St. Helena Holiday Rentals

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Holiday Rentals in St. Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (247)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveller
The price is AU$3,395
includes taxes & fees
2 Nov - 3 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
1 Block To St. Helena Main Street Shops, Restaurants! Avail Oct 13-18, 29-Nov 6
10.0 out of 10, Exceptional, (265)
"Lovely home in a fantastic location in Napa Valley. Particularly great for couples, but would also be nice for families "
United States
David P.
1 Block To St. Helena Main Street Shops, Restaurants! Avail Oct 13-18, 29-Nov 6
RiverPointe Napa Valley Resort
3.0 star property
8.8 out of 10, Excellent, (1335)
"A great place to stay"
United States
Debra
The price is AU$264
includes taxes & fees
27 Oct - 28 Oct
RiverPointe Napa Valley Resort
The Napa Residences
5.0 star property
8.8 out of 10, Excellent, (3)
"Very responsive, easy to check in and beautiful view of the golf course. We enjoyed our stay!"
United States
Thomas
The price is AU$650
includes taxes & fees
3 Nov - 4 Nov
The Napa Residences
Charming Napa Retreat | Walk to Wineries & Dining
8.8 out of 10, Excellent, (19)
"Nice property, little maintenance needed "
United States
David W.
The price is AU$776
includes taxes & fees
3 Nov - 4 Nov
Charming Napa Retreat | Walk to Wineries & Dining
Sebastopol Lux Walk toTown Guest Suite
10.0 out of 10, Exceptional, (1)
"This is a wonderful place to stay in Sebastopol. It is comfortable, cosy, quiet and well appointed - comparable to a suite in a nice hotel. There is good access, parking and a great location. Everything worked perfectly. The only issue is that entry to the room is via a spiral stair case that would be difficult for some people with disabilities. "
United States
Joe B.
The price is AU$379
includes taxes & fees
27 Oct - 28 Oct
Sebastopol Lux Walk toTown Guest Suite
Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is AU$332
includes taxes & fees
23 Oct - 24 Oct
Backyard Garden Oasis
Luxe Golf View Condo | Prime Napa Location
8.4 out of 10, Very good, (44)
"Suited my travel needs. Quiet location. Convenient location to my activities. Comfortable bed. "
United States
E. E.
The price is AU$836
includes taxes & fees
18 Nov - 19 Nov
Luxe Golf View Condo | Prime Napa Location
Guinda's Finest Nature Get-Away!
10.0 out of 10, Exceptional, (7)
"Wonderful location, beautiful view."
United States
George M K.
The price is AU$647
includes taxes & fees
29 Oct - 30 Oct
Guinda's Finest Nature Get-Away!
Rouge Cobb Mountain Hotel - Cabin 5
3.0 star property
The price is AU$364
includes taxes & fees
23 Oct - 24 Oct
Rouge Cobb Mountain Hotel - Cabin 5
Wine Country Cottage in downtown Santa Rosa, CA
9.8 out of 10, Exceptional, (58)
"Wonderful and charming cottage! Great location ... shops and restaurants close by within casual walking distance. Super clean with every amenity we needed. Hosts were communicative and very responsive to questions upon our arrival. Thank you, Tim and Caroline!"
United States
Raymond L.
The price is AU$619
includes taxes & fees
26 Oct - 27 Oct
Wine Country Cottage in downtown Santa Rosa, CA
2 Hidden Wine Country Gem Upstairs Unit
9.8 out of 10, Exceptional, (21)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is AU$486
includes taxes & fees
18 Nov - 19 Nov
2 Hidden Wine Country Gem Upstairs Unit
Comfort and Style in Our Queen Cottage
9.8 out of 10, Exceptional, (49)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is AU$675
includes taxes & fees
18 Nov - 19 Nov
Comfort and Style in Our Queen Cottage
Charming House ~ With Hot Tub! Walk to Town & Oxbow Market!
9.8 out of 10, Exceptional, (166)
"Great quiet location that was very walkable. "
United States
Michael W.
The price is AU$721
includes taxes & fees
28 Oct - 29 Oct
Charming House ~ With Hot Tub! Walk to Town & Oxbow Market!
Silverado Napa Luxury 1 Bedroom
2.0 star property
8.0 out of 10, Very good, (6)
"Closeness of amenities"
United States
Deanna
The price is AU$385
includes taxes & fees
18 Nov - 19 Nov
Silverado Napa Luxury 1 Bedroom
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
9.8 out of 10, Exceptional, (103)
"This was such a fun B&B experience! We loved the owners and spent time in the amazing pool! Definitely coming back!"
United States
Karl T.
The price is AU$438
includes taxes & fees
27 Oct - 28 Oct
Petaluma Wine Country relaxing get away w/salt water pool/ spa close to downtown
Charming King Cottage
9.8 out of 10, Exceptional, (11)
"This property was amazing!! Very clean, comfortable and exactly as described in the listing. Our host reached out personally to make sure we had the check in instructions. When we come back to Calistoga we will stay here again!!"
United States
Rich S.
The price is AU$724
includes taxes & fees
17 Nov - 18 Nov
Charming King Cottage
Cottage at Main Street Farmhouse!
10.0 out of 10, Exceptional, (82)
"Excellent location to downtown Napa, quiet and very cute, spacious patio. Highly recommend, especially for Bottlerock weekend, "
United States
John L.
The price is AU$542
includes taxes & fees
2 Nov - 3 Nov
Cottage at Main Street Farmhouse!
Glen Ellen Retreat #2 King Beds
10.0 out of 10, Exceptional, (155)
"This place was immaculate! One of the best rentals I've stayed at. "
United States
Jason K.
The price is AU$616
includes taxes & fees
27 Oct - 28 Oct
Glen Ellen Retreat #2 King Beds
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
The price is AU$758
includes taxes & fees
28 Oct - 29 Oct
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
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

Find out more about St. Helena

Everything you need to know about St. Helena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Helena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Helena holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

St. Helena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Helena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Helena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Helena holiday rentals we have selected for you start as low as AU$264 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on St. Helena rentals

At Expedia, we put the best St. Helena holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Helena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Helena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Helena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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 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.