Berkshires Vacation Rentals

Rent a New York Berkshires cabin or vacation rental and you’ll be ideally situated to enjoy the natural beauty and recreational opportunities of this area. With an array of condos, cabins, and vacation homes to choose from, a Berkshires or Eastern Columbia County Vacation Rental is perfect for family vacations, reunions, or romantic getaways.

Guests of Austerlitz, Lebanon Springs, and Canaan vacation rentals can enjoy the scenic beauty of eastern New York state, hiking in the mountains and forests and fishing in sparking streams.

In the beautiful Berkshires, guests of Lebanon Springs, Canaan, and Austerlitz vacation rentals can also admire the blaze of autumn color, take a ride in a hot air balloon, go bird watching or kayaking, or take a boat cruise.

Other activities for guests of Austerlitz, Canaan, and Lebanon Springs vacation rentals include cross-country and downhill skiing, bicycling through the scenic countryside, swimming in mountain lakes, golfing, and enjoying auto racing excitement at the Lebanon Valley Speedway & Dragway.

The New York Berkshires make the ideal getaway for couples, families, or groups. From luxury accommodations to cozy mountain cabins to family-friendly vacation homes, there’s a Berkshires or Columbia County vacation rental that’s perfect for you. Book your Austerlitz, Canaan, or Jiminy Peak rental today for the best selection!

Pet friendly Berkshires vacation rentals
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Berkshires Vacation Rentals by Owner

Featured Listings



Stephentown house photo - The Dacha's emblem in the painting of a moose family at lunch. Property Details Jiminy Peak,
3 bedrooms, sleeps 11
Canaan estate photo - Early springtime Property Details Berkshires,
8 bedrooms, sleeps 14
Austerlitz Canaan Chatham Copake Hillsdale Lebanon Springs New Lebanon Becket Great Barrington Hancock Lee Lenox Monterey Otis Pittsfield Stephentown Stockbridge Williamstown

Ancram (5)

Austerlitz (2)

Canaan (4)

Copake (13)

Copake Falls (1)

Hillsdale (2)

Jiminy Peak (10)

Lebanon Springs (1)

New Lebanon (2)

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