St. Helena Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for St. Helena vacation rentals

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
St Helena
10.0 out of 10, Exceptional, (254 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
The price is ￥257,483
￥331,529 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Outdoor dining

Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread

Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread
St Helena
10.0 out of 10, Exceptional, (131 reviews)
"Great location and awesome house. "
United States
Jen H.
The price is ￥264,505
￥408,656 total
includes taxes & fees
Mar 27 - Mar 28
Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread
Porch

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 ￥32,614
￥36,365 total
includes taxes & fees
Mar 2 - Mar 3
Backyard Garden Oasis
Front of property

The Queen On Main

The Queen On Main
5.0 star property
Winters
The price is ￥83,565
￥95,264 total
includes taxes & fees
Mar 2 - Mar 3
The Queen On Main
Pool

Sonoma Country Cottage w/ Pool, Spa, & Bocce

Sonoma Country Cottage w/ Pool, Spa, & Bocce
Sonoma
10.0 out of 10, Exceptional, (49 reviews)
"Breana was a gracious host, and the property was beautiful. The location is a bit far from the square but was otherwise perfect for us."
United States
J.D. P.
The price is ￥80,678
￥220,917 total
includes taxes & fees
Mar 2 - Mar 3
Sonoma Country Cottage w/ Pool, Spa, & Bocce
Apartment, 1 Bedroom (Sonoma Stonehouse in Boutique Hotel) | Iron/ironing board, free WiFi

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
The price is ￥14,787
￥42,440 total
includes taxes & fees
Mar 5 - Mar 6
Sonoma Stonehouse, Wine Country Vibes
Exterior

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 ￥43,538
￥59,702 total
includes taxes & fees
Mar 2 - Mar 3
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

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, (33 reviews)
"Great getaway for a couple"
United States
David G.
The price is ￥43,538
￥59,702 total
includes taxes & fees
Mar 2 - Mar 3
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (54 reviews)
"Perfect location for a wine weekend. "
United States
John W.
The price is ￥204,816
￥343,097 total
includes taxes & fees
Mar 4 - Mar 5
Luxury Napa Estate With Pool/Hot-tub/Concierge
Interior

The Estate at Sycamore- Sonoma Wine County Retreat

The Estate at Sycamore- Sonoma Wine County Retreat
Santa Rosa
9.4 out of 10, Exceptional, (35 reviews)
"Beautiful house in a quiet neighborhood. Very spacious bedrooms, very nice bathrooms. Communication was excellent. Will definitely be staying again. "
United States
Rodney S.
The price is ￥85,924
￥163,180 total
includes taxes & fees
Mar 4 - Mar 5
The Estate at Sycamore- Sonoma Wine County Retreat
Interior

The Sonoma Spyglass | Incredible Views + Sauna

The Sonoma Spyglass | Incredible Views + Sauna
Sebastopol
10.0 out of 10, Exceptional, (5 reviews)
"This stay exceeded our expectations. Absolutely stunning and such a nice place for a staycation! 5 Stars across the board for everything. Will definitely book this place again in the future."
United States
Michael
The price is ￥62,264
￥108,779 total
includes taxes & fees
Mar 4 - Mar 5
The Sonoma Spyglass | Incredible Views + Sauna
Fridge, microwave, oven, stovetop

Harvest Haven Palmer Farmhouse Pool Spa Putting Green Walk to DT

Harvest Haven Palmer Farmhouse Pool Spa Putting Green Walk to DT
Four Corners
9.8 out of 10, Exceptional, (40 reviews)
"Good location and layoutClean and lots of space"
United States
Barbara F.
The price is ￥70,987
￥199,290 total
includes taxes & fees
Mar 11 - Mar 12
Harvest Haven Palmer Farmhouse Pool Spa Putting Green Walk to DT
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (42 reviews)
"Perfect place to tour Napa and Sonoma valley "
United States
Nathan Z.
The price is ￥110,015
￥226,538 total
includes taxes & fees
Mar 2 - Mar 3
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Property grounds

Sky View: Heated Pool & Hot Tub, 5 Acres

Sky View: Heated Pool & Hot Tub, 5 Acres
Santa Rosa
10.0 out of 10, Exceptional, (36 reviews)
"The hosts provided a very welcoming experience. We thoroughly enjoyed our stay."
United States
Jason D.
The price is ￥89,504
￥166,878 total
includes taxes & fees
Mar 25 - Mar 26
Sky View: Heated Pool & Hot Tub, 5 Acres
Outdoor dining

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Boyes Hot Springs
9.8 out of 10, Exceptional, (199 reviews)
"we had a great time at this house; it was exactly what we were looking for and provided everything that we needed. Close to any stores or restaurants, worked out perfectly!Highly recommended!"
United States
Patrick S.
The price is ￥57,934
￥132,300 total
includes taxes & fees
Mar 10 - Mar 11
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
TV, fireplace

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"The absolutely perfect home and location! We enjoyed the Graton Casino, shopping and wineries! The photos were on-point for the comfort, beauty and spaciousness of this home. We truly appreciated the amenities, fully-stocked home and especially the en-suite accommodations for every room. It was the perfect getaway for me and my family. Thank you! "
United States
Monica M.
The price is ￥38,076
￥85,525 total
includes taxes & fees
Mar 2 - Mar 3
Winemaker's Delight: 3BD/3BA Russian River Valley
Dining

Family Fun in Glen Ellen: Pool, Hot Tub & Pickleball!

Family Fun in Glen Ellen: Pool, Hot Tub & Pickleball!
Glen Ellen
10.0 out of 10, Exceptional, (56 reviews)
"Lovely and secluded home very comfortable and perfect for two couples. Beautiful landscape areas wished we had more time to have enjoyed the outdoor space . Enjoyed having morning coffee in dining room w fireplace going and morning sun shining in. Host was very attentive. "
United States
Mark M.
The price is ￥71,783
￥211,939 total
includes taxes & fees
Mar 2 - Mar 3
Family Fun in Glen Ellen: Pool, Hot Tub & Pickleball!
Smart TV, fireplace, books, offices

Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
9.8 out of 10, Exceptional, (16 reviews)
"We absolutely loved our stay at Cloud Nine! The accomodations were top knotch. The home was immaculate, very well decorated, and a fabulous place to retreat to after wineries. "
United States
Michael J.
The price is ￥50,357
￥150,961 total
includes taxes & fees
Mar 11 - Mar 12
Cloud 9 - A Retreat for Bliss and Happiness
Exterior

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,361 reviews)
"Great staff and very clean "
United States
Stephanie
The price is ￥14,033
￥21,523 total
includes taxes & fees
Mar 2 - Mar 3
RiverPointe Napa Valley Resort
Dining

Vineyard Views in the Heart of the Napa Valley

Vineyard Views in the Heart of the Napa Valley
Napa
10.0 out of 10, Exceptional, (69 reviews)
"Great property. "
United States
Ed H.
The price is ￥85,828
￥141,998 total
includes taxes & fees
Mar 2 - Mar 3
Vineyard Views in the Heart of the Napa Valley
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

The Meritage Resort and Spa

The Meritage Resort and Spa

10/10 Excellent
"Great service, great staff, great place! We went on a valentine’s get-away & it was perfect! "
Tim 1-night trip
Posted 2 days ago
The Meritage Resort and Spa

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 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?

Napa Valley Modern Bungalow: You might want to consider this vacation rental near St. Helena, which is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in St. Helena?

Expedia has 63 vacation 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 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.