Great Barrington Vacation Rentals

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Great Barrington Travel Guide

Visitors come to Great Barrington all year round, with everything from skiing and hiking to art museums and shopping opportunities. Great Barrington is a town that is found in Berkshire County, Massachusetts and is known as one of the best small towns in the United States. Skiing is particularly popular, with Ski Butternut being popular in the winter. Antique shopping is big in Great Barrington and there is even a huge Antiques Center in the town. When it comes to dining, foodies will not be disappointed -- there is everything from sweat treats to cheap seats to fine dining experiences.

Things to Do in Great Barrington

One of the best places to go hiking in Great Barrington is at Monument Mountain. Visitors can explore the trails, as well as enjoy views of the Housatonic River Valley from up above. Hikers can also enjoy the Housatonic River Walk alongside the river. At Lake Mansfield there is the opportunity to relax and enjoy the town's beachy area. There are life guards here in peak season, making it a great opportunity to go swimming. In the winter, Ski Butternut Resort attracts active vacationers. It is found in the Warner Mountain and is home to lots of fun trails and ski lifts, as well as a tubing area.

Best Time to Visit Great Barrington

The summer time is the best time in Great Barrington for hiking. The winter offers the best opportunity for skiing.

Price and Availability in Great Barrington

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The cheapest day to stay at a vacation rental in Great Barrington tends to be Thursday, while the most expensive day tends to be Saturday. Vacation homes in Great Barrington 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 Great Barrington is in July, while the cheapest month is in March. The most popular time to book a vacation rental in Great Barrington is in the high season in August. Great Barrington has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Great Barrington

Rainy days
69°
4
75° 26°
5
89° 30°
3
86° 42°
3
90° 48°
3
94° 48°
2
83° 34°
5
73° 27°
4
71° 14°
4
55° -1°
4
50° -12°
1
58° -2°
4
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Rainy days

This climate histogram shows you the weather patterns in Great Barrington. The warmest months in Great Barrington are May and June, when temperatures reach 94 ˚F. The coolest month is December, when temperatures drop to -12 ˚F. The wettest month in Great Barrington is April with 4.96 inches of rain, while the driest month is December with 1.23 inches of rain.

What Expert Travelers Think

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    JazThe Life of a Social Butterfly
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

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    Jeff CampbellMiddle Class Dad
  • — 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 Great Barrington

At AllTheRooms.com we have vacation rentals from all of your favorite providers - Airbnb, Priceline, Agoda and many more. We have 411 vacation rentals, hotels and other places to stay in Great Barrington ranging from cheap options to extravagant places to stay. For those traveling on a budget, the most economical place to stay in Great Barrington is available at $10 per night. A typical rental in Great Barrington costs on average $291 per night.

If you have to have an internet connection during your time in Great Barrington, then you can choose from over 211 accommodations that have WiFi internet. 33 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 6 accommodations that have gyms. If you're planning on arriving in Great Barrington by car, be sure to choose from 207 accommodations that provide parking. We track 27 accommodations that have a pool or jacuzzi.

If you're traveling with a furry friend, then make sure to select one of the 55 pet-friendly accommodations available.

293 of our accommodations in Great Barrington have been reviewed and rated. 72% are rated excellent or good. You can instantly book any of 103 places to stay right now.

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