St. Helena Holiday Rentals

  • 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
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for St. Helena holiday rentals

Interior

Holiday Home in St Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (254 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is HK$12,902
HK$16,612 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Iron/ironing board, free WiFi

Aparthotel in Santa Rosa

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
The price is HK$733
HK$2,117 total
includes taxes & fees
5 Mar - 6 Mar
Sonoma Stonehouse, Wine Country Vibes
Porch

Cottage in Middletown

Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is HK$1,390
HK$1,550 total
includes taxes & fees
28 Feb - 1 Mar
Backyard Garden Oasis
Exterior

Holiday Home in Guinda

Guinda's Finest Nature Get-Away!
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful location, beautiful view."
United States
George M K.
The price is HK$2,111
HK$3,261 total
includes taxes & fees
7 Mar - 8 Mar
Guinda's Finest Nature Get-Away!
Exterior

Condo in Cordelia

Free Breakfast. Pool & Hot Tub. Close to Napa Valley Wine Country.
10.0 out of 10, Exceptional, (1 review)
The price is HK$999
HK$1,295 total
includes taxes & fees
15 Mar - 16 Mar
Free Breakfast. Pool & Hot Tub. Close to Napa Valley Wine Country.
Exterior

Cottage in Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
10.0 out of 10, Exceptional, (2 reviews)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
The price is HK$2,182
HK$2,992 total
includes taxes & fees
2 Mar - 3 Mar
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

Cottage in Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
9.6 out of 10, Exceptional, (33 reviews)
"Great getaway for a couple"
United States
David G.
The price is HK$2,182
HK$2,984 total
includes taxes & fees
17 Mar - 18 Mar
Escape to Wine County in your independant Cottage in Downtown Calistoga
Interior

Cabin in Sebastopol

The Sonoma Spyglass | Incredible Views + Sauna
10.0 out of 10, Exceptional, (5 reviews)
"This stay exceeded our expectations. Absolutely stunning and such a nice place for a staycation! 5 Stars across the board for everything. Will definitely book this place again in the future."
United States
Michael
The price is HK$3,122
HK$5,453 total
includes taxes & fees
4 Mar - 5 Mar
The Sonoma Spyglass | Incredible Views + Sauna
2 bedrooms, iron/ironing board, travel cot, free WiFi

Holiday Home in Glen Ellen

Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is HK$1,291
HK$3,192 total
includes taxes & fees
3 Mar - 4 Mar
Glen Ellen Retreat #3 King Beds
Outdoor dining

Villa in Glen Ellen

When in Glen | Panoramic View | Pool / Hot Tub
10.0 out of 10, Exceptional, (17 reviews)
"Clean, beautiful views"
United States
Carol Y.
The price is HK$3,176
HK$6,976 total
includes taxes & fees
17 Mar - 18 Mar
When in Glen | Panoramic View | Pool / Hot Tub
Outdoor dining

Cottage in McPherson

Cottage at Main Street Farmhouse!
10.0 out of 10, Exceptional, (83 reviews)
"Great little place with easy access to all the fun places in Napa. "
United States
Tommy & Amanda G.
The price is HK$1,329
HK$2,453 total
includes taxes & fees
13 Mar - 14 Mar
Cottage at Main Street Farmhouse!
Exterior

Condo in Stonehouse

RiverPointe Napa Valley Resort
3.0 star property
8.8 out of 10, Excellent, (1,361 reviews)
"Great staff and very clean "
United States
Stephanie
The price is HK$682
HK$1,055 total
includes taxes & fees
26 Mar - 27 Mar
RiverPointe Napa Valley Resort
Terrace/patio

Holiday Home in Glen Ellen

Glen Ellen Retreat #1 Hot Tub and King Beds
10.0 out of 10, Exceptional, (83 reviews)
"Such an easy experience from booking to check in and out. Beautiful home and area of Glen Ellen and proximity to cute shops/cafes and all of what wine country has to offer. "
United States
M A.
The price is HK$1,368
HK$3,286 total
includes taxes & fees
2 Mar - 3 Mar
Glen Ellen Retreat #1 Hot Tub and King Beds
TV, fireplace

Holiday Home in Northwest Santa Rosa

Winemaker's Delight: 3BD/3BA Russian River Valley
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is HK$1,916
HK$4,294 total
includes taxes & fees
2 Mar - 3 Mar
Winemaker's Delight: 3BD/3BA Russian River Valley
Smart TV

Holiday Home in Lower Lake

Fantastic 2-bedroom house, bonus loft with AC in charming Lower Lake
The price is HK$1,490
HK$2,937 total
includes taxes & fees
10 Mar - 11 Mar
Fantastic 2-bedroom house, bonus loft with AC in charming Lower Lake
Pool

Cottage in Winters

Yurt - Beautiful One-Bedroom Yurt
The price is HK$1,251
HK$1,533 total
includes taxes & fees
15 Mar - 16 Mar
Yurt - Beautiful One-Bedroom Yurt
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Southwest Santa Rosa

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
9.8 out of 10, Exceptional, (58 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is HK$1,775
HK$4,672 total
includes taxes & fees
17 Mar - 18 Mar
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Restaurant

Aparthotel in Napa

The Napa Residences
5.0 star property
8.8 out of 10, Excellent, (13 reviews)
"Very peaceful and very clean and organized "
United States
Reina
The price is HK$267
HK$3,703 total
includes taxes & fees
3 Mar - 4 Mar
The Napa Residences
Smart TV, fireplace

Holiday Home in Southwest Santa Rosa

“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino
9.8 out of 10, Exceptional, (7 reviews)
"Myself and four guests thoroughly enjoyed our overnight stay! The home had everything we needed and more - clean, cozy, and beautifully equipped with wonderful amenities. The beds were incredibly comfortable, and our host was very welcoming and attentive. We couldn’t have asked for a better experience. Highly recommend!"
United States
JoAnn P.
The price is HK$2,497
HK$2,841 total
includes taxes & fees
3 Mar - 4 Mar
“NEW” Half Moon Retreat / +Pool Table / - 5 min away from GRATON casino
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

SENZA Hotel

SENZA Hotel

10/10 Excellent
"We really enjoy this place and come here quite often when visiting Napa. The property is very well maintained with lots of amenities and in a nice quiet location but close to the attractions of Napa Valley. The rooms are clean and spacious and the staff is outstanding and extremely accomodating with whatever needs or requests we had. Will definately go back."
Michael 3-night trip
Posted 2 days ago
SENZA Hotel

Find out more about St. Helena

Search for holiday rentals in St. Helena on Expedia! You can easily find your home rentals, villas, holiday apartments in St. Helena using one of the methods below:

  • View our selection of featured holiday rentals in St. Helena
  • Use the map to find apartments and other holiday homes in the St. Helena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in St. Helena while they last

Look no further and take a look at our great range of rental properties in St. Helena!

Frequently asked questions

Can I find holiday rentals in St. Helena?

Yes, there are holiday rentals close to the most popular sights in St. Helena, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say St. Helena has a good selection of wineries and top-notch restaurants. Leave some time to check out the shops and spas during your trip.

What are some of the best holiday rentals that St. Helena has to offer?

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This highly rated holiday home rental in St. Helena is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in St. Helena?

Expedia has 64 holiday rentals for your stay in St. Helena.

What can I see and do in St. Helena?

Cultural attractions include The Christopher Hill Gallery and Cameo Cinema, whereas Napa River is one spot to enjoy nature. Beringer Vineyards and Charles Krug Winery are other places to visit while you're in town.

What are holiday rentals like in St. Helena?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in St. Helena. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.