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Top cities with Cottages to explore in Berkshire County

North Adams

Cottages

Top Cottages in Berkshire County

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA

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A gym is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA

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Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews Cobble are located nearby.

Kitchen

Free WiFi

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA

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This cottage features a garden, laundry facilities, and barbecue grills.

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Washer

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA

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A gym is featured at this cottage, along with a garden and barbecue grills.

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Pet friendly

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro MA

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Free WiFi in public areas and a garden are available at this cottage.

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Free WiFi

Massachusetts Vacation Rental w/ Deck & Grill

Windsor MA

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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

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Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

325 Long Pond Road Great Barrington MA

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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kitchen

Pet friendly

Light-filled cottage

New Marlborough MA

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A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Luxury Vacation Rental in the Berkshires!

Williamstown MA

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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kitchen

Washer

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

21 Saint James Avenue Lee MA

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This cottage includes free WiFi in public areas and barbecue grills.

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Washer

Cozy Berkshire cottage with fireplace.

Pittsfield MA

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Stockbridge Home: Walk to Town Beach!

Stockbridge MA

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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Kitchen

Washer

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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.

Berkshire County Cottages essential information

Accommodation	81 Cottages
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Popular accommodation	Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , The Blue Elm - A Historic Berkshire Cottage, Waterfront Cottage 10 Min From Great Barrington, Private Island - Largest Fresh Water Reservoir in Mass, Charming historic cottage on scenic road to Mt. Greylock, Massachusetts Vacation Rental w/ Deck & Grill, Lakefront Berkshires Retreat w/ Deck, Dock & Boat!, Light-filled cottage, Luxury Vacation Rental in the Berkshires!, Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!, Cozy Berkshire cottage with fireplace., Stockbridge Home: Walk to Town Beach!