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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
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.
Feb 3 – 10
$246 per night
4.96 out of 5 average rating, 759 reviews
Guest favorite
Apartment in Napa
A Private Guesthouse Studio – The Otter
the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.
Aug 27 – Sep 3
$235 per night
4.96 out of 5 average rating, 337 reviews
Guest favorite
Guest suite in Saint Helena
One Bedroom Wine Country Getaway
Light-filled one beroom lower apartment in the historic west side of St. Helena walking distance to downtown shops, dining and wineries! A short walk 7 minute walk to downtown St. Helena, restaurants and wineries. Owners live in the upstairs unit and are out-of-sight but more than happy to help with local tips and recommendations! St Helena STR Permit: PL19-035
Apr 12 – 19
$261 per night
4.92 out of 5 average rating, 290 reviews

Popular amenities for St. Helena vacation rentals

Stay near St. Helena's top sights

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

Other great vacation rentals in St. Helena

Guest favorite
Apartment in Napa
Mendez on Main #2 / King Bed/1 bath Walk to town
Jan 13 – 20
$287 per night
5.0 out of 5 average rating, 306 reviews
Guest favorite
Home in Napa
Casita Rosa - Luxury in Downtown Napa
Dec 20 – 27
$647 per night
4.95 out of 5 average rating, 273 reviews
Superhost
Cottage in Sebastopol
Stunning Sauna Cottage Retreat on Private Vineyard
Nov 12 – 19
$252 per night
4.92 out of 5 average rating, 191 reviews
Guest favorite
Apartment in Napa
Downtown Napa Unit C - Walk to Everything
Aug 10 – 17
$264 per night
4.98 out of 5 average rating, 276 reviews
Guest favorite
Cottage in Sonoma
Modern Farmhouse on Vineyard w Deck + Bocce Court
Dec 12 – 19
$299 per night
4.99 out of 5 average rating, 137 reviews
Guest favorite
Condo in Napa
Elegant Napa Escape
Nov 11 – 18
$172 per night
4.98 out of 5 average rating, 151 reviews
Guest favorite
Home in Napa
Vineyard House In The Heart Of Napa Valley
Nov 15 – 22
$657 per night
4.98 out of 5 average rating, 312 reviews
Guest favorite
Home in Napa
Casa Alta with Hot Tub near Oxbow Market!
Feb 5 – 12
$509 per night
4.92 out of 5 average rating, 154 reviews
Guest favorite
Condo in Napa
Coastal Vibes at Resort: Balcony, Pool Access
Jan 2 – 9
$256 per night
4.98 out of 5 average rating, 122 reviews
Guest favorite
Cabin in Calistoga
Wine Country Mountain Hideaway with Starlink WiFi
Mar 29 – Apr 5
$176 per night
4.87 out of 5 average rating, 254 reviews
Guest favorite
Home in Napa
Come and Visit the Valley Sleeps 4 to 8 Guests
Jan 10 – 17
$492 per night
4.96 out of 5 average rating, 480 reviews
Guest favorite
Condo in Napa
Chic 1 BR Condo Par Excellence at Silverado Resort
Jun 9 – 16
$370 per night
4.99 out of 5 average rating, 142 reviews

Other great vacation rentals in St. Helena

Guest favorite
Home in Muir Beach
Ocean Front Beach Cottage with Hot Tub & Fireplace
Feb 18 – 25
$409 per night
4.92 out of 5 average rating, 274 reviews
Guest favorite
Home in Napa
F.J. Massa House
Nov 5 – 12
$395 per night
4.94 out of 5 average rating, 242 reviews
Guest favorite
Home in St. Helena
Breathtaking Architectural Napa Valley Farmhouse
Aug 19 – 26
$822 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Home in St. Helena
Maison Fleurie Private Retreat
Mar 5 – 12
$643 per night
5.0 out of 5 average rating, 12 reviews
Superhost
Farm stay in St. Helena
Private winery farm stay in St Helena, Ca.
Mar 17 – 24
$179 per night
4.79 out of 5 average rating, 122 reviews
Guest favorite
Home in Calistoga
Calistoga Hills Hideaway on 22 Acres
Aug 22 – 29
$277 per night
4.94 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Calistoga
Charming Vineyard Cottage
Oct 18 – 25
$715 per night
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Calistoga
Wine Country Retreat with Vineyard Views
May 19 – 26
$449 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Calistoga
Calistoga Tejas Trails
Nov 30 – Dec 7
$389 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Villa in Napa
An Italian Villa in the heart of Napa Valley!
Jan 4 – 11
$770 per night
4.96 out of 5 average rating, 96 reviews
Guest favorite
Apartment in Calistoga
Hidden Apartment at UpValley Inn & Hot Springs
Dec 23 – 30
$317 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Home in Calistoga
Vineyard View Home + Complimentary Wine Tasting
Aug 28 – Sep 4
$514 per night
4.98 out of 5 average rating, 90 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

Destinations to explore

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