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West Stockbridge Vacation Rentals

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Our Favorite Vacation Rentals in West Stockbridge

  • Tentrr - Living Water Campsites: Ski N' Zip 1
     Country House
    Booking.com
    From
    $137
  • Comfortable Farmhouse in the Berkshires
    Excellent5br Farmhouse
    HolidayLettings
    From
    $471
  • Heart Of The Berkshires
     Home/Apartment
    Booking.com
    From
    $155
  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $386
  • Tentrr - Living Water Campsites: Ski N' Zip 2
     Country House
    Booking.com
    From
    $137
  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $426
  • Berkshires Home w/Kayak - Walk to Stockbridge Bowl
     3br Home/Apartment
    HolidayLettings
    From
    $361
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
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Check prices for these upcoming dates

West Stockbridge Vacation Rentals with a Pool

  • Idyllic Berkshires Retreat With Pond Views
    Excellent2br Home/Apartment
    Airbnb
    From
    $279
  • The Guesthouse at Summerhouse Stockbridge. + pool
    Excellent2br Home/Apartment
    Airbnb
    From
    $291
  • General Williams House
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,074
  • Vacation & Getaway in the Berkshires
    Excellent3br Home/Apartment
    Airbnb
    From
    $366
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West Stockbridge Vacation Rentals with Wi-Fi

  • Tanglewood Cottage in the heart of the Berkshires
    ExcellentHome/Apartment
    Airbnb
    From
    $283
  • Treehouse Loft Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $143
  • Crossbridge
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,045
  • To Ski or Not to Ski... July weeks Available.
    Good4br Home/Apartment
    Airbnb
    From
    $466
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West Stockbridge Pet-Friendly Vacation Rentals

  • Heart of the Berkshires!
    Good3br Home/Apartment
    HolidayLettings
    From
    $288
  • Garfield House
     2br Home/Apartment
    HolidayLettings
    From
    $265
  • Hillhouse Log Cabin
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $487
  • Cheever Cottage - minutes from Tanglewood
    Excellent2br Home/Apartment
    Airbnb
    From
    $212
Show all

West Stockbridge Travel Guide

West Stockbridge is a small town in Berkshire County, Massachusetts. With a population of under 2,000 people, life runs at a slow, relaxing pace.

Things to Do in West Stockbridge

West Stockbridge is home to ponds, streams and wetlands, and the beautiful Williams River which flows through the center of town. You can also visit the nearby Berkshire Botanical Garden to see a pretty collection of plants and flowers, plus go for walks in the surrounding rambling, hilly countryside.

Best Time to Visit West Stockbridge

Visit in the summer months of June, July and August, when the weather is sunny and you can enjoy a stroll beside the Williams River.

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Price and Availability in West Stockbridge

Most expensive
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The cheapest day to stay at a vacation rental in West Stockbridge tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in West Stockbridge 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 West Stockbridge is in July, while the cheapest month is in April. The most popular time to book a vacation rental in West Stockbridge is in the high season in August. West Stockbridge has its low season in April, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in West Stockbridge

Rainy days
64° 0°
6
59° 9°
4
61° -10°
5
73° -3°
4
55° 7°
2
67° 18°
4
86° 40°
3
91° 42°
3
93° 46°
5
90° 51°
8
89° 40°
7
79° 27°
3
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in West Stockbridge. The hottest month in West Stockbridge is June, when temperatures peak at 93 ˚F. The coolest month is December, when temperatures drop to -10 ˚F. The wettest month in West Stockbridge is May with 8.25 inches of rain, while the driest month is October with 2.35 inches of rain.

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What Expert Travelers Think

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  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
    Visit ILIKETODABBLE

  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
    Visit Coco Travels

Vacation Rentals in West Stockbridge

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Bed and Breakfast and others. AllTheRooms has 119 rentals, hotels and other great places to stay during your time in West Stockbridge, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. For those wanting to save money, the lowest priced place to stay in West Stockbridge comes in at $33.76 per night. An average vacation rental in West Stockbridge costs on average $639 a night.

If you would like to stay connected during your vacation, then you can choose from over 51 accommodations in West Stockbridge that have WiFi. Fitness fanatics can get a workout in during their stay by choosing from 4 accommodations that have gyms. If you're planning on getting to West Stockbridge by car, be sure to choose from 49 accommodations that provide parking.

Those traveling with a dog, cat or some other animal can stay in one of 14 accommodations that are designated as pet-friendly.

87 of our places to stay in West Stockbridge have been rated by previous guests. They rated 80% as great. You can instantly book any of 22 places to stay right now.

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