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Find holiday rentals that suit your style

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Cabins
Cabins
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Apartments
Apartments

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Lanesborough cottages

A cabin with a wooden deck, a covered porch, and a gravel driveway.

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

2. 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$3,508
includes taxes & fees
6 Dec - 7 Dec
Berkshires farm, 30+ guests, 50 acres
A wooden deck with a table, benches, and outdoor furniture.

3. 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 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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Learn more about Lanesborough

Hike the scenic trails of Mount Greylock State Reservation where Massachusetts' highest peak rewards with panoramic Berkshire views. Families can paddle across pristine Pontoosuc Lake or explore the historic Balance Rock, a massive boulder perched improbably on a small point.

See all hotels in Lanesborough
A tall tower with a green dome and a pointed top, surrounded by trees and clouds.

Top reviews in Lanesborough

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown

10/10 Excellent

Immaculately clean and very comfortable. Loved it!
Australia
Alicia
Reviewed March 12, 2026
Vacation Village in the Berkshires

Frequently Asked Questions

How much do cottages in Lanesborough cost?

Cottages in Lanesborough range between NZ$1,056 and NZ$3,508 per night. These stays offer a chance to get in tune with nature — at a price you can afford. 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.

What is there to do in Lanesborough near my cottage?

After you've unpacked your bags, set out and discover the fun things Lanesborough has to offer. Mount Greylock State Reservation Visitor Centre is a great attraction to add to your itinerary.