St. Helena Holiday Rentals

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Our top choices for St. Helena holiday rentals

RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
The price is NZ$946
includes taxes & fees
6 June - 7 June
RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge House, two bedroom two bath home

RustRidge House, two bedroom two bath home
St Helena
10.0 out of 10, Exceptional, (1 review)
"Easy to find and nice and quiet. "
United States
Kristen F.
The price is NZ$1,792
includes taxes & fees
26 May - 27 May
RustRidge House, two bedroom two bath home

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 NZ$756
includes taxes & fees
18 May - 19 May
Spacious Honeymoon Suite

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 NZ$1,745
includes taxes & fees
27 May - 28 May
Downtown Cottage House

1 Block To St Helena Main Street Shops, Restaurants!

1 Block To St Helena Main Street Shops, Restaurants!
Downtown St. Helena
10.0 out of 10, Exceptional, (273 reviews)
"This was a great house for two couples on our trip to Napa. We enjoyed many walks downtown for breakfast, shopping and dinner. Great location to get to all the wineries nearby and many great restaurants. Would definitely stay here again and the owner was so nice and you could tell she just wanted your stay to be perfect. Highly recommend!"
United States
Stacy K.
The price is NZ$2,335
includes taxes & fees
26 May - 27 May
1 Block To St Helena Main Street Shops, Restaurants!

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, (259 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is NZ$3,324
includes taxes & fees
31 May - 1 June
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

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 NZ$3,451
includes taxes & fees
11 June - 12 June
Ambrose Bierce House

The Napa Residences

The Napa Residences
5.0 star property
Napa
8.8 out of 10, Excellent, (33 reviews)
"Great stay! Would highly recommend!"
United States
Sophie
The price is NZ$782
includes taxes & fees
17 May - 18 May
The Napa Residences

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,375 reviews)
"Very friendly staff!"
Canada
Holly
The price is NZ$245
includes taxes & fees
17 May - 18 May
RiverPointe Napa Valley Resort

Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"I love this place. The River was going on. I wish I can go every weekend there.thank you for everything. We appreciate the owner."
United States
JOSELITA
The price is NZ$387
includes taxes & fees
19 May - 20 May
Rouge Cobb Mountain Hotel - Cabin 3

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (11 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is NZ$659
includes taxes & fees
19 May - 20 May
2BR Bungalow | Russian River & Wine Country

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 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 NZ$453
includes taxes & fees
17 May - 18 May
2 Hidden Wine Country Gem Upstairs Unit

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is NZ$858
includes taxes & fees
18 May - 19 May
Glen Ellen Retreats Coastal Cottage

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is NZ$394
includes taxes & fees
22 May - 23 May
Backyard Garden Oasis

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is NZ$909
includes taxes & fees
17 May - 18 May
Glen Ellen Retreats Hot Tub Cottage

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
9.8 out of 10, Exceptional, (33 reviews)
"Cute house with a very well appointed kitchen, lots of games and puzzles for kids, and fun murals in the smallest bedroom. "
United States
Flynne N.
The price is NZ$811
includes taxes & fees
20 May - 21 May
Somms Rest ⎮ Designed. Curated. Peaceful.

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is NZ$424
includes taxes & fees
25 May - 26 May
Comfort and Style in Our Queen Cottage

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (89 reviews)
"Excellent location and cozy!"
United States
Lori
The price is NZ$621
includes taxes & fees
9 June - 10 June
Cottage at Main Street Farmhouse!

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, (39 reviews)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
The price is NZ$570
includes taxes & fees
11 June - 12 June
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (74 reviews)
"We stayed for a girls weekend for a napa get away. and we brought the dog and it was a great stay. And clean too. Easy for a home base. And it was affordable. Would stay again "
United States
Valerie C.
The price is NZ$692
includes taxes & fees
1 June - 2 June
Wine Country Cottage in downtown Santa Rosa, CA
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

Find out more about St. Helena

Everything you need to know about St. Helena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Helena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Helena holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Helena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Helena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Helena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Helena holiday rentals we have selected for you start as low as NZ$245 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Helena rentals

At Expedia, we put the best St. Helena holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Helena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Helena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Helena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella: This holiday home rental outside of St. Helena is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

How many holiday rentals are there in St. Helena?

Expedia has 68 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.