St. Helena Holiday Rentals

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Our top choices for St. Helena holiday rentals

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
St Helena
10.0 out of 10, Exceptional, (256 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is NZ$3,407
includes taxes & fees
5 Apr - 6 Apr
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

1 Block To St Helena Main Street Shops, Restaurants!

1 Block To St Helena Main Street Shops, Restaurants!
Saint Helena
10.0 out of 10, Exceptional, (271 reviews)
"It was a great location and the house was great!"
United States
Chris W.
The price is NZ$2,072
includes taxes & fees
20 Apr - 21 Apr
1 Block To St Helena Main Street Shops, Restaurants!

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$404
includes taxes & fees
29 Mar - 30 Mar
Backyard Garden Oasis

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
The price is NZ$425
includes taxes & fees
1 Apr - 2 Apr
Rouge Cobb Mountain Hotel - Cabin 1

The Napa Residences

The Napa Residences
5.0 star property
Napa
9.0 out of 10, Wonderful, (20 reviews)
"Great stay. Very clean room, nice resort and the host was helpful and communicative. Would highly recommend. "
United States
Sophie
The price is NZ$797
includes taxes & fees
29 Mar - 30 Mar
The Napa Residences

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (162 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$989
includes taxes & fees
29 Mar - 30 Mar
Glen Ellen Retreats Coastal Cottage

Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
Calistoga
9.6 out of 10, Exceptional, (34 reviews)
"Great getaway for a couple"
United States
David G.
The price is NZ$652
includes taxes & fees
30 Mar - 31 Mar
Escape to Wine County in your independant Cottage in Downtown Calistoga

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (72 reviews)
"Good location for coffee and restaurant. Nice backyard "
United States
vicki a.
The price is NZ$659
includes taxes & fees
30 Mar - 31 Mar
Wine Country Cottage in downtown Santa Rosa, CA

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (84 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$989
includes taxes & fees
29 Mar - 30 Mar
Glen Ellen Retreats Hot Tub Cottage

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

Peaceful, charming, cottage in wine country. Beautiful yard!
Sebastopol
10.0 out of 10, Exceptional, (11 reviews)
"Great stay and location!"
United States
Brandi K.
The price is NZ$570
includes taxes & fees
31 Mar - 1 Apr
Peaceful, charming, cottage in wine country. Beautiful yard!

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
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 NZ$652
includes taxes & fees
31 Mar - 1 Apr
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
The price is NZ$392
includes taxes & fees
6 Apr - 7 Apr
Comfort and Style in Our Queen Cottage

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
Petaluma
9.8 out of 10, Exceptional, (107 reviews)
"Perfect stay! Host was wonderful and so was the property! "
United States
Sarah B.
The price is NZ$507
includes taxes & fees
31 Mar - 1 Apr
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (86 reviews)
"Great little place with easy access to all the fun places in Napa. "
United States
Tommy & Amanda G.
The price is NZ$584
includes taxes & fees
5 Apr - 6 Apr
Cottage at Main Street Farmhouse!

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$501
includes taxes & fees
29 Mar - 30 Mar
2 Hidden Wine Country Gem Upstairs Unit

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,366 reviews)
"Quiet, walking trail along the river"
United States
alan
The price is NZ$290
includes taxes & fees
28 Apr - 29 Apr
RiverPointe Napa Valley Resort

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (60 reviews)
"The house is beautiful and clean and very accommodating!"
United States
Marcie N.
The price is NZ$1,017
includes taxes & fees
31 Mar - 1 Apr
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is NZ$680
includes taxes & fees
8 Apr - 9 Apr
2BR Bungalow | Russian River & Wine Country

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Excellent place to relax with my family!"
United States
Tatem D.
The price is NZ$968
includes taxes & fees
30 Mar - 31 Mar
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (44 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is NZ$838
includes taxes & fees
1 Apr - 2 Apr
Private Lofted Downtown Studio
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$290 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?

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 Cameo Cinema and The Christopher Hill Gallery, whereas Napa River is one spot to enjoy nature. Beringer Vineyards and Louis M. Martini 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.