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

4.9 out of 5 average rating, 407 reviews

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.

Oct 17 – 24

R8,361 ZAR per night
Guest favorite

Guesthouse in Glen Ellen

4.91 out of 5 average rating, 930 reviews

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.

Aug 12 – 19

R2,580 ZAR per night
Guest favorite

Apartment in Napa

4.96 out of 5 average rating, 768 reviews

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.

Mar 17 – 24

R5,336 ZAR per night

Popular amenities for St. Helena vacation rentals

Stay near St. Helena's top sights

Farmstead at Long Meadow Ranch79 locals recommend
The Culinary Institute of America at Greystone36 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

Guesthouse in Sonoma

4.93 out of 5 average rating, 135 reviews

Cozy Sonoma Studio Nearby Wineries and Restaurants

Oct 12 – 19

R3,152 ZAR per night
Guest favorite

Apartment in Santa Rosa

4.97 out of 5 average rating, 755 reviews

Private Getaway in West Santa Rosa

Nov 17 – 24

R1,867 ZAR per night
Guest favorite

Condo in Napa

4.96 out of 5 average rating, 188 reviews

Downtown Napa Unit A - Walk to Everything

Feb 14 – 21

R7,708 ZAR per night
Guest favorite

Bungalow in Napa

4.87 out of 5 average rating, 683 reviews

Hot Tub | 2 Bedroom | 2 Bath | Dwntown Napa Escape

Jul 7 – 14

R11,332 ZAR per night
Superhost

Cottage in Sebastopol

4.92 out of 5 average rating, 201 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Dec 31 – Jan 7

R5,493 ZAR per night
Guest favorite

Condo in Napa

4.99 out of 5 average rating, 147 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

Jun 8 – 15

R8,156 ZAR per night
Guest favorite

Cottage in Sonoma

4.99 out of 5 average rating, 140 reviews

Modern Farmhouse on Vineyard w Deck + Bocce Court

Feb 3 – 10

R7,089 ZAR per night
Guest favorite

Home in Napa

4.98 out of 5 average rating, 314 reviews

Vineyard House In The Heart Of Napa Valley

Sep 3 – 10

R16,446 ZAR per night
Guest favorite

Home in Napa

4.87 out of 5 average rating, 316 reviews

Downtown Napa Retreat-Walking Distance to Main St.

Nov 28 – Dec 5

R5,617 ZAR per night
Guest favorite

Home in Sonoma

4.95 out of 5 average rating, 394 reviews

Zen House on 15 acres

Jul 26 – Aug 2

R15,656 ZAR per night
Guest favorite

Condo in Napa

4.86 out of 5 average rating, 220 reviews

♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries

Feb 12 – 19

R9,179 ZAR per night
Superhost

Home in Napa

4.88 out of 5 average rating, 99 reviews

w/ Hot Tub & Detached Office, Modern 3BR in Napa!

Aug 2 – 9

R15,808 ZAR per night

Other great vacation rentals in St. Helena

Guest favorite

Cottage in Calistoga

5.0 out of 5 average rating, 30 reviews

Charming Vineyard Cottage

Aug 19 – 26

R15,561 ZAR per night
Guest favorite

Cottage in Calistoga

4.99 out of 5 average rating, 68 reviews

The Atlas Calistoga - Cottage #2

Jun 14 – 21

R6,753 ZAR per night
Guest favorite

Home in Calistoga

5.0 out of 5 average rating, 25 reviews

Calistoga Tejas Trails

Feb 24 – Mar 3

R8,765 ZAR per night
Guest favorite

Home in Calistoga

5.0 out of 5 average rating, 15 reviews

Wine Country Retreat with Vineyard Views

Oct 22 – 29

R10,931 ZAR per night
Guest favorite

Home in Calistoga

4.96 out of 5 average rating, 67 reviews

Charming Home Just Steps From Wine & Hot Springs!

Aug 18 – 25

R11,483 ZAR per night
Guest favorite

Villa in Napa

4.96 out of 5 average rating, 99 reviews

An Italian Villa in the heart of Napa Valley!

Jan 23 – 30

R16,749 ZAR per night
Guest favorite

Apartment in Calistoga

4.79 out of 5 average rating, 19 reviews

Hidden Apartment at UpValley Inn & Hot Springs

Nov 4 – 11

R6,882 ZAR per night
Superhost

Farm stay in St. Helena

4.79 out of 5 average rating, 124 reviews

Private winery farm stay in St Helena, Ca.

Dec 8 – 15

R4,502 ZAR per night
Guest favorite

Home in Calistoga

4.98 out of 5 average rating, 92 reviews

Vineyard View Home + Complimentary Wine Tasting

Aug 30 – Sep 6

R11,787 ZAR per night
Guest favorite

Home in Napa

4.97 out of 5 average rating, 33 reviews

Resort Living: Easy Access to Napa's Attractions

Jun 6 – 13

R10,398 ZAR per night
Guest favorite

Condo in Napa

4.95 out of 5 average rating, 58 reviews

*Studio for Two at Silverado

R3,887 ZAR per night
Guest favorite

Treehouse in Occidental

4.98 out of 5 average rating, 61 reviews

The Spectacular Spyglass Treehouse

Dec 14 – 21

R17,351 ZAR per night

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 apartment rentals in St. Helena have wifi?

    Absolutely! We offer over 40 apartment 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 80 homes with wifi, over 10 homes with self check-in, 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