St. Helena Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for St. Helena vacation rentals

Interior

Vacation Home in St Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (252 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is ￥260,898
￥332,131 total
includes taxes & fees
Jan 19 - Jan 20
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Exterior

Condo in Stonehouse

RiverPointe Napa Valley Resort
3.0 star property
8.8 out of 10, Excellent, (1,353 reviews)
"Great staff and very clean "
United States
Stephanie
The price is ￥15,058
￥22,772 total
includes taxes & fees
Jan 25 - Jan 26
RiverPointe Napa Valley Resort
Restaurant

Aparthotel in Napa

The Napa Residences
5.0 star property
9.0 out of 10, Wonderful, (10 reviews)
"Very peaceful and very clean and organized "
United States
Reina
The price is ￥5,677
￥75,395 total
includes taxes & fees
Jan 19 - Jan 20
The Napa Residences
Dining

Condo in Napa County

Charming Napa Retreat | Walk to Wineries & Dining
8.4 out of 10, Very Good, (21 reviews)
"Loved the Property and the Golf Course. Didn't realize, when I booked it, that it was on the Silverado Golf Course with great views and was a short walk from our room the the Club House. Loved the food and drinks! Would definitely go back again if we get a chance! It was perfect for our Anniversary vacation."
United States
Rodney A.
The price is ￥6,957
￥74,759 total
includes taxes & fees
Jan 19 - Jan 20
Charming Napa Retreat | Walk to Wineries & Dining
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 ￥28,090
￥31,320 total
includes taxes & fees
Jan 18 - Jan 19
Backyard Garden Oasis
TV

Apartment in Napa

Napa relaxation at its finest at Silverado Resort
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"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.
The price is ￥18,927
￥46,914 total
includes taxes & fees
Jan 19 - Jan 20
Napa relaxation at its finest at Silverado Resort
Exterior

Condo in Napa

1 bed | 1 bath | Silverado Resort Experience
2.0 star property
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and great location. "
United States
john f.
The price is ￥16,437
￥36,834 total
includes taxes & fees
Jan 19 - Jan 20
1 bed | 1 bath | Silverado Resort Experience
Exterior

Apartment in Napa

Silverado Napa Luxury 1 Bedroom
2.0 star property
8.6 out of 10, Excellent, (8 reviews)
"Property is clean and comfortable and In a good location."
United States
Debra S.
The price is ￥16,603
￥37,159 total
includes taxes & fees
Feb 16 - Feb 17
Silverado Napa Luxury 1 Bedroom
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 ￥23,718
￥45,499 total
includes taxes & fees
Jan 18 - Jan 19
Cottage at Main Street Farmhouse!
TV

Condo in Napa

2 bed I Silverado Resort & Spa in Napa - Wine Town
2.0 star property
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful property"
United States
Melvia
The price is ￥18,927
￥46,914 total
includes taxes & fees
Jan 19 - Jan 20
2 bed I Silverado Resort & Spa in Napa - Wine Town
Exterior

Apartment in Napa

Cozy Napa Escape Silverado Resort
9.6 out of 10, Exceptional, (7 reviews)
"Loved it here! So cute, patio was great, and grounds are amazing."
United States
Justin F.
The price is ￥15,812
￥36,209 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Napa Escape Silverado Resort
Outdoor pool

Vacation Home in Scenic Brush Creek

2 Hidden Wine Country Gem Upstairs Unit
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 ￥18,358
￥42,637 total
includes taxes & fees
Jan 25 - Jan 26
2 Hidden Wine Country Gem Upstairs Unit
Dining

Cottage in Calistoga

Comfort and Style in Our Queen Cottage
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 ￥25,141
￥68,060 total
includes taxes & fees
Jan 19 - Jan 20
Comfort and Style in Our Queen Cottage
2 bedrooms, desk, iron/ironing board, free WiFi

Cottage in Santa Rosa

Wine Country Cottage in downtown Santa Rosa, CA
9.6 out of 10, Exceptional, (64 reviews)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
The price is ￥25,536
￥58,643 total
includes taxes & fees
Jan 18 - Jan 19
Wine Country Cottage in downtown Santa Rosa, CA
Property grounds

Vacation Home in Sebastopol

Private Lofted Downtown Studio
9.8 out of 10, Exceptional, (44 reviews)
"Property was true to description, clean, and communication with the owner were clear and easy."
United States
Kyle M.
The price is ￥22,769
￥58,390 total
includes taxes & fees
Jan 19 - Jan 20
Private Lofted Downtown Studio
Fridge, microwave, oven, stovetop

Vacation Home in Northwest Santa Rosa

Wineries & Wine: A Comforting Getaway in Wine Country
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
The price is ￥17,235
￥54,023 total
includes taxes & fees
Jan 19 - Jan 20
Wineries & Wine: A Comforting Getaway in Wine Country
Outdoor dining

Condo in Boyes Hot Springs

Romantic Wine Country Retreat with Hot Tub
9.8 out of 10, Exceptional, (52 reviews)
"This is a beautiful property with outstanding hosts. I’ll definitely be returning. "
United States
Erin B.
The price is ￥22,976
￥46,416 total
includes taxes & fees
Jan 22 - Jan 23
Romantic Wine Country Retreat with Hot Tub
Outdoor dining

Vacation Home in Napa Abajo

Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
2.0 star property
9.4 out of 10, Exceptional, (10 reviews)
"Very nice, close to town, convenient to wine country. Hot tub was great!"
United States
Barb W.
The price is ￥27,394
￥76,122 total
includes taxes & fees
Jan 19 - Jan 20
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
Property grounds

Vacation Home in Sonoma

Sonoma Family Retreat & Workspace • Near Plaza & 30+ Wineries • Parking • Wi-Fi
9.8 out of 10, Exceptional, (156 reviews)
"We had a wonderful stay at this home. The host was very communicative and gracious. The home was clean and was very accommodating for all age groups. "
United States
Mark A.
The price is ￥34,865
￥77,156 total
includes taxes & fees
Jan 18 - Jan 19
Sonoma Family Retreat & Workspace • Near Plaza & 30+ Wineries • Parking • Wi-Fi
Terrace/patio

Vacation Home in Glen Ellen

Glen Ellen Retreat #1 Hot Tub and King Beds
10.0 out of 10, Exceptional, (82 reviews)
"Very clean and excellent location."
United States
carrie k.
The price is ￥31,466
￥70,851 total
includes taxes & fees
Jan 18 - Jan 19
Glen Ellen Retreat #1 Hot Tub and King Beds
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

Archer Hotel Napa

Archer Hotel Napa

10/10 Excellent
"Excellent Staff and clean rooms "
Paul 3-night trip
Posted 3 days ago
Archer Hotel Napa

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

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 top-notch restaurants and wineries. 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 65 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 Louis M. Martini 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.