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

St. Helena Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for St. Helena holiday rentals

Property grounds

Spacious Honeymoon Suite

Spacious Honeymoon Suite
Downtown St. Helena
10.0 out of 10, Exceptional, (23 reviews)
"Great location, clean, and quiet. We could walk to several great restaurants! "
United States
Cheryl Z.
The price is HK$2,750
HK$3,735 total
includes taxes & fees
11 Aug - 12 Aug
Spacious Honeymoon Suite
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.
The price is HK$6,035
HK$7,803 total
includes taxes & fees
27 Jul - 28 Jul
RustRidge House, two bedroom two bath home
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 HK$9,797
HK$13,117 total
includes taxes & fees
11 Aug - 12 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, (268 reviews)
"Amazing house, great location, hosts were very responsive. "
United States
Kevin C.
The price is HK$12,933
HK$16,714 total
includes taxes & fees
16 Jul - 17 Jul
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Exterior

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,412 reviews)
"We loved the full kitchen, comfy bed and the cute patio."
Canada
Susan
The price is HK$874
HK$1,276 total
includes taxes & fees
19 Jul - 20 Jul
RiverPointe Napa Valley Resort
Restaurant

The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (38 reviews)
"Nice, great location."
United States
Juan
The price is HK$404
HK$3,991 total
includes taxes & fees
22 Jul - 23 Jul
The Napa Residences
Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (120 reviews)
"Clean room and pet friendly"
United States
Yilin
The price is HK$1,038
HK$1,184 total
includes taxes & fees
16 Jul - 17 Jul
Wildhaven Sonoma Glamping
Property grounds

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (49 reviews)
"Very cute and luxurious!! We really enjoyed our stay and great proximity to downtown. "
United States
Yvonne L.
The price is HK$1,058
HK$2,784 total
includes taxes & fees
19 Jul - 20 Jul
Private Lofted Downtown Studio
Terrace/patio

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (166 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 HK$1,959
HK$4,038 total
includes taxes & fees
19 Jul - 20 Jul
Glen Ellen Retreats Coastal Cottage
Living area

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"Quaint mountain cabin, relaxing, clean, pet friendly, easy check in"
United States
Bethany
The price is HK$1,077
HK$2,161 total
includes taxes & fees
16 Jul - 17 Jul
Rouge Cobb Mountain Hotel - Cabin 1
Fridge, microwave, stovetop, coffee/tea maker

27 ft. Komfort RV close to downtown Napa! Great rate! Very comfortable.

27 ft. Komfort RV close to downtown Napa! Great rate! Very comfortable.
Central Napa
The price is HK$901
HK$1,419 total
includes taxes & fees
12 Aug - 13 Aug
27 ft. Komfort RV close to downtown Napa! Great rate! Very comfortable.
Dining

Charming Napa Retreat | Walk to Wineries & Dining

Charming Napa Retreat | Walk to Wineries & Dining
Napa County
8.4 out of 10, Very good, (22 reviews)
"Beautiful location. Some of the things listed as walking distance required a lot of walking."
United States
Debbi S.
The price is HK$797
HK$4,249 total
includes taxes & fees
3 Aug - 4 Aug
Charming Napa Retreat | Walk to Wineries & Dining
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 HK$1,959
HK$4,038 total
includes taxes & fees
19 Jul - 20 Jul
Glen Ellen Retreats Sunset Cottage
Exterior

Cozy Napa Escape Silverado Resort

Cozy Napa Escape Silverado Resort
Napa
9.4 out of 10, Exceptional, (12 reviews)
"Great location and very clean. "
United States
Kati K.
The price is HK$894
HK$2,007 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Napa Escape Silverado Resort
2 bedrooms, desk, iron/ironing board, free WiFi

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (77 reviews)
"Overall a good place to stay in downtown Santa Rosa. "
United States
Stan R.
The price is HK$1,450
HK$3,137 total
includes taxes & fees
27 Jul - 28 Jul
Wine Country Cottage in downtown Santa Rosa, CA
Outdoor dining

Peaceful, charming, cottage in wine country. Beautiful yard!

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (14 reviews)
"Great stay and location!"
United States
Brandi K.
The price is HK$1,787
HK$3,511 total
includes taxes & fees
10 Aug - 11 Aug
Peaceful, charming, cottage in wine country. Beautiful yard!
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, (20 reviews)
"This was the perfect cozy stay for a rainy weekend- a great pool and yard for all seasons."
United States
Anand D.
The price is HK$2,610
HK$2,947 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Wine Country Guesthouse with Private Pool & Yard
Outdoor dining

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (92 reviews)
"Excellent location and cozy!"
United States
Lori
The price is HK$1,646
HK$2,875 total
includes taxes & fees
19 Jul - 20 Jul
Cottage at Main Street Farmhouse!
Terrace/patio

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (90 reviews)
"Beautiful home and very quiet town. Enjoyed my stay! "
United States
Adrian P.
The price is HK$2,155
HK$4,258 total
includes taxes & fees
16 Jul - 17 Jul
Glen Ellen Retreats Hot Tub Cottage
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (42 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is HK$2,579
HK$3,488 total
includes taxes & fees
20 Jul - 21 Jul
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
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.
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Top St. Helena Hotel Reviews

DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

10/10 Excellent
"Everything about our stay was amazing!"
Davide 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Sonoma - Wine Country

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 top-notch restaurants and wineries. 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 63 holiday rentals for your stay in St. Helena.

What can I see and do in St. Helena?

Cultural attractions include Cameo Cinema and The Christopher Hill Gallery, 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.