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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for The Berkshires cottages

A wooden deck with a glass table and chairs, an umbrella, and a view of autumn trees.

1. 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 NZ$1,056
includes taxes & fees
15 Nov - 16 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A wicker hanging chair with a cushioned seat on a wooden deck overlooking a forested area.

2. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
10.0 out of 10, Exceptional, (1 review)
"The cottage is very cozy, private, and in a beatiful setting. We really appreciated the upgrades that made our stay comfortable. The fenced-in yard was great for our dog. Take a note of a stone floor on the lower level. We had to cover it to be not too cold for the dog to lie on (in late October). The location is right on the water for kayaking and close to some well maintained trails for biking and hiking."
United States
Victoria F.
The price is NZ$1,026
includes taxes & fees
8 Dec - 9 Dec
Waterfront Lake Cottage - Lake Access -Kayaks
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 NZ$800
includes taxes & fees
13 Nov - 14 Nov
Sharon Retreat w/ Private Yard
A white single-story house with a front porch, surrounded by trees with autumn foliage.

4. 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 NZ$3,206
includes taxes & fees
1 Dec - 2 Dec
Berkshires farm, 30+ guests, 50 acres
A wooden deck with a table, benches, and outdoor furniture.

5. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The price is NZ$1,082
includes taxes & fees
13 Nov - 14 Nov
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
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 The Berkshires Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Great place to relax"
Jackie 2-night trip
Posted less than an hour ago
Vacation Village in the Berkshires

Find out more about The Berkshires

The Berkshires Cottages information

Number of reviews
38
Accommodation
85 Cottages
Lowest Price
NZ$800
Highest Price
NZ$3,206

Frequently asked questions

How much do cottages in The Berkshires cost?
Prices for cottages in The Berkshires range between NZ$800 and NZ$3,206 per night. Whatever your budget, you'll find an ideal place to get in touch with 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 The Berkshires?
Explore our 85 cottages in The Berkshires and then select your favourite. Whether you're organising a holiday with the whole fam or a break with pals, your perfect stay is just a few clicks away with Expedia.
What is there to do in The Berkshires near my cottage?
One of the most important travel accessories for your The Berkshires trip is a good itinerary! Tanglewood Music Centre, Shakespeare and Company and The Mount are among the most popular sights if you're on your way to Lenox. Williamstown is also home to terrific attractions, such as Chapin Library of Rare Books and Manuscripts. In the mood to explore more? Carve out some time for Hopkins Observatory and Williams College Museum of Art too.

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