St. Helena Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in St. Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (234)
"Wonderful accommodations for a family weekend in the wine country!"
The price is CA $2,259
CA $2,920 total
includes taxes & fees
Jul 24 - Jul 25
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1272)
"Was a good size and decent price. Would stay again. "
The price is CA $199
CA $268 total
includes taxes & fees
Jul 21 - Jul 22
RiverPointe Napa Valley Resort

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (88)
"Great place with all amenities. The house was spacious and the views are spectacular "
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (83)
"I thought the cottage was very cozy. It had everything we needed to stay in and enjoy plus it was located so close to the square that we were able to just walk out our door and down to the city center. The backyard was very large which was really nice for our dogs. "
Historic Cuneo Cottage Downtown Sonoma

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (63)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is CA $410
CA $559 total
includes taxes & fees
Jul 16 - Jul 17
Escape to Wine County in your independant Cottage in Downtown Calistoga

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (8)
"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "
The price is CA $528
CA $1,142 total
includes taxes & fees
Jul 16 - Jul 17
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

9.6 out of 10, Exceptional, (90)
"Great experience!! Location is ideal "
The price is CA $300
CA $584 total
includes taxes & fees
Jul 22 - Jul 23
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (62)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (127)
"Nice house, comfortable living room and bedrooms, outdoor spaces great with gas and charcoal grills available. Convenient off street parking. Close to downtown Napa."
Downtown Napa Cottage- walking distance to City Center

'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

10.0 out of 10, Exceptional, (183)
"We had a great stay in Napa. Great location to downtown. The house is very nice. "
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (105)
"Great stay from start to finish. We booked this for a trip with friends to celebrate my husband's 50th birthday. Communication with Tom was great. Was able to checkin a little early and allowed us to have ballons delivered before our arrival for a surpise for my husband. Plenty of space for 11 adults. Overall a great time."
The price is CA $1,109
CA $1,919 total
includes taxes & fees
Jul 28 - Jul 29
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

10.0 out of 10, Exceptional, (95)
"Great location views and continently located. "
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

Sonoma Victorian in Heart of Sonoma

10.0 out of 10, Exceptional, (16)
"Gorgeous house in a wonderful location."
Sonoma Victorian in Heart of Sonoma

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (21)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

10.0 out of 10, Exceptional, (197)
"Fun , lots of things todo nearby , fully equipped accommodation "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Nice location and space was very comfortable"
The price is CA $245
CA $331 total
includes taxes & fees
Aug 5 - Aug 6
Comfort and Style in Our Queen Cottage

MIDWEEK SPECIAL 360 DOLLARS OFF 3 NITES VINEYARD VIEW 4 BED/3 BATH W//HOT TUB

9.8 out of 10, Exceptional, (384)
"Great home base for wine tasting and countryside appreciation. "
MIDWEEK SPECIAL 360 DOLLARS OFF 3 NITES VINEYARD VIEW 4 BED/3 BATH W//HOT TUB

Rouge Cobb Mountain Cabins

2.0 star property
Rouge Cobb Mountain Cabins

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (31)
"We celebrated my husband's 55th birthday with close friends at Vine & Rose and it exceeded expectations. The rooms were all private and nicely appointed, the chef recommendation was superb, and the communication was easy and responsive. "
Luxury Napa Valley Estate Surrounded by Vineyards
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

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 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 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.