St. Helena vacation rentals

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Top-rated vacation rentals in St. Helena

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

Guest favorite
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.
Aug 18 – 25
$384 per night
4.9 out of 5 average rating, 408 reviews
Guest favorite
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.
Sep 9 – 16
$119 per night
4.91 out of 5 average rating, 929 reviews
Guest favorite
Apartment 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.
Nov 8 – 15
$246 per night
4.96 out of 5 average rating, 764 reviews

Popular amenities for St. Helena vacation 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 vacation rentals in St. Helena

Guest favorite
Condo in Napa
Chic 1 BR Condo Par Excellence at Silverado Resort
Apr 11 – 18
$290 per night
4.99 out of 5 average rating, 144 reviews
Guest favorite
Guest suite in Santa Rosa
Wine Country Retreat
Jan 3 – 10
$125 per night
4.97 out of 5 average rating, 178 reviews
Guest favorite
Cottage in Napa
Oak Tree Cottage
Dec 11 – 18
$375 per night
4.95 out of 5 average rating, 173 reviews
Guest favorite
Home in Napa
Vineyard House In The Heart Of Napa Valley
Oct 18 – 25
$779 per night
4.98 out of 5 average rating, 314 reviews
Guest favorite
Home in Napa
Downtown Napa Retreat-Walking Distance to Main St.
Jul 25 – Aug 1
$523 per night
4.87 out of 5 average rating, 316 reviews
Guest favorite
Apartment in Santa Rosa
Private Getaway in West Santa Rosa
Sep 21 – 28
$86 per night
4.97 out of 5 average rating, 754 reviews
Guest favorite
Cabin in Calistoga
Wine Country Mountain Home - Spring discounts
Mar 19 – 26
$187 per night
4.87 out of 5 average rating, 255 reviews
Guest favorite
Home in St. Helena
Maison Fleurie Private Retreat
Apr 9 – 16
$499 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in St. Helena
Charming Wine Country cottage close to downtown
Apr 26 – May 3
$404 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Guesthouse in Napa
The Casita on Main: Napa Studio
$80 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Calistoga
Wine Country Retreat with Vineyard Views
Nov 12 – 19
$499 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Apartment in Calistoga
Hidden Apartment at UpValley Inn & Hot Springs
Feb 19 – 26
$317 per night
4.89 out of 5 average rating, 19 reviews

Other great vacation rentals in St. Helena

Guest favorite
Cottage in Calistoga
The Atlas Calistoga - Cottage #2
May 20 – 27
$567 per night
4.99 out of 5 average rating, 68 reviews
Guest favorite
Villa in Napa
An Italian Villa in the heart of Napa Valley!
Feb 11 – 18
$770 per night
4.96 out of 5 average rating, 97 reviews
Guest favorite
Home in Calistoga
Vineyard View Home + Complimentary Wine Tasting
Sep 4 – 11
$485 per night
4.98 out of 5 average rating, 91 reviews
Guest favorite
Home in Calistoga
Calistoga Hills Hideaway on 22 Acres
Nov 13 – 20
$219 per night
4.95 out of 5 average rating, 21 reviews
Guest favorite
Apartment in Napa
Relaxing Resort in Napa - Studio
$99 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Napa
Resort Living: Easy Access to Napa's Attractions
Mar 21 – 28
$479 per night
4.97 out of 5 average rating, 33 reviews
Superhost
Farm stay in St. Helena
Private winery farm stay in St Helena, Ca.
Jun 21 – 28
$215 per night
4.79 out of 5 average rating, 123 reviews
Guest favorite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
Jul 7 – 14
$799 per night
4.98 out of 5 average rating, 58 reviews
Guest favorite
Apartment in Napa
Yard Above the Rest
Jul 11 – 18
$168 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Guesthouse in Calistoga
'Modsita'
Jan 30 – Feb 6
$806 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Home in Napa
Classic Napa Victorian close to Downtown Napa
Feb 8 – 15
$839 per night
4.95 out of 5 average rating, 62 reviews
Guest favorite
Guesthouse in Napa
*Minutes to Downtown ~ Napa Guest House*
May 9 – 16
$315 per night
4.97 out of 5 average rating, 75 reviews

Quick stats about vacation 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

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in St. Helena?

    Yes! Work meets play with ease at over 30 vacation rentals in St. Helena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in St. Helena?

    Four-legged friends are welcome in St. Helena. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there St. Helena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in St. Helena, available on Airbnb. Make a splash and soak up the sun in style!

  • Do bed and breakfast rentals in St. Helena have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in St. Helena. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in St. Helena?

    St. Helena has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in St. Helena have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in St. Helena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in St. Helena have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in St. Helena. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in St. Helena?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 80 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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