Saint Helena Vacation Rentals

Our Favorite Vacation Rentals in St. Helena

  • Valley of the Moon Estate
     2br Home/Apartment
    RedAwning
    From
    $853
  • Terra Bella
     Country House
    Booking.com
    From
    $184
  • Elegant five-acre estate w/private hot tub, pond, close to wineries
     2br Home/Apartment
    HolidayLettings
    From
    $437
  • 2BR Vineyard-View Cottage w/ Hot Tub
     2br Cottage
    RedAwning
    From
    $965
  • The Bungalows at Calistoga
     Country House
    Booking.com
    From
    $460
  • Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country
    ExcellentCottage
    HolidayLettings
    From
    $295
  • Charming Wine Country Retreat w/ Private Yard
     3br Home/Apartment
    RedAwning
    From
    $726
  • Wine Country Gem Home
     Country House
    Booking.com
    From
    $266

Check prices for these upcoming dates

St. Helena Vacation Rentals with a Pool

  • Luxury 2BR w/ Pool & Valley Views
     2br Home/Apartment
    RedAwning
    From
    $1,038
  • 1BR Cottage Amid Vineyards w/ Spa
     Cottage
    RedAwning
    From
    $689
  • Beautiful Home w/ Pool & Jacuzzi in St. Helena
    Excellent3br Home/Apartment
    Airbnb
    From
    $1,071
  • Estate Above the Clouds-Napa Valley
    Excellent5br Home/Apartment
    Airbnb
    From
    $1,639

St. Helena Vacation Rentals with Wi-Fi

  • 2BR Wine Country Gem w/ Large Backyard
     2br Home/Apartment
    RedAwning
    From
    $462
  • Private Modern 1BR Studio on 10 Acres
     Home/Apartment
    RedAwning
    From
    $588
  • Luxury Downtown Cottage House
    Excellent3br Home/Apartment
    Airbnb
    From
    $849
  • Chez Nous St.Helena 30+Days ONLY!
    ExcellentHome/Apartment
    Airbnb
    From
    $311

St. Helena Pet-Friendly Vacation Rentals

  • Casa Bella Corporate Retreats in Wine Country
     10br Home/Apartment
    HolidayLettings
    From
    $2,121
  • Calistoga Ranch - Estate Lodge
     2br Home/Apartment
    Airbnb
    From
    $4,140
  • Rustic Pope Valley Retreat
    ExcellentHome/Apartment
    Airbnb
    From
    $283
  • Cottage in the Forest
    GoodHome/Apartment
    Airbnb
    From
    $339

St Helena Travel Guide

For a Napa Valley getaway that you will never forget, visit the beautiful, St Helena. The city is renowned for being in California’s wine county and boats historic buildings on its Main Street. When you're in St Helena, you can expect fine-dining at its best, with award-winning restaurants. You are never short of something to do in this welcoming community with unique shops, boutiques and art galleries always around the corner. Of course, how could you miss out the wineries? There are plenty to go visit and put your nose (and palette) to the test!

Things to Do in St Helena

Once in St Helena, you have got to visit the wineries and vineyards. The Beringer Vineyards is the oldest operating winery in Napa Valley, while the Conn Creek Winery boasts stunning views of the Vaca Mountain Range. For wine courses, check out the Culinary Institute of America at Greystone. For a break from wineries, and to learn more about the author of Treasure Island, make your way to the Robert Louis Stevenson Museum.

Best Time to Visit St Helena

The hottest months of the year in St Helena are from June to August, which can be popular months for holidaymakers. That being said, it is also pleasant to come to St Helena during the spring.

Price and Availability in St. Helena

Most expensive
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The cheapest day to stay at a vacation rental in St. Helena tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in St. Helena tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in St. Helena is in May, while the cheapest month is in February. The most popular time to book a vacation rental in St. Helena is in the high season in September. St. Helena has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in St. Helena

Rainy days
73° 32°
8
60° 29°
18
72° 32°
7
84° 42°
2
78° 41°
5
102° 44°
0
98° 48°
0
103° 49°
0
101° 40°
0
92° 33°
0
80° 26°
1
69° 29°
9
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in St. Helena. The hottest month in St. Helena is May, when temperatures peak at 103 ˚F. The coolest month is February, when temperatures drop to 26 ˚F. The wettest month in St. Helena is November with 18.28 inches of rain, while the driest month is September with 2.14 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa

Vacation Rentals in St. Helena

Choose the perfect rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Bed and Breakfast and many more. St. Helena has 528 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. A vacation in St. Helena can be budget-friendly - the cheapest price rental is available at $10 a night. On average, a place to stay in St. Helena will cost you $1,416 per night.

If you want to stay connected during your vacation, then you can choose from over 203 accommodations in St. Helena that have WiFi. We have 38 accommodations that come with breakfast included. You can keep up with your workout regime by staying at one of 21 accommodations that provide gym facilities. If you are driving to St. Helena, you'll want to pick from 142 places to stay that provide parking. 51 hotels and vacation rentals come with a pool or jacuzzi

If you're traveling with your best friend, then make sure to choose one of the 47 pet-friendly accommodations available.

208 of our accommodations in St. Helena have been reviewed and rated. 35% are rated excellent or good. 205 places to stay in are instantly bookable.

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