Great Barrington Cottages

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Cottages in Great Barrington

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA

With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.

Kitchen

Pet friendly

Cozy, private and modern Cottage

Hudson NY

Located in Hudson, this cottage is a 1-minute drive from Claverack Library and 6 minutes from Stoddard Corner.

Hot Tub

Kitchen

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

New Marlborough MA

Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.

Kitchen

Washer

Lakefront Tranquility/Fishermans Delight

New Hartford CT

Located in New Hartford, this cottage is on the waterfront, a 1-minute drive from Brodie Park and 7 minutes from New Hartford Free Public Library.

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Canaan NY

Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.

Kitchen

Pet friendly

Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs

Valatie NY

Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 6 minutes from Valatie Family Care.

Kitchen

Washer

Two Bedroom Cottage Close To Town

Sharon CT

Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.

Waterfront Cottage 10 Min From Great Barrington

New Marlborough MA

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.

Mtn-view Retreat in Huson Valley: Great for Groups

Hudson NY

With a stay at this cottage in Hudson, you'll be within a 15-minute drive of Claverack Library and Stoddard Corner.

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY

Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.

Kitchen

Pet friendly

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA

Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.

LAKE GARFIELD WATERFRONT HOME AND BOATHOUSE

Monterey MA

Located in Monterey, this cottage is a 1-minute drive from Lake Garfield and 7 minutes from Bidwell House Museum.

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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.