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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Great Barrington cottages

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

1. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (55 reviews)
"Quiet and peaceful"
United States
Michael S.
The price is £448
includes taxes & fees
23 Oct - 24 Oct
Cozy Cottage-Sunset On The Lake
An outdoor patio with a fire pit, a grill, and outdoor furniture.

2. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is £282
includes taxes & fees
22 Oct - 23 Oct
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
A two-story house with a balcony, a chimney, and a window with a view.

3. 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 £1,421
includes taxes & fees
19 Oct - 20 Oct
Berkshires farm, 30+ guests, 50 acres
A cabin with a wooden deck, a covered porch, and a gravel driveway.

4. 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 £418
includes taxes & fees
18 Oct - 19 Oct
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

Hotel On North

Hotel On North

10/10 Excellent
"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."
Tanya 2-night trip
Posted less than an hour ago
Hotel On North

Find out more about Great Barrington

Great Barrington Cottages information

Number of reviews
55
Accommodation
144 Cottages
Lowest Price
£282
Highest Price
£1,421

Frequently asked questions

How much do cottages in Great Barrington cost?
Prices for cottages in Great Barrington range between £282 and £1,421 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 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 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.