Photo by Jeff White

St. Helena Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in St. Helena

Vacation Home in St Helena

10.0 out of 10, Exceptional, (252)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveler
$1,754 nightly
The price is $1,987
Dec 7 - Dec 8
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Condo in Stonehouse

3.0 star property
8.8 out of 10, Excellent, (1347)
"A great place to stay"
United States
Debra
$141 nightly
The price is $158
Dec 10 - Dec 11
Total with taxes and fees
RiverPointe Napa Valley Resort

Aparthotel in Napa

5.0 star property
8.6 out of 10, Excellent, (7)
"Very responsive, easy to check in and beautiful view of the golf course. We enjoyed our stay!"
United States
Thomas
$408 nightly
The price is $470
Dec 8 - Dec 9
Total with taxes and fees
The Napa Residences

Cottage in Middletown

3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$209 nightly
The price is $233
Dec 7 - Dec 8
Total with taxes and fees
Backyard Garden Oasis

Condo in Napa

2.0 star property
10.0 out of 10, Exceptional, (13)
"Very clean and great location. "
United States
john f.
$228 nightly
The price is $228
Dec 8 - Dec 9
Total with taxes and fees
1 bed | 1 bath | Silverado Resort Experience

Cottage in Calistoga

9.8 out of 10, Exceptional, (49)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
$371 nightly
The price is $445
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort and Style in Our Queen Cottage

Apartment in Napa

2.0 star property
10.0 out of 10, Exceptional, (3)
"Owner put so many thoughtful touches to her place : coffee / creamers / guest book etc. The unit is on a nice, quiet section on the golf course and very close to the resort. "
United States
Frauke P.
$287 nightly
The price is $287
Dec 8 - Dec 9
Total with taxes and fees
Napa relaxation at its finest at Silverado Resort

Aparthotel in Cobb

2.0 star property
$190 nightly
The price is $212
Dec 7 - Dec 8
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 1

Vacation Home in Vacaville

9.2 out of 10, Wonderful, (9)
"Nice, very quiet neighborhood with plenty of stores and restaurants nearby. House was simple and clean. Very reasonably priced."
United States
Laura H.
$401 nightly
The price is $401
Dec 7 - Dec 8
Total with taxes and fees
Charming Vacaville Home in Peaceful Neighborhood!

Cottage in Forestville

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
$443 nightly
The price is $498
Dec 7 - Dec 8
Total with taxes and fees
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Vacation Home in Guinda

10.0 out of 10, Exceptional, (7)
"Wonderful location, beautiful view."
United States
George M K.
$417 nightly
The price is $417
Dec 8 - Dec 9
Total with taxes and fees
Guinda's Finest Nature Get-Away!

Cottage in Calistoga

9.8 out of 10, Exceptional, (11)
"This property was amazing!! Very clean, comfortable and exactly as described in the listing. Our host reached out personally to make sure we had the check in instructions. When we come back to Calistoga we will stay here again!!"
United States
Rich S.
$393 nightly
The price is $471
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming King Cottage

Apartment in Napa

2.0 star property
8.4 out of 10, Very Good, (7)
"Closeness of amenities"
United States
Deanna
$229 nightly
The price is $229
Dec 8 - Dec 9
Total with taxes and fees
Silverado Napa Luxury 1 Bedroom

Vacation Home in Scenic Brush Creek

9.8 out of 10, Exceptional, (21)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$277 nightly
The price is $311
Dec 9 - Dec 10
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit

Apartment in Napa

9.4 out of 10, Exceptional, (6)
"Loved it here! So cute, patio was great, and grounds are amazing."
United States
Justin F.
$215 nightly
The price is $215
Dec 7 - Dec 8
Total with taxes and fees
Cozy Napa Escape Silverado Resort

Vacation Home in Fuller Park

2.0 star property
8.6 out of 10, Excellent, (4)
"Great stay! Will definitely look to stay here again!"
United States
Aaron T.
$426 nightly
The price is $475
Dec 11 - Dec 12
Total with taxes and fees
Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

Vacation Home in Middletown

10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
$197 nightly
The price is $217
Dec 9 - Dec 10
Total with taxes and fees
Emerald Lodge quiet efficiency

Vacation Home in Glen Ellen

10.0 out of 10, Exceptional, (80)
"Very clean and excellent location."
United States
carrie k.
$378 nightly
The price is $418
Dec 8 - Dec 9
Total with taxes and fees
Glen Ellen Retreat #1 Hot Tub and King Beds

Vacation Home in Vacaville

10.0 out of 10, Exceptional, (2)
"Our stay was amazing. We were comfortable and the host was super supportive."
United States
Nichole V.
$395 nightly
The price is $395
Dec 9 - Dec 10
Total with taxes and fees
Fully Remodeled Beauty in the Heart of Vacaville w/ Huge Backyard!

Apartment in Santa Rosa

9.6 out of 10, Exceptional, (8)
"Beautiful property with immaculate accomodations. It is in a convenient location for wineries and provides a peaceful, comfortable stay. Would definitely stay again."
United States
melissa d.
$254 nightly
The price is $254
Dec 12 - Dec 13
Total with taxes and fees
1,400 sq ft apartment across the street from St. Francis Winery!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. Helena Hotel Reviews

Find out more about St. Helena

Everything you need to know about St. Helena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St. Helena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Helena vacation 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 low season months. For more hustle and bustle, you may prefer to visit St. Helena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $158 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Helena rentals

At Expedia, we put the best St. Helena vacation 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 vacation.

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 vacation rentals in St. Helena?

Yes, we give you a choice of vacation rentals close to top sights in St. Helena, or you can select a more remote option if you're looking for relaxation. Our travelers 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 vacation home rentals that St. Helena has to offer?

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This highly rated vacation home rental in St. Helena is located in the city center and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in St. Helena?

Expedia has 64 vacation 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 vacation rentals like in St. Helena?

Vacation rentals are private properties you can reserve for a couple days or more in St. Helena. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family getaway.