East Chatham Cottages

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Cottages in East Chatham

Quiet rustic cottage with shared lake access

With a stay at this cottage in Great Barrington, you'll be on a lake, just steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

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Charming historic cottage on scenic road to Mt. Greylock

With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.

Cozy Berkshire cottage with fireplace.

With a stay at this cottage in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

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Welcome to the Red Bridge Cottage!

Located in Valatie, this cottage is in a rural location, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.

Charming Cottage in Private Lake Community (Pet-Friendly!)

Located in Athens, this cottage is on a lake, a 1-minute drive from Sleepy Hollow Lake and 7 minutes from Hudson River.

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Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

A stay at this cottage places you in the heart of Hudson, steps from Max and Lillian Katzman Theater and 15 minutes by foot from Hudson Opera House.

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Cozy cottage with pool, walking distance to lake

When you stay at this cottage in Averill Park, you'll be on a lake and 14 minutes by car from Pineridge Cross Country Ski Center.

Fun Getaway Lakehouse in the Hudson Valley

Located in Copake Lake, this cottage is on a lake, a 1-minute drive from Copake Lake and 7 minutes from Mosquito Island.

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks

With a stay at this cottage in Monterey, you'll be within a 10-minute drive of Beartown State Forest and Bidwell House Museum.

Morgan House on Crooked Lake

A stay at this cottage places you in the heart of Averill Park, and within a 15-minute drive of Pineridge Cross Country Ski Center.

Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!

Located in Copake Lake, this cottage is on a lake, a 1-minute drive from Copake Lake and 7 minutes from Mosquito Island.

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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.