Holiday Rentals in St. Helena

    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

Holiday Rentals in St. Helena

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

10.0 out of 10, Exceptional, (238)
"Wonderful accommodations for a family weekend in the wine country!"
The price is €1,855
includes taxes & fees
20 Aug - 21 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

RiverPointe Napa Valley Resort

3.0 star property
8.8 out of 10, Excellent, (1297)
"Lovely and cute cabins with nice pool and hot tub. Staff was very friendly. "
The price is €137
includes taxes & fees
1 Sept - 2 Sept
RiverPointe Napa Valley Resort

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

9.8 out of 10, Exceptional, (89)
"The house was phenomenal and we truly enjoyed our stay. The bedrooms all have large beds and bathrooms and are separate which provided nice privacy. The hot tub, common areas, and view were all amazing."
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (85)
"We enjoyed staying in your Cuneo Cottage. Loved the history and pictures throughout the house and the proximity to the Plaza, hiking trail and Sebastiani Winery!! "
Historic Cuneo Cottage Downtown Sonoma

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (128)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
The price is €185
includes taxes & fees
20 Aug - 21 Aug
Backyard Garden Oasis

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

10.0 out of 10, Exceptional, (64)
"Smooth check-in process. Close to plenty of vineyards. Very friendly staff. "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (106)
"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 €1,327
includes taxes & fees
20 Aug - 21 Aug
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

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

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is €730
includes taxes & fees
25 Aug - 26 Aug
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

WineCountry Retreat + Casita,Bocce & Sunset Views!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The space was filled with natural light and felt so warm and welcoming the moment we walked in. Immaculately clean and beautifully decorated with such attention to detail. The kitchen had everything we needed, making it easy to feel right at home....
WineCountry Retreat + Casita,Bocce & Sunset Views!

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (200)
"Stunning home on a beautiful property. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Escape to Wine County in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (21)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is €352
includes taxes & fees
20 Aug - 21 Aug
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

10.0 out of 10, Exceptional, (63)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

9.8 out of 10, Exceptional, (80)
"Had a great time!"
Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (32)
"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

Winepress Cozy Getaway

10.0 out of 10, Exceptional, (101)
"Awesome property! Will stay again and recommend to others!"
Winepress Cozy Getaway

Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home

10.0 out of 10, Exceptional, (289)
"Host gave great recommendations and was always hellful. Location great with easy access to restaurants and short drive to wineries "
Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home

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

9.6 out of 10, Exceptional, (93)
"Great experience!! Location is ideal "
The price is €353
includes taxes & fees
24 Aug - 25 Aug
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

Vineyard Views in the Heart of the Napa Valley

10.0 out of 10, Exceptional, (65)
"Wonderful home and location and great communication with the property owner."
The price is €853
includes taxes & fees
1 Sept - 2 Sept
Vineyard Views in the Heart of the Napa Valley

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

9.8 out of 10, Exceptional, (389)
"Amazing house for a Napa get away. Perfect location and best backyard views around!"
MIDWEEK SPECIAL 360 DOLLARS OFF 3 NITES VINEYARD VIEW 4 BED/3 BATH W//HOT TUB
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

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 65 holiday 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 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.