Holiday 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.
28 Sep – 5 OctProfessional Host,
€ 474 per night
4.9 out of 5 average rating, 408 reviews
Guest favourite
Flat in Napa
Carriage House at Main Street Farmhouse!
Clean, comfortable, space on this Farmhouse property dating back to 1880. Enter exact number of guests for correct pricing $60 per person after 2. Studio apartment with queen bed, full bathroom, kitchenette with microwave, electric sautée pan, toaster, coffee and tea, (no full oven or stove) dinette, tv area and sofa/sleeper. Beautiful patio with fire pit. Not suitable for children under the age of 12. Community fee (local lodging tax of 15%) is added to reservation when confirmed by guest.
2–9 SepIndividual Host,
€ 310 per night
4.96 out of 5 average rating, 764 reviews
Guest favourite
Flat in Napa
Mendez On Main #1 King Bed/10min walk to downtown
Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*No stove) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.
7–14 FebProfessional Host,
€ 353 per night
4.99 out of 5 average rating, 306 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
Apartment in Napa
Chic 1 BR Condo Par Excellence at Silverado Resort
11–18 AprIndividual Host,
€ 364 per night
4.99 out of 5 average rating, 144 reviews
Guest favourite
Home in St. Helena
Maison Fleurie Private Retreat
11–18 JunIndividual Host,
€ 543 per night
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Calistoga
Charming Vineyard Cottage
19–26 Jan
€ 762 per night
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in St. Helena
Charming Wine Country cottage close to downtown
26 Apr – 3 MayIndividual Host,
€ 441 per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Calistoga
Calistoga Hills Hideaway on 22 Acres
10–17 Nov
€ 298 per night
4.95 out of 5 average rating, 21 reviews
Superhost
Farm stay in St. Helena
Private winery farm stay in St Helena, Ca.
3–10 JulProfessional Host,
€ 225 per night
4.79 out of 5 average rating, 123 reviews
Guest favourite
Home in Calistoga
Calistoga Tejas Trails
27 Dec – 3 Jan
€ 528 per night
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Calistoga
Wine Country Retreat with Vineyard Views
3–10 Dec
€ 576 per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Calistoga
Hidden Apartment at UpValley Inn & Hot Springs
20–27 Feb
€ 385 per night
4.89 out of 5 average rating, 19 reviews
Guest favourite
Home in Calistoga
Vineyard View Home + Complimentary Wine Tasting
4–11 SepIndividual Host,
€ 526 per night
4.98 out of 5 average rating, 91 reviews
Guest favourite
Villa in Napa
An Italian Villa in the heart of Napa Valley!
11–18 Feb
€ 941 per night
4.96 out of 5 average rating, 97 reviews
Guest favourite
Home in Calistoga
Charming Home Just Steps From Wine & Hot Springs!
29 Jul – 5 Aug
€ 653 per night
4.95 out of 5 average rating, 65 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