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West Stockbridge Vacation Rentals

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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
    $146
  • 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
    $220
  • Tranquil 3BR Stockbridge House w/Private Deck
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $452
  • Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
     2br Villa
    RedAwning
    From
    $195
  • Gartner House, a charming home in Lenox
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $307
  • Cozy Stockbridge Home - Walk To Golf Course!
     2br Home/Apartment
    HolidayLettings
    From
    $401
  • Lakefront Berkshires Ski/Summer House, Great Views
    Nice4br Home/Apartment
    HolidayLettings
    From
    $333
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Check prices for these upcoming dates

West Stockbridge Vacation Rentals with a Pool

  • Luxury Modern House in Berkshires with Pool
     3br Home/Apartment
    Airbnb
    From
    $542
  • Stockbridge: 4 bed/ 4 bath with heated pool
    Good4br Home/Apartment
    Airbnb
    From
    $564
  • Berkshire Valley Retreat
     5br Home/Apartment
    Airbnb
    From
    $1,113
  • Berkshire Winter and Ski Mountain Retreat
    Excellent4br Home/Apartment
    Airbnb
    From
    $986
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West Stockbridge Vacation Rentals with Wi-Fi

  • The Sweet Spot
    Excellent3br Home/Apartment
    Airbnb
    From
    $157
  • 1850's Berkshire farmhouse
    Excellent5br Farmhouse
    Airbnb
    From
    $333
  • To Ski or Not to Ski... July weeks Available.
    Good4br Home/Apartment
    Airbnb
    From
    $424
  • Cozy Stockbridge Cottage
    Excellent2br Cottage
    Airbnb
    From
    $136
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West Stockbridge Pet-Friendly Vacation Rentals

  • Garfield House
     2br Home/Apartment
    HolidayLettings
    From
    $265
  • Hillhouse Log Cabin
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $487
  • Romantic Berkshire Cottage on Storybook Estate
    ExcellentCottage
    HolidayLettings
    From
    $321
  • NEW! Lakefront Berkshires House w/Deck, Dock +Boat
     4br Home/Apartment
    HolidayLettings
    From
    $388
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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
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.
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The Weather in West Stockbridge

Rainy days
54° -11°
5
60° -5°
3
67° 1°
1
74° 19°
5
83° 36°
4
85° 39°
5
90° 51°
4
86° 43°
2
85° 34°
3
73° 29°
8
66° 11°
4
53° 1°
5
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
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 90 ˚F. The coolest month is December, when temperatures drop to -11 ˚F. The wettest month in West Stockbridge is March with 8.3 inches of rain, while the driest month is October with 1.25 inches of rain.

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