A rustic stone building with a red door and a wooden balcony, surrounded by lush greenery and a vintage wooden cart.

Holiday 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for St. Helena holiday homes

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.
The price is €1,163
includes taxes & fees
4 Aug - 5 Aug
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.
The price is €2,171
includes taxes & fees
23 Aug - 24 Aug
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, (269 reviews)
"The house was perfect for all the people attending my son's wedding that we wanted to stay with."
United States
JUDITH S.
The price is €1,882
includes taxes & fees
26 Jul - 27 Jul
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, (2 reviews)
"Easy to find and nice and quiet. "
United States
Kristen F.
RustRidge House, two bedroom two bath home
Outdoor pool, a heated pool

Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful stay!"
United States
Adam C.
The price is €340
includes taxes & fees
17 Aug - 18 Aug
Cozy Wine Country Guesthouse with Private Pool & Yard
TV, fireplace

Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
Modern Organic 3BR Oasis w/ Creek&Near State Park
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (168 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 €525
includes taxes & fees
23 Aug - 24 Aug
Glen Ellen Retreats Coastal Cottage
2 bedrooms, iron/ironing board, travel cot, free WiFi

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (80 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is €462
includes taxes & fees
28 Jul - 29 Jul
Glen Ellen Retreats Sunset Cottage
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, (24 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 €229
includes taxes & fees
23 Aug - 24 Aug
2 Hidden Wine Country Gem Upstairs Unit
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful home and very quiet town. Enjoyed my stay! "
United States
Adrian P.
The price is €491
includes taxes & fees
27 Jul - 28 Jul
Glen Ellen Retreats Hot Tub Cottage
Outdoor dining

Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is €232
includes taxes & fees
25 Jul - 26 Jul
Stagecoach Cottage quiet efficiency
Exterior

Silverado Napa Luxury 1 Bed Jr. Suite

Silverado Napa Luxury 1 Bed Jr. Suite
Napa
9.8 out of 10, Exceptional, (63 reviews)
"Love staying at this property. Very convenient, safe, great options, available for dining, bar, great scenery."
United States
michael
The price is €256
includes taxes & fees
17 Aug - 18 Aug
Silverado Napa Luxury 1 Bed Jr. Suite
TV, fireplace, books

Napa Valley Retreat in Calistoga!

Napa Valley Retreat in Calistoga!
Calistoga
9.8 out of 10, Exceptional, (34 reviews)
"This cozy place was exactly as pictured and spotless. Communication with the owners was easy and responsive. We really enjoyed our stay and would happily return."
United States
Summer S.
Napa Valley Retreat in Calistoga!
Coffee/tea maker, fridge, microwave, oven

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is €365
includes taxes & fees
3 Aug - 4 Aug
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Outdoor dining

Walk to Downtown & Russian River Brewery

Walk to Downtown & Russian River Brewery
Santa Rosa
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful location, cleanliness, and has all the amenities to make for a lovely stay. "
United States
roxanne K.
Walk to Downtown & Russian River Brewery
Outdoor pool, a heated pool

[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly

[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly
Kenwood
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful host, location and home."
United States
Elisabeth M.
[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly
Terrace/patio

Outdoor Sonoma Escape with Hot Tub and Large Yard

Outdoor Sonoma Escape with Hot Tub and Large Yard
Fetters Hot Springs-Agua Caliente
10.0 out of 10, Exceptional, (18 reviews)
"We had a great time - easy to relax in various ways! Great backyard - we appreciate being able to bring the dog!"
United States
Leslie M.
The price is €440
includes taxes & fees
18 Aug - 19 Aug
Outdoor Sonoma Escape with Hot Tub and Large Yard
Exterior

Cozy Bungalow w Hot Tub, 15 min walk to downtown, easy access to all of Napa!

Cozy Bungalow w Hot Tub, 15 min walk to downtown, easy access to all of Napa!
Central Napa
9.8 out of 10, Exceptional, (294 reviews)
"Fantastic!! I can’t say enough great things about this house in Napa. It’s in the perfect location! The house itself is decorated so cute and was absolutely immaculate. The host is so great & responsive. We loved our stay and can’t wait to come back again! "
United States
Melissa N.
The price is €358
includes taxes & fees
29 Jul - 30 Jul
Cozy Bungalow w Hot Tub, 15 min walk to downtown, easy access to all of Napa!
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
Wine Country Cottage Escape
Smart TV, DVD player, books, video library

Vintage Home with Hot Tub! Walk to Town & Oxbow Market!

Vintage Home with Hot Tub! Walk to Town & Oxbow Market!
Alta Heights
9.8 out of 10, Exceptional, (178 reviews)
"The house was so cute, the location was perfect, and the host was great at communication. Hope to stay here again many more times!"
United States
Leah C.
The price is €357
includes taxes & fees
29 Jul - 30 Jul
Vintage Home with Hot Tub! Walk to Town & Oxbow Market!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Helena Hotel Reviews

El Bonita Motel

El Bonita Motel

10/10 Excellent
"Deceptive looks from the street. That's the tip of the iceberg. Large rooms. Great kidney pool and a fire pit in back Good location for wine country dining and tasting"
Terence 2-night trip
Posted 11 hours ago
El Bonita Motel

Find out more about St. Helena

St. Helena Holiday Homes information

Number of reviews
1,272
Accommodation
826 Holiday Homes
Lowest Price
€229
Highest Price
€2,171