Vacation rentals in St. Helena

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Top-rated holiday rentals in St. Helena

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Calistoga
Luxury Cottage in Downtown Calistoga, Napa Valley
Each of our 16 Independent private cottages is uniquely appointed with there own air-circulation system, semi-private porch, reclaimed hardwood floors, vaulted ceilings with skylights, soft linens and plush down bedding on a luxurious king bed. Sink into overstuffed chairs by your own roaring fire or restore in a deep-soaking for two and separate shower. Rooms are set up studio style with separate bathroom area that closes. Want to stay connected? Enjoy the flat screen TV and complimentary High speed Wifi access. Our cottages are designed for double occupancy, but we can accommodate a third guest by adding an extra bed, with advance notice. We have one Cottage that we can split into two twins. Please call us directly to find out the availability of the Twin Cottage. We allow dogs that less than 40 pounds in designated cottages for an additional nightly fee of $50/dog.
18–25 Aug
$738 NZD per night
4.9 out of 5 average rating, 408 reviews
Guest favourite
Guesthouse in Glen Ellen
Crow Cottage ~ 3 min walk to town - restaurants
Crow Cottage is newly rebuilt and decorated in an eclectic whimsical style by the artist owners. It is light and airy with a private shade deck and sunny patio. The Cottage has a queen bed. There is a portable A/C. The cottage is well insulated so it doesn't get too hot in the summer. There is also a fan. Set on a country lane just a 3 min walk to great restaurants & a gourmet market. While we do have rescued cats in our yard we don't let them in any of the rooms. If highly allergic, reconsider.
9–16 Sep
$257 NZD per night
4.91 out of 5 average rating, 929 reviews
Guest favourite
Condo in Napa
Chic 1 BR Condo Par Excellence at Silverado Resort
Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.
11–18 Apr
$649 NZD per night
4.99 out of 5 average rating, 144 reviews

Popular amenities for St. Helena holiday rentals

Stay near St. Helena's top sights

The Culinary Institute of America at Greystone36 locals recommend
Farmstead at Long Meadow Ranch79 locals recommend
Meadowood Napa Valley12 locals recommend
Pizzeria Tra Vigne24 locals recommend
Goose and Gander47 locals recommend
The Charter Oak Restaurant21 locals recommend

Other great holiday rentals in St. Helena

Guest favourite
Guesthouse in Napa
The Casita on Main: Napa Studio
$131 NZD per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Calistoga
Wine Country Retreat with Vineyard Views
12–19 Nov
$1,029 NZD per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Calistoga
Hidden Apartment at UpValley Inn & Hot Springs
19–26 Feb
$688 NZD per night
4.89 out of 5 average rating, 19 reviews
Guest favourite
Home in Calistoga
Calistoga Calm with Napa Valley views
22–29 Jul
$841 NZD per night
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Calistoga
Calistoga Tejas Trails
25 Sep – 2 Oct
$999 NZD per night
5.0 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Calistoga
Charming Vineyard Cottage
7–14 Oct
$1,542 NZD per night
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Calistoga
Charming Home Just Steps From Wine & Hot Springs!
31 Jul – 7 Aug
$1,166 NZD per night
4.95 out of 5 average rating, 65 reviews
Guest favourite
Cottage in Calistoga
The Atlas Calistoga - Cottage #2
20–27 May
$1,225 NZD per night
4.99 out of 5 average rating, 68 reviews
Guest favourite
Villa in Napa
An Italian Villa in the heart of Napa Valley!
11–18 Feb
$1,681 NZD per night
4.96 out of 5 average rating, 97 reviews
Guest favourite
Home in Calistoga
Vineyard View Home + Complimentary Wine Tasting
4–11 Sep
$940 NZD per night
4.98 out of 5 average rating, 91 reviews
Guest favourite
Apartment in Napa
Relaxing Resort in Napa - Studio
$163 NZD per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Calistoga
Calistoga Hills Hideaway on 22 Acres
13–20 Nov
$510 NZD per night
4.95 out of 5 average rating, 21 reviews

Quick stats about holiday rentals in St. Helena

Total rentals

310 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

1.6K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Napa County
  5. St. Helena