., holiday rental in St. Helena
60-acre Panoramic Napa Valley View Estate with pool, spa, tennis, and gym., holiday rental in St. Helena

60-acre Panoramic Napa Valley View Estate with pool, spa, tennis, and gym.

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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NAPA VALLEY VILLA RETREAT, holiday rental in St. Helena
NAPA VALLEY VILLA RETREAT, holiday rental in St. Helena
NAPA VALLEY VILLA RETREAT, holiday rental in St. Helena

NAPA VALLEY VILLA RETREAT

Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Napa Valley Luxury Vacation Estate, holiday rental in St. Helena
Napa Valley Luxury Vacation Estate, holiday rental in St. Helena
Napa Valley Luxury Vacation Estate, holiday rental in St. Helena

Napa Valley Luxury Vacation Estate

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Updated Home With Hot Tub In The Heart Of St. Helena, holiday rental in St. Helena
Updated Home With Hot Tub In The Heart Of St. Helena, holiday rental in St. Helena
Updated Home With Hot Tub In The Heart Of St. Helena, holiday rental in St. Helena

Updated Home With Hot Tub In The Heart Of St. Helena

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 bdrm Vineyard View Farmhouse close to downtown St. Helena (Permit #2013-47), holiday rental in St. Helena
3 bdrm Vineyard View Farmhouse close to downtown St. Helena (Permit #2013-47), holiday rental in St. Helena
3 bdrm Vineyard View Farmhouse close to downtown St. Helena (Permit #2013-47), holiday rental in St. Helena

3 bdrm Vineyard View Farmhouse close to downtown St. Helena (Permit #2013-47)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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One Bedroom Wine Country Getaway, holiday rental in St. Helena
One Bedroom Wine Country Getaway, holiday rental in St. Helena
One Bedroom Wine Country Getaway, holiday rental in St. Helena

One Bedroom Wine Country Getaway

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming and Romantic Historic Saint Helena Cottage, holiday rental in St. Helena
Charming and Romantic Historic Saint Helena Cottage, holiday rental in St. Helena
Charming and Romantic Historic Saint Helena Cottage, holiday rental in St. Helena

Charming and Romantic Historic Saint Helena Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Studio Loft with a Steam Bath, holiday rental in St. Helena
Gorgeous Studio Loft with a Steam Bath, holiday rental in St. Helena
Gorgeous Studio Loft with a Steam Bath, holiday rental in St. Helena

Gorgeous Studio Loft with a Steam Bath

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Wine Country Cottage Close to Downtown, holiday rental in St. Helena
Charming Wine Country Cottage Close to Downtown, holiday rental in St. Helena
Charming Wine Country Cottage Close to Downtown, holiday rental in St. Helena

Charming Wine Country Cottage Close to Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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7 minute drive/5 miles to Saint Helena, holiday rental in St. Helena
7 minute drive/5 miles to Saint Helena, holiday rental in St. Helena
7 minute drive/5 miles to Saint Helena, holiday rental in St. Helena

7 minute drive/5 miles to Saint Helena

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Casa St. Teresa in Beautiful St. Helena, holiday rental in St. Helena
Casa St. Teresa in Beautiful St. Helena, holiday rental in St. Helena
Casa St. Teresa in Beautiful St. Helena, holiday rental in St. Helena

Casa St. Teresa in Beautiful St. Helena

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Amazing Location 2b/2ba St Helena home!, holiday rental in St. Helena
Amazing Location 2b/2ba St Helena home!, holiday rental in St. Helena
Amazing Location 2b/2ba St Helena home!, holiday rental in St. Helena

Amazing Location 2b/2ba St Helena home!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Peaceful Sanctuary in the Wine Country, holiday rental in St. Helena
Peaceful Sanctuary in the Wine Country, holiday rental in St. Helena
Peaceful Sanctuary in the Wine Country, holiday rental in St. Helena

Peaceful Sanctuary in the Wine Country

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pool, Bocce, Olive Grove, Walk to town, holiday rental in St. Helena
Pool, Bocce, Olive Grove, Walk to town, holiday rental in St. Helena
Pool, Bocce, Olive Grove, Walk to town, holiday rental in St. Helena

Pool, Bocce, Olive Grove, Walk to town

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Charming 1920's cottage in St. Helena - walk to town, holiday rental in St. Helena
Charming 1920's cottage in St. Helena - walk to town, holiday rental in St. Helena
Charming 1920's cottage in St. Helena - walk to town, holiday rental in St. Helena

Charming 1920's cottage in St. Helena - walk to town

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Romantic, Private Jewel - 3 blocks from Downtown St.Helena in the Napa Valley, holiday rental in St. Helena
Romantic, Private Jewel - 3 blocks from Downtown St.Helena in the Napa Valley, holiday rental in St. Helena
Romantic, Private Jewel - 3 blocks from Downtown St.Helena in the Napa Valley, holiday rental in St. Helena

Romantic, Private Jewel - 3 blocks from Downtown St.Helena in the Napa Valley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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St. Helena Cottage - Walk to Downtown!, holiday rental in St. Helena
St. Helena Cottage - Walk to Downtown!, holiday rental in St. Helena
St. Helena Cottage - Walk to Downtown!, holiday rental in St. Helena

St. Helena Cottage - Walk to Downtown!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Bluebird, holiday rental in St. Helena
The Bluebird, holiday rental in St. Helena
The Bluebird, holiday rental in St. Helena

The Bluebird

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Gorgeous Spacious 3-Bdrm En-Suite Condo W/ HUGE Outdoor Patio, holiday rental in St. Helena
Gorgeous Spacious 3-Bdrm En-Suite Condo W/ HUGE Outdoor Patio, holiday rental in St. Helena
Gorgeous Spacious 3-Bdrm En-Suite Condo W/ HUGE Outdoor Patio, holiday rental in St. Helena

Gorgeous Spacious 3-Bdrm En-Suite Condo W/ HUGE Outdoor Patio

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Farmhouse in the heart of Napa Valley- vineyard views, 35ft ceiling, holiday rental in St. Helena
Breathtaking Farmhouse in the heart of Napa Valley- vineyard views, 35ft ceiling, holiday rental in St. Helena
Breathtaking Farmhouse in the heart of Napa Valley- vineyard views, 35ft ceiling, holiday rental in St. Helena

Breathtaking Farmhouse in the heart of Napa Valley- vineyard views, 35ft ceiling

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walking distance to downtown St. Helena in the Napa Valley, holiday rental in St. Helena
Walking distance to downtown St. Helena in the Napa Valley, holiday rental in St. Helena
Walking distance to downtown St. Helena in the Napa Valley, holiday rental in St. Helena

Walking distance to downtown St. Helena in the Napa Valley

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Vineyard views!!! with pool, holiday rental in St. Helena
Panoramic Vineyard views!!! with pool, holiday rental in St. Helena
Panoramic Vineyard views!!! with pool, holiday rental in St. Helena

Panoramic Vineyard views!!! with pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE, holiday rental in St. Helena
BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE, holiday rental in St. Helena
BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE, holiday rental in St. Helena

BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming St Helena- Walk to Town, holiday rental in St. Helena
Charming St Helena- Walk to Town, holiday rental in St. Helena
Charming St Helena- Walk to Town, holiday rental in St. Helena

Charming St Helena- Walk to Town

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet, private wine country retreat - super walkable!, holiday rental in St. Helena
Quiet, private wine country retreat - super walkable!, holiday rental in St. Helena
Quiet, private wine country retreat - super walkable!, holiday rental in St. Helena

Quiet, private wine country retreat - super walkable!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Napa Valley Hideaway:  Ideal for 3 couples (accommodates 8), holiday rental in St. Helena
Napa Valley Hideaway:  Ideal for 3 couples (accommodates 8), holiday rental in St. Helena
Napa Valley Hideaway:  Ideal for 3 couples (accommodates 8), holiday rental in St. Helena

Napa Valley Hideaway: Ideal for 3 couples (accommodates 8)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ranch-Style Home in the Heart of the Napa Valley Vineyards, holiday rental in St. Helena
Ranch-Style Home in the Heart of the Napa Valley Vineyards, holiday rental in St. Helena
Ranch-Style Home in the Heart of the Napa Valley Vineyards, holiday rental in St. Helena

Ranch-Style Home in the Heart of the Napa Valley Vineyards

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wine Country Oasis. Pool, hot tub, vineyard views, walk to Downtown St. Helena, holiday rental in St. Helena
Wine Country Oasis. Pool, hot tub, vineyard views, walk to Downtown St. Helena, holiday rental in St. Helena
Wine Country Oasis. Pool, hot tub, vineyard views, walk to Downtown St. Helena, holiday rental in St. Helena

Wine Country Oasis. Pool, hot tub, vineyard views, walk to Downtown St. Helena

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Relax in St. Helena - Hot Tub, Vineyard Home, Game Room,  Dedicated Work Space, holiday rental in St. Helena
Relax in St. Helena - Hot Tub, Vineyard Home, Game Room,  Dedicated Work Space, holiday rental in St. Helena
Relax in St. Helena - Hot Tub, Vineyard Home, Game Room,  Dedicated Work Space, holiday rental in St. Helena

Relax in St. Helena - Hot Tub, Vineyard Home, Game Room, Dedicated Work Space

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming St. Helena Town Home, holiday rental in St. Helena
Charming St. Helena Town Home, holiday rental in St. Helena
Charming St. Helena Town Home, holiday rental in St. Helena

Charming St. Helena Town Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walking distance to St Helena, holiday rental in St. Helena
Walking distance to St Helena, holiday rental in St. Helena
Walking distance to St Helena, holiday rental in St. Helena

Walking distance to St Helena

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming craftsman style home with vineyard view, holiday rental in St. Helena
Charming craftsman style home with vineyard view, holiday rental in St. Helena
Charming craftsman style home with vineyard view, holiday rental in St. Helena

Charming craftsman style home with vineyard view

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Napa Valley View, holiday rental in St. Helena
Napa Valley View, holiday rental in St. Helena
Napa Valley View, holiday rental in St. Helena

Napa Valley View

Holiday Rental House
5 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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St Helena Farmhouse - Napa Valley, holiday rental in St. Helena
St Helena Farmhouse - Napa Valley, holiday rental in St. Helena
St Helena Farmhouse - Napa Valley, holiday rental in St. Helena

St Helena Farmhouse - Napa Valley

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vineyard View Hideaway walk to Downtown SH, holiday rental in St. Helena
Vineyard View Hideaway walk to Downtown SH, holiday rental in St. Helena
Vineyard View Hideaway walk to Downtown SH, holiday rental in St. Helena

Vineyard View Hideaway walk to Downtown SH

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Cottage in Downtown St. Helena, Disinfected, Spacious, holiday rental in St. Helena
Luxury Cottage in Downtown St. Helena, Disinfected, Spacious, holiday rental in St. Helena
Luxury Cottage in Downtown St. Helena, Disinfected, Spacious, holiday rental in St. Helena

Luxury Cottage in Downtown St. Helena, Disinfected, Spacious

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Wine Country Estate Home with Pool, holiday rental in St. Helena
Wine Country Estate Home with Pool, holiday rental in St. Helena
Wine Country Estate Home with Pool, holiday rental in St. Helena

Wine Country Estate Home with Pool

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Charming Farm House Downtown St. Helena. (Permit # PL22-024), holiday rental in St. Helena
Charming Farm House Downtown St. Helena. (Permit # PL22-024), holiday rental in St. Helena
Charming Farm House Downtown St. Helena. (Permit # PL22-024), holiday rental in St. Helena

Charming Farm House Downtown St. Helena. (Permit # PL22-024)

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 85
Frequently Asked Questions about St. Helena