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

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Great Barrington cottages

A two-story house with a balcony, a chimney, and a window with a view.

1. 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 AED 3,948
AED 7,427 total
includes taxes & fees
9 Dec - 10 Dec
Berkshires farm, 30+ guests, 50 acres
A cabin with a wooden deck, a covered porch, and a gravel driveway.

2. 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 AED 933
AED 2,158 total
includes taxes & fees
7 Dec - 8 Dec
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

3. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is AED 793
AED 1,702 total
includes taxes & fees
9 Nov - 10 Nov
Sharon Retreat w/ Private Yard
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The units are kept very clean. Rooms are spacious and provide you with utensils, dishes, pots, pans, dish soap and sponge. They do not provide housekeeping on a daily basis but if you are in need of any items the front desk will provide you with them. There is a coffee maker in the room, you are provided with coffee, but I suggest buying your brand of coffee and making that. There is a stop and shop across the way from the hotel, there are also other food stores conveniently located nearby, as are other stores, and restaurants."
Sabina 4-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Frequently asked questions

How much do cottages in Great Barrington cost?
Prices for cottages in Great Barrington range between AED 1,702 and AED 7,427 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 vacation days and pick from 144 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 traveler 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.