clock menu more-arrow no yes mobile

Filed under:

7 lakeside Berkshire vacation rentals less than three hours from Boston

These include spreads in Richmond, New Marlborough, and Pittsfield

Stairs leading down to a lake on a sunny day. VRBO

Vox Media has affiliate partnerships. These do not influence editorial content, though Vox Media may earn commissions for products purchased via affiliate links. For more information, see our ethics policy.

There are few areas of the U.S. as beautiful as Western Massachusetts during autumn—which is almost here. Why not take advantage of that if you live in the Boston area?

These seven lakeside vacation rentals in the Berkshire Mountains positively shout “rustic,” and are each within a three-hour car ride of downtown Boston.

For more on Western Mass and the Berkshires, check our handy guide. It includes things to do, visit, and more.

New Marlborough

A living room with two couches and a fireplace full of logs. VRBO

This 850-square-foot cottage near Lake Buel sleeps six and comes with one bathroom. It’s retailing for an average of $185 a night, and guests have access to a canoe and life vests.


A big, spacious room with a white sectional couch and an arched ceiling that beams are helping hold up. VRBO

This 7,000-square-foot rental off Laurel Lake claims to be the first property on Earth powered by AC electricity. (It also claims to have hosted Nikola Tesla.)

Enviable history aside, the property dubbed the Playhouse is grand in scope and sleeps some 20 people on different levels and different places. Dozens of acres surround it too. As such, it is asking an average of $825 a night.


A sunroom in the woods, with several windows and a table in the middle with a puzzle out on top of it. VRBO

Looking for something more modestly priced? This 720-square-foot cabin sleeps four near Otis Lake and is asking an average of $126 a night. It comes with one bathroom, a sectional couch, and a sunroom.


A large, capacious living room and kitchen area with a chandelier over it. VRBO

This 3,100-square-foot house sleeps 12 near both Lake Garfield and Lake Garfield Beach, and comes with access to a public expanse with lifeguards. The spread, which includes four bathrooms, wants an average of $400 a night.

New Marlborough

A deck with a short wharf off it leading to a lake on a sunny day. VRBO

Looking for a 3,500-square-foot house with its own dock? Look no further. This rental off Lake Buell sleeps 12, and is asking an average of $880 a night.


A lawn with several chairs in front of a lake. VRBO

This 2,300-square-foot house sleeps 11 beside Onota Lake and comes with two docks plus a small beach. It’s asking $500 a night on average.


A deck in front of a lawn in front of a lake. VRBO

The 2,100-square-foot spread off Richmond Pond sleeps eight and has two bathrooms. It’s asking an average of $421 a night.