St. Helena Vacation Rentals

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Our top choices for St. Helena vacation rentals

RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very Good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
$514 nightly
The price is $582
May 10 - May 11
Total with taxes and fees
RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge House, two bedroom two bath home

RustRidge House, two bedroom two bath home
St Helena
10.0 out of 10, Exceptional, (1 review)
"Easy to find and nice and quiet. "
United States
Kristen F.
$960 nightly
The price is $1,086
May 10 - May 11
Total with taxes and fees
RustRidge House, two bedroom two bath home

Spacious Honeymoon Suite

Spacious Honeymoon Suite
Downtown St. Helena
10.0 out of 10, Exceptional, (23 reviews)
"Great location, clean, and quiet. We could walk to several great restaurants! "
United States
Cheryl Z.
$399 nightly
The price is $452
May 19 - May 20
Total with taxes and fees
Spacious Honeymoon Suite

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

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (259 reviews)
"Enjoyed it so much that I’m coming back in two weeks! "
United States
Thomas H.
$1,771 nightly
The price is $2,004
May 31 - Jun 1
Total with taxes and fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Ambrose Bierce House

Ambrose Bierce House
Downtown St. Helena
9.8 out of 10, Exceptional, (29 reviews)
"The innkeepers were outstanding. The facility is wonderful - easy location to enjoy St. Helena and Napa Valley."
United States
Steve H.
$1,417 nightly
The price is $1,605
May 12 - May 13
Total with taxes and fees
Ambrose Bierce House

1 Block To St Helena Main Street Shops, Restaurants!

1 Block To St Helena Main Street Shops, Restaurants!
Downtown St. Helena
10.0 out of 10, Exceptional, (273 reviews)
"It was a great location and the house was great!"
United States
Chris W.
$1,414 nightly
The price is $1,414
May 11 - May 12
Total with taxes and fees
1 Block To St Helena Main Street Shops, Restaurants!

Downtown Cottage House

Downtown Cottage House
Downtown St. Helena
9.6 out of 10, Exceptional, (25 reviews)
"The location of the property is the best. "
United States
Kim B.
$931 nightly
The price is $1,053
May 27 - May 28
Total with taxes and fees
Downtown Cottage House

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$209 nightly
The price is $233
May 8 - May 9
Total with taxes and fees
Backyard Garden Oasis

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (73 reviews)
"We stayed for a girls weekend for a napa get away. and we brought the dog and it was a great stay. And clean too. Easy for a home base. And it was affordable. Would stay again "
United States
Valerie C.
$382 nightly
The price is $405
May 10 - May 11
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,373 reviews)
"Cute and Cozy. It was a great stay."
United States
fernanda
$126 nightly
The price is $145
May 10 - May 11
Total with taxes and fees
RiverPointe Napa Valley Resort

Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (85 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
$491 nightly
The price is $543
May 10 - May 11
Total with taxes and fees
Glen Ellen Retreats Hot Tub Cottage

Guinda's Finest Nature Get-Away!

Guinda's Finest Nature Get-Away!
Guinda
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful location, beautiful view."
United States
George M K.
$417 nightly
The price is $417
May 8 - May 9
Total with taxes and fees
Guinda's Finest Nature Get-Away!

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
$236 nightly
The price is $266
May 10 - May 11
Total with taxes and fees
2 Hidden Wine Country Gem Upstairs Unit

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries
Northwest Santa Rosa
9.8 out of 10, Exceptional, (73 reviews)
"Loved our stay!!"
United States
kristen s.
Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (77 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
$448 nightly
The price is $497
May 10 - May 11
Total with taxes and fees
Glen Ellen Retreats Sunset Cottage

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (39 reviews)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
$329 nightly
The price is $395
May 11 - May 12
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (163 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
$463 nightly
The price is $512
May 10 - May 11
Total with taxes and fees
Glen Ellen Retreats Coastal Cottage

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
$199 nightly
The price is $226
May 13 - May 14
Total with taxes and fees
Comfort and Style in Our Queen Cottage

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"Yes, our little buddy was welcome!"
United States
Doug G.
$295 nightly
The price is $354
May 11 - May 12
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

The Queen On Main

The Queen On Main
5.0 star property
Winters
$498 nightly
The price is $568
May 11 - May 12
Total with taxes and fees
The Queen On Main
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St. Helena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Helena vacation 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 low season months. For more hustle and bustle, you may prefer to visit St. Helena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Helena rentals

At Expedia, we put the best St. Helena vacation 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 vacation.

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 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?

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella: You might want to consider this vacation rental near St. Helena, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

How many vacation rentals are there in St. Helena?

Expedia has 67 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.