Great Barrington Vacation Rentals

Our Favorite Vacation Rentals in Great Barrington

The Old Inn On The Green
Good
Booking.comFrom $465
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Just the Spot! Cozy home by the Lake...

HolidayLettingsFrom $220
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The Smith Farm Homestead
Excellent
HolidayLettingsFrom $166
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RiverSong Suite In The Berkshires
Excellent
HolidayLettingsFrom $242
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Beautifully decorated & immaculate log chalet
Excellent
HolidayLettingsFrom $258
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Tanglewood / Berkshires - 2 Bed 2 Bath Apartment

HolidayLettingsFrom $515
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Charming Private Guest Suite in Historic Village in the Berkshires

HolidayLettingsFrom $129
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Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

HolidayLettingsFrom $286
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Great Barrington Vacation Rentals with a Pool

Charming Berkshires Cottage
Excellent
AirbnbFrom $246
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Bigger Views: Heated pool, hot tub and MUCH MORE!
Excellent
AirbnbFrom $2783
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Berkshires Rustic Retreat (but near everything!)
Excellent
AirbnbFrom $162
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Treetops: Indoor pool & only 10 min to Catamount!!

AirbnbFrom $1829
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Great Barrington Vacation Rentals with Wi-Fi

The Carriage House - A Lovely Apartment Rental
Excellent
AirbnbFrom $188
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Sunny and Spacious Great Barrington House

AirbnbFrom $413
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Cottage on Scenic Road
Excellent
AirbnbFrom $297
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Home in The Berkshires
Excellent
AirbnbFrom $213
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Great Barrington Pet-Friendly Vacation Rentals

One of the Finest Homes and Best location in the Berkshires

HolidayLettingsFrom $2018
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To Ski or Not to Ski? Great conditions Great fireplace.Your Choice.
Excellent
HolidayLettingsFrom $515
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Happy home downtown Gt Barrington
Excellent
AirbnbFrom $503
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Maya's Garden House
Good
AirbnbFrom $358
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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

Most expensive

Most availability

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 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 Weather in Great Barrington

SEE FULL WEATHER FORECAST:

86º 40º

2.56

91º 42º

3.42

93º 46º

4.68

90º 51º

8.25

89º 40º

6.89

79º 27º

2.84

64º 0º

6.39

59º 9º

3.94

61º -10º

4.66

73º -3º

4.09

55º 7º

2.35

67º 18º

3.63

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Rainy days

SEE FULL WEATHER FORECAST:

This climate histogram shows you the weather patterns in Great Barrington. The hottest month in Great Barrington is June, when temperatures peak at 93 ˚F. The coolest month is January, when temperatures drop to -10 ˚F. The wettest month in Great Barrington is August with 8.25 inches of rain, while the driest month is March with 2.35 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Great Barrington

Find the perfect accommodation for your vacation at AllTheRooms.com. We compare Airbnb, VRBO, Homeaway and many more. We have 406 vacation rentals, hotels and other places to stay in Great Barrington ranging from budget options to luxury places to stay. If you are wanting to keep costs down, the cheapest place to stay in Great Barrington comes in at $10 a night. On average, an accommodation in Great Barrington will cost you $306 per night.

If you would like to stay connected during your vacation, then you can choose from over 231 accommodations in Great Barrington that have WiFi. 34 of our accommodations include a breakfast in the price. Choose from 16 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Great Barrington, you'll want to pick from 228 places to stay that provide parking. We track 23 vacation rentals that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in any of 76 accommodations that are designated as pet-friendly.

We combine a wide variety of Great Barrington accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 7 providers, including 167 places to stay from Airbnb, 41 accommodations from VRBO and 26 places to stay from Homeaway.

267 accommodations in Great Barrington have been reviewed; 71% are rated highly. 78 places to stay in are instantly bookable.