St. Helena Holiday Rentals

    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

This weekend
Next weekend

Holiday Rentals in St. Helena

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

10.0 out of 10, Exceptional, (237)
"Wonderful accommodations for a family weekend in the wine country!"
The price is AU$3,332
includes taxes & fees
12 Aug - 13 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, (1286)
"Lovely and cute cabins with nice pool and hot tub. Staff was very friendly. "
The price is AU$248
includes taxes & fees
7 Aug - 8 Aug
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, (84)
"I thought the cottage was very cozy. It had everything we needed to stay in and enjoy plus it was located so close to the square that we were able to just walk out our door and down to the city center. The backyard was very large which was really nice for our dogs. "
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!"
The price is AU$6,398
includes taxes & fees
9 Aug - 10 Aug
Casa Bella Estate in Wine Country w/ New Pool!

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

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 AU$334
includes taxes & fees
6 Aug - 7 Aug
Backyard Garden Oasis

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is AU$637
includes taxes & fees
11 Aug - 12 Aug
Escape to Wine County in your independant Cottage in Downtown Calistoga

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 AU$628
includes taxes & fees
24 Aug - 25 Aug
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country

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

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is AU$1,437
includes taxes & fees
11 Aug - 12 Aug
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

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

9.8 out of 10, Exceptional, (197)
"Loved our time at this home- great location! "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

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

WineCountry Retreat + Casita,Bocce & Sunset Views!

2.0 star property
10.0 out of 10, Exceptional, (4)
"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!

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

9.8 out of 10, Exceptional, (387)
"The property is quiet and has access two 2-3 wineries by foot as well as a beautiful park. Great way to celebrate a family birthday. "
MIDWEEK SPECIAL 360 DOLLARS OFF 3 NITES VINEYARD VIEW 4 BED/3 BATH W//HOT TUB

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!

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 AU$1,122
includes taxes & fees
10 Aug - 11 Aug
Vineyard Views in the Heart of the Napa Valley

Secluded Arts and Crafts Wine Country Estate

9.8 out of 10, Exceptional, (157)
"Beautiful property with plenty of space, especially outdoors. Quiet scenic location."
Secluded Arts and Crafts Wine Country Estate

Scenic and tranquil in the heart of Sonoma wine country.

10.0 out of 10, Exceptional, (95)
"The home was very clean, was lovely as advertised with a beautiful yard and views. The host was helpful and we had a wonderful time."
Scenic and tranquil in the heart of Sonoma wine country.

Winepress Cozy Getaway

10.0 out of 10, Exceptional, (100)
"Awesome property! Will stay again and recommend to others!"
Winepress Cozy Getaway

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (127)
"Nice house, comfortable living room and bedrooms, outdoor spaces great with gas and charcoal grills available. Convenient off street parking. Close to downtown Napa."
The price is AU$665
includes taxes & fees
11 Aug - 12 Aug
Downtown Napa Cottage- walking distance to City Center
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 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 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.