Holiday Rentals in St. Helena

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Holiday Rentals in St. Helena

The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

10.0 out of 10, Exceptional, (222)
"We wanted to introduce friends from East Coast to the Napa Valley- history to modern day. This rare restored farmhouse with views of vineyards was ideal. Authentic, comfortable (with just the right amount of modern amenities but not too much to destroy the charm), spacious, wonderfully furnished, with superb kitchen (fully stocked), and screened porches, etc. The hosts were easy to communicate with and would stay again in a heartbeat. We have stayed at 60+ rentals around the world... this unique...
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

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

10.0 out of 10, Exceptional, (219)
"The house was great and the location is super! The sound system in the house was a little challenging for us "old folks", but we made it work!! Would go back again for sure!"
The price is €2,055
includes taxes & fees
25 Nov - 26 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

9.8 out of 10, Exceptional, (85)
"The home was located in a beautiful area. Lots of great shops and restaurants within walking distance."
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1221)
"The location and site is amazing. My suster and i went back for a relaxing getaway. We loved the property previously. We were excited for lounging in the pool if warm enough or lounging in the hot tub if cold. Unfortunately, it was chilly and both hot tubs were closed. Thats my only complaint. Otherwise its a great place to stay. Cute, quiet, walking trail, deer frequently come on site. Great place!"
The price is €177
includes taxes & fees
2 Dec - 3 Dec
RiverPointe Napa Valley Resort

Beautiful Home in Northwest Napa

10.0 out of 10, Exceptional, (21)
"Excellent house in safe neighborhood, near major roads to explore the Napa/Sonoma region."
Beautiful Home in Northwest Napa

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

10.0 out of 10, Exceptional, (58)
"This property was amazing from top to bottom and had everything you could ask for. Gym, tennis court, bocci ball court, sauna, steam, movie room oh and let’s not forget your own wine cave! We had a chef come one night and we did dinner in the cave and it was amazing! I would recommend this property to anybody, it reminded me of sitting in Tuscany with the view we had! "
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

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

9.8 out of 10, Exceptional, (168)
"family wine tasting trip made much more fun with this amazing property"
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (217)
"Beautiful property. Kitchen was totally stocked with all needed amenities. Only reason I gave it a four is : Need another access path to downstairs as spiral stairs are difficult and no access path to sliding door, steps to jacuzzi either way around pool are tricky, jacuzzi didn’t go past high 90’s, and beds were not real comfortable/supportive. Age may be a factor as I was youngest of group at almost 70. "
Valley of the Moon Getaway

Napa Valley Modern Bungalow

10.0 out of 10, Exceptional, (33)
"My friends and I (three of us) had such an excellent stay. Everything was clean and provided for us including snacks and a bottle of wine. The place is beautiful with a gas fireplace, luxurious shower and bathroom with heated floors. Terrific location within minutes of the main area in Napa. This was one of the best home rentals I have ever stayed at and we can’t recommend it more highly"
Napa Valley Modern Bungalow

Cozy Retreat, Studio Apartment, City Permit VR09-0038.

9.6 out of 10, Exceptional, (262)
"I cant say enough good things. Its a hidden gem and had everything we needed. A great place to unwind after visiting wineries all day. Would definitely return."
Cozy Retreat, Studio Apartment, City Permit VR09-0038.

Spacious Home Near Downtown Napa

9.8 out of 10, Exceptional, (112)
"This home was exactly what we were looking for, somewhere close to Downtown, Yountville, and the wineries. The home was clean and bigger than expected, plenty of room for a group of 6. Everything we needed but most importantly, communication was seamless from start to finish. We’ll definitely stay here when we visit again. Thank you, Laura for an amazing stay! "
Spacious Home Near Downtown Napa

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (74)
"This home met all our needs. Cozy and charming place. We had all our essentials, plenty of extras too. Good location to walk into the town square. "
Historic Cuneo Cottage Downtown Sonoma

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (232)
"Such a great location to wind down after a day exploring wine country! Secluded, peaceful, and accommodating. With all of the glass, it felt like you we immersed in nature while being cradled in creature comforts. "
New Modern House in Sonoma Valley's Best Area

Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries

10.0 out of 10, Exceptional, (201)
"Had a great stay here. It easily accommodated the 2 couples. Property specifics notebook was super helpful as were the dining suggestions. Would definitely recommend to all."
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries

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

9.8 out of 10, Exceptional, (184)
"Excellent location stayed with 7 of us. Lots of room great layout for cooking/socializing/drinking wine! Enjoyed outdoor space as well. "
The price is €1,118
includes taxes & fees
5 Dec - 6 Dec
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (211)
"Our group of 12 had an amazing time here! The property is beautiful and fully equipped with everything you’d need! We’d love to come back during summer to you the pool for sure! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Sunny Escape on Golf Course w/ Patio Near Wineries

8.8 out of 10, Excellent, (81)
"Very nice property. We were a group of 5 adults from 4 different families. The accommodations were very comfortable. "
Sunny Escape on Golf Course w/ Patio Near Wineries

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

10.0 out of 10, Exceptional, (181)
"We had the best time at this cute rental property. It was comfortable, cute and felt private. This place is perfect for a group and is equipped with anything you might need. We cooked in the kitchen one evening and were in a good spot to tour Healdsburg one day and wineries in Sonoma the next. Would stay again and recommend to friends and family. "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

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

10.0 out of 10, Exceptional, (174)
"We took a family trip to Napa to visit our oldest son and spend some time in the valley. There was no doubt that we were going to stay in the damar house again and it was perfect just like the last time. Beautiful home, perfect location, and great host. Highly recommended."
'De Mar House'- Historic Victorian Residence "Stroll Downtown Napa!"

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (65)
"Comfortable home with beautiful backyard grill, fire pit and hot tub. Kitchen was well equipped, very clean. Communication with management was prompt and courteous. Our only complaint is that the outdoor living space backed up to a noisy road"
The price is €885
includes taxes & fees
30 Nov - 1 Dec
Wine Country Harvest Vacation Home
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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Other types of properties in St. Helena you may be interested in

Harvest Inn

4.5 star property
9.4 out of 10, Exceptional, (1011)
"Excellent as always. If I could change one thing, though, it's those awful Keurig machines. I have no idea why HI uses them, as they make bad coffee, are inelegant in sound and silhouette, and are rather archaic. Everything else is just top notch. "
The price is €264
includes taxes & fees
25 Dec - 26 Dec
Harvest Inn

Rancho Caymus Inn

4.0 star property
9.8 out of 10, Exceptional, (828)
"Beautiful, romantic, super clean. "
The price is €269
includes taxes & fees
17 Dec - 18 Dec
Rancho Caymus Inn

El Bonita Motel

2.0 star property
9.0 out of 10, Wonderful, (1048)
"Lovely room with amenities we prioritize like a fridge."
The price is €177
includes taxes & fees
26 Nov - 27 Nov
El Bonita Motel
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.

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 wineries and top-notch restaurants. 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. Our travellers also rate The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018 as a favourite home for rent in St. Helena.

How many holiday rentals are there in St. Helena?

Expedia has 62 holiday 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 Bothe-Napa Valley State Park and Napa River are a couple of picturesque spots to enjoy the outdoors. 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.