West Stockbridge Vacation Rentals

Our Favorite Vacation Rentals in West Stockbridge

  • Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
     Villa
    RedAwning
    From
    $171
  • The Escape at Stockbridge
     Country House
    Booking.com
    From
    $588
  • Comfortable Farmhouse in the Berkshires
    Excellent5br Farmhouse
    HolidayLettings
    From
    $471
  • Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!
     2br Villa
    RedAwning
    From
    $195
  • Heart Of The Berkshires
    ExcellentHome/Apartment
    Booking.com
    From
    $155
  • Berkshire Farmhouse Vacation
    Excellent5br Farmhouse
    HolidayLettings
    From
    $342
  • Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
     2br Villa
    RedAwning
    From
    $176
  • Cozy & Modern Home -mins from Tanglewood & Kripalu
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $188

Check prices for these upcoming dates

West Stockbridge Vacation Rentals with a Pool

  • Idyllic Berkshires Retreat With Pond Views & Pool
    Excellent2br Home/Apartment
    Airbnb
    From
    $279
  • General Williams House
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,074

West Stockbridge Vacation Rentals with Wi-Fi

  • Newly Renovated 1910 Farmhouse - Walk To Town
    Excellent3br Farmhouse
    Airbnb
    From
    $353
  • Charming in-town house w/ lake view
    Excellent2br Home/Apartment
    Airbnb
    From
    $311
  • Tanglewood Cottage in the heart of the Berkshires
    ExcellentHome/Apartment
    Airbnb
    From
    $283
  • Stylish, contemporary country home
    Excellent3br Home/Apartment
    Airbnb
    From
    $325

West Stockbridge Pet-Friendly Vacation Rentals

  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $438
  • |The Escape |STOCKBRIDGE| NEW Home |BERKSHIRES|
     4br Home/Apartment
    HolidayLettings
    From
    $691
  • Heart of the Berkshires!
    Good3br Home/Apartment
    HolidayLettings
    From
    $288
  • Lakefront Berkshires Ski/Summer House, Great Views
    Nice4br Home/Apartment
    HolidayLettings
    From
    $304

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.

Price and Availability in West Stockbridge

Most expensive
Most availability
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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.

The Weather in West Stockbridge

Rainy days
89 º40
7
79 º27
3
64 º0
6
59 º9
4
61 º-10
5
73 º-3
4
55 º7
2
67 º18
4
86 º40
3
91 º42
3
93 º46
5
90 º51
8
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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.

What Expert Travelers Think

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  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

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    MonicaNYCTechMommy
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum

Vacation Rentals in West Stockbridge

Choose the perfect vacation rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Bed and Breakfast and many more. West Stockbridge has 116 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. When traveling on a budget, the most economical place to stay in West Stockbridge is available at $33.76 per night. On average, a place to stay in West Stockbridge will cost you $643 per night.

If you need to stay connected during your vacation, then you can choose from over 74 accommodations in West Stockbridge that have WiFi. Fitness addicts can get a workout in during their stay by choosing from 5 accommodations that have gym facilities. Driving to West Stockbridge? Then choose one of the 70 places to stay that comes with a parking spot included.

Those traveling with a dog, cat or some other animal can stay in any of 24 accommodations that are designated as pet-friendly.

86 accommodations in West Stockbridge have been reviewed; 80% are rated highly. 23 accommodations allow instant booking.

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