St. Helena Holiday Rentals

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Holiday Rentals in St. Helena

Pool
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (196)
"Everyone enjoyed the property - both the house and location, walkable to St. Helena. We truly appreciated having soaps and other toiletries available. The best rooms are on the main floor. I didn't hear any complaints from our five couples besides maybe the need to update the front porch furniture. The home owners were very available the two times we briefly needed assistance. It's a big, beautiful home. We enjoyed sitting out back several times as well. The kitchen was well stocked. It was a...
The price is NZ$3,452
per night
27 May - 28 May
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Property grounds
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (209)
"The peace, serenity, and splendor of your house was perfect. Our stay will be long remembered. Thank you for your hospitality! As a bonus, the house was marvelously fit out for the times we elected to stay in and cook!"
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
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Pool
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019
9.8 out of 10, Exceptional, (78)
"We had a fantastic weekend stay. The house was very clean and comfortable and in an excellent location to walk to the many great places in St. Helena."
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019
Outdoor pool
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1105)
"Loved the condo"
The price is NZ$266
per night
27 May - 28 May
RiverPointe Napa Valley Resort
Fridge, microwave, oven, stovetop
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (49)
"We had a girls weekend at the Villa and it was absolutely amazing. Randy and his staff were super attentive to us and helped us the entire weekend. The house is absolutely amazing and very well stocked. We have zero complaints and would love to stay here again. Highly recommend utilizing all of the amenities that the house has to offer including the pickle ball court, gym, steam room, hot tub and wine cave! Thanks Randy for an amazing experience"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Exterior
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (52)
"What an adorable spot! Will definitely stay again. "
Sonoma's Best Cottages
Exterior
Safari West
2.0 star property
9.4 out of 10, Exceptional, (219)
"Incredible experience!"
The price is NZ$704
per night
27 May - 28 May
Safari West
3 bedrooms, Internet, bed sheets
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
8.4 out of 10, Very good, (28)
"60th birthday couldn’t have been better. Amazing house."
Dog-friendly wine country Home on four scenic acres with private hot tub & pool
Fridge, microwave, oven, stovetop
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (99)
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
Property grounds
The Corner Cottage ~ Downtown out your door with Private Vineyard
10.0 out of 10, Exceptional, (194)
"We were very fortunate to find this relaxing retreat in Napa. We enjoyed walks around town and easy access to wineries."
The Corner Cottage ~ Downtown out your door with Private Vineyard
Private kitchen
Romantic Getaway
10.0 out of 10, Exceptional, (58)
"Nicely renovated 1 bed/1 bath cottage in North Napa. Very clean and comfortable. Convenient to downtown Napa and Hwy 29. Looking forward to our next stay!"
Romantic Getaway
Exterior
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
9.6 out of 10, Exceptional, (69)
"We very much enjoyed our respite for a couple of nights here at this condo that is well-positioned location-wise. It is clean, with coffee maker, comfortable bed, with respectfully quiet neighbors. The resort's store/gift shop/bakery has a good selection of food and drink and other items one might need. Would stay here again."
The price is NZ$650
per night
2 Jun - 3 Jun
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Pool
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (185)
"Very nice. Great host. Thanks!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Outdoor dining
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
9.6 out of 10, Exceptional, (243)
"Very clean, plenty of room, close to downtown and roads up to the vineyards. Well stocked room, would like a larger refrigerator."
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
Outdoor pool, a heated pool
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
Outdoor dining
Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, (7)
"Charming patio! I think we spent the most time under the gazebo. Thank you for the wine gift as well. Excellent bottle of wine! 🍷"
Beautiful Home in Northwest Napa
Private kitchen
Napa Valley Modern Bungalow
10.0 out of 10, Exceptional, (12)
"The location was perfect and the house was very clean and updated."
Napa Valley Modern Bungalow
4 bedrooms, iron/ironing board, travel cot, free WiFi
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
9.8 out of 10, Exceptional, (175)
"Had a great time in the Sonoma & Napa areas. The house was very comfortable for 7 adults. The hot tub was always warm, which is something we haven’t experienced in other rentals. House was well stocked & conveniently located. Would definitely stay here again."
The price is NZ$1,854
per night
3 Jun - 4 Jun
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Exterior
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (24)
"Blown away with this home and property. Couldn’t have imagined how beautiful and spacious it was. The grounds were gorgeous"
Luxury Napa Valley Estate Surrounded by Vineyards
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See all available properties in St. Helena
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.

Other types of properties in St. Helena you may be interested in

2 outdoor pools, open 7:00 AM to 11:00 PM, free pool cabanas
Harvest Inn
4.5 star property
9.2 out of 10, Wonderful, (1002)
"Awesome place to stay when in Napa"
The price is NZ$657
per night
3 Jun - 4 Jun
Harvest Inn
Fireplace
Rancho Caymus Inn
3.5 star property
9.8 out of 10, Exceptional, (717)
"We've stayed at the Rancho Caymus Inn a couple of times, now. It's our preferred lodging in the Napa Valley as it's convenient to both St. Helena and to Yountville. The rooms are spacious, there's a pool and hot tub, it's quiet (other than it backs up to the BV winery), and the breakfasts (included with the room cost) are excellent!"
The price is NZ$651
per night
12 Jun - 13 Jun
Rancho Caymus Inn
Front of property
Wine Country Inn & Cottages Napa Valley
4.0 star property
9.0 out of 10, Wonderful, (637)
"The place is clean. The bed is comfortable. The view is gorgeous. Lots of privacy super quiet. The breakfast was good. Highly recommended."
The price is NZ$612
per night
2 Jun - 3 Jun
Wine Country Inn & Cottages 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Helena holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Helena. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. Helena. Seeing all the best attractions is bound to make you fall in love with St. Helena. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. Helena short-term rentals, that won’t be hard to do.

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?

Sonoma's Best Cottages: This holiday home rental outside St. Helena has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in St. Helena are St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group and Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021.

How many holiday rentals are there in St. Helena?

Expedia has 75 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 Bothe-Napa Valley State Park and Napa River are a couple of picturesque spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Sonoma Plaza and Napa Valley Wine Train.

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.

Recent reviews of St. Helena properties
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