East Chatham Vacation Rentals

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Vacation Rentals in East Chatham

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge MA

With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Tanglewood Music Center and Stockbridge Bowl.

Cozy Riverside Berkshires Retreat

Great Barrington MA

$329 nightly

$368 total

Aug 10 - Aug 11

Total with taxes and fees

Located in Great Barrington, this vacation home is on a river, a short 4-minute walk from Monument Mountain Reservation and within 1 minutes by car from Housatonic River.

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

East Chatham NY

Located in East Chatham, this vacation home is in the mountains, within a 15-minute drive of Queechy Lake and The Mac-Haydn Theatre.

Amazing Backyard Escape, 10 Minutes from Stockbridge | Cordelia by AvantStay

Lee MA

With a stay at this vacation home in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham NY

$361 nightly

$404 total

Aug 9 - Aug 10

Total with taxes and fees

Located in Chatham, this vacation home is a 5-minute drive from The Mac-Haydn Theatre and 8 minutes from Hudson Chatham Winery.

Hearts Desire is your private escape.

Lanesborough MA

With a stay at this vacation home in Lanesborough, you'll be on a lake, within a 10-minute drive of Jiminy Peak Mountain Resort and Cheshire Reservoir.

Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake

Copake Lake NY

With a stay at this vacation home in Hillsdale, you'll be within a 5-minute drive of Copake Lake and Mosquito Island.

NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon NY

$590 nightly

$598 total

Aug 4 - Aug 5

Total with taxes and fees

With a stay at this vacation home in New Lebanon, you'll be within a 5-minute drive of New Lebanon Library and Shatford Memorial Park.

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Great Barrington MA

Located in Great Barrington, this vacation home is within a 5-minute drive of Ski Butternut and Lake Buel.

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Craryville NY

With a stay at this vacation home in Copake Lake, you'll be within a 5-minute drive of Copake Lake and Mosquito Island.

Quiet Cabin On Over 12 Acres Of Woods!

Becket MA

With a stay at this vacation home in Becket, you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.

Large Barn styled vacation home that fits groups with space to spare.

Craryville NY

With a stay at this vacation home in Copake Lake, you'll be on the waterfront, just a 1-minute walk from Copake Lake and 13 minutes by foot 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.