St. Helena vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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.
Sep 28 – Oct 5
$441 per night
4.9 out of 5 average rating, 408 reviews
Guest favorite
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.
Apr 11 – 18
$290 per night
4.99 out of 5 average rating, 144 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.
Sep 2 – 9
$288 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
Apartment in Napa
New - great location near downtown
Nov 9 – 16
$143 per night
4.92 out of 5 average rating, 254 reviews
Guest favorite
Home in Napa
Casa Alta with Hot Tub near Oxbow Market!
Nov 25 – Dec 2
$581 per night
4.92 out of 5 average rating, 157 reviews
Guest favorite
Cottage in Napa
Oak Tree Cottage
Jan 28 – Feb 4
$375 per night
4.95 out of 5 average rating, 173 reviews
Guest favorite
Cottage in Sonoma
Modern Farmhouse on Vineyard w Deck + Bocce Court
Feb 12 – 19
$400 per night
4.99 out of 5 average rating, 139 reviews
Guest favorite
Cabin in Calistoga
Wine Country Mountain Home - Spring discounts
Mar 18 – 25
$187 per night
4.87 out of 5 average rating, 255 reviews
Guest favorite
Apartment in Napa
Low Price Spa-like Luxury walkable to downtown
Jan 13 – 20
$195 per night
5.0 out of 5 average rating, 437 reviews
Guest favorite
Home in Glen Ellen
Tuscan Wine Country Villa Sleeps 6
Nov 30 – Dec 7
$716 per night
5.0 out of 5 average rating, 123 reviews
Guest favorite
Home in Napa
Vineyard House In The Heart Of Napa Valley
Aug 10 – 17
$707 per night
4.98 out of 5 average rating, 314 reviews
Guest favorite
Cottage in Napa
Orange Blossom Cottage
Feb 5 – 12
$375 per night
4.92 out of 5 average rating, 283 reviews
Guest favorite
Home in Napa
Downtown Napa Retreat-Walking Distance to Main St.
Nov 14 – 21
$296 per night
4.87 out of 5 average rating, 316 reviews
Superhost
Cottage in Sebastopol
Stunning Sauna Cottage Retreat on Private Vineyard
Jan 20 – 27
$252 per night
4.92 out of 5 average rating, 198 reviews
Guest favorite
Home in St. Helena
Maison Fleurie Private Retreat
Jun 11 – 18
$467 per night
5.0 out of 5 average rating, 13 reviews

Other great vacation rentals in St. Helena

Guest favorite
Home in Calistoga
Calistoga Hills Hideaway on 22 Acres
Nov 10 – 17
$230 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.
Jul 3 – 10
$196 per night
4.79 out of 5 average rating, 123 reviews
Guest favorite
Home in Calistoga
Calistoga Tejas Trails
Dec 27 – Jan 3
$419 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Calistoga
Wine Country Retreat with Vineyard Views
Dec 3 – 10
$499 per night
5.0 out of 5 average rating, 15 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
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
Charming Home Just Steps From Wine & Hot Springs!
Jul 29 – Aug 5
$528 per night
4.95 out of 5 average rating, 65 reviews
Guest favorite
Apartment in Calistoga
Hidden Apartment at UpValley Inn & Hot Springs
Feb 20 – 27
$317 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Calistoga
The Atlas Calistoga - Cottage #1
Feb 25 – Mar 4
$333 per night
4.99 out of 5 average rating, 85 reviews
Guest favorite
Home in Calistoga
Calistoga Calm with Napa Valley views
Mar 23 – 30
$407 per night
4.96 out of 5 average rating, 24 reviews
Guest favorite
Home in Calistoga
The Calistoga Cottage — 5 mins to downtown
Dec 11 – 18
$824 per night
4.92 out of 5 average rating, 39 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

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