A large stone church with a tall bell tower and arched windows.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Great Barrington cottages

Exterior

Beachwood Cottage

Beachwood Cottage
Stockbridge
9.8 out of 10, Exceptional, (6 reviews)
"We had a great week at this cottage and Daryl was a responsive and helpful host. Our kids are already asking to return next year."
United States
Christine P.
The price is HK$2,744
HK$5,001 total
includes taxes & fees
6 Aug - 7 Aug
Beachwood Cottage
Interior

Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is HK$1,874
HK$5,806 total
includes taxes & fees
23 Jul - 24 Jul
Mtn-view Retreat in Huson Valley: Great for Groups
Exterior

Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is HK$13,110
HK$22,194 total
includes taxes & fees
5 Aug - 6 Aug
Berkshires farm, 30+ guests, 50 acres
Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is HK$1,756
HK$4,345 total
includes taxes & fees
19 Aug - 20 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Great Barrington Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"I liked the gym, bed, pillows, TV stations selections. I didn't like the location of the room safe which was literally floor level and practically impossible to access. The couch in our room seemed to be missing a cushion to allow one to rest against."
Brian 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Great Barrington

Great Barrington Cottages information

Number of reviews
Accommodation
158 Cottages
Lowest Price
HK$4,345
Highest Price
HK$8,018

Frequently asked questions

How much do cottages in Great Barrington cost?
Prices for cottages in Great Barrington range between HK$4,345 and HK$8,018 per night. Whatever your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Great Barrington?
Make use of your holiday days and pick from 158 cottages in Great Barrington. Picturing a place where you can immerse yourself in nature? Expedia will help you find your ideal retreat in a few simple clicks.
Why book your cottage in Great Barrington with Expedia?
Reserving a cottage in Great Barrington is as simple as working out your travel dates and choosing your ideal place for a getaway in the outdoors. From chic retreats to low-cost stays and cottages that come with amenities like a kitchenette, Expedia has something for all traveller styles. As for the best deals around? We've have them as well!
How can I find cheap cottages in Great Barrington?
Expedia can help you look for cheap cottages in Great Barrington. To discover a superb stay in a few quick keystrokes, use our convenient filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Great Barrington near my cottage?
Great Barrington has enough sights and experiences to keep you on the go for weeks, beginning with Ski Butternut. Housatonic River Walk, Mahaiwe Performing Arts Centre and Lake Buel are other fantastic attractions. If you're staying a while longer, Lake Mansfield Park and W.E.B. Du Bois Boyhood Homesite are great additions to your itinerary.

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