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Search results showing properties in Sheffield, Massachusetts, United States of America

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Photo gallery for “Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway

Picture yourself, lakefront, on your dock on lovely 150 acre private lake.
House · 1.4 mi (2.2 km) to Sheffield center

“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway

Sleeps 4 · 2 bedrooms · 2 bathrooms
10 out of 10 Exceptional (153 reviews)
Unavailable
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Photo gallery for Charming Berkshires Cottage by Evergreen Home

Outdoor deck with screened gazebo
Premier Host
House · 4.1 mi (6.5 km) to Sheffield center

Charming Berkshires Cottage by Evergreen Home

Sleeps 4 · 2 bedrooms · 1+ bathroom
9.6 out of 10 Exceptional (8 reviews)
Unavailable
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Photo gallery for Waterview Home in the Berkshires: Near Hiking

Sheffield Vacation Rental | 3BR | 2BA | 2,262 Sq Ft | 2 Steps to Enter
House · 1.5 mi (2.4 km) to Sheffield center

Waterview Home in the Berkshires: Near Hiking

Sleeps 6 · 3 bedrooms · 2 bathrooms
9.2 out of 10 Wonderful (14 reviews)
Unavailable
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House · 1.6 mi (2.6 km) to Sheffield center

Cheerful 3-bedroom cottage with woodstove

Sleeps 8 · 3 bedrooms · 2+ bathrooms
10 out of 10 Exceptional (22 reviews)
Unavailable
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Apartment · 2.5 mi (3.9 km) to Sheffield center

Built in 1739, near Appalachian Trail & River, 7 Min. from Great Barrington

Sleeps 4 · 2 bedrooms · 1 bathroom
Unavailable
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Cottage · 3.7 mi (6 km) to Sheffield center

The Blue Elm - A Historic Berkshire Cottage

Sleeps 4 · 1 bedroom · 1+ bathroom
10 out of 10 Exceptional (2 reviews)
Unavailable
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House · 2.9 mi (4.7 km) to Sheffield center

Beautiful Mountainside House with nearby Lake and Hiking Trails

Sleeps 8 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (12 reviews)
Unavailable
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House · 1.2 mi (1.9 km) to Sheffield center

PRIVATE PENINSULA 2ac surrounded by water min from hiking skiing theater music

Sleeps 9 · 3 bedrooms · 2 bathrooms
9.8 out of 10 Exceptional (29 reviews)
Unavailable
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House · 2.3 mi (3.7 km) to Sheffield center

Family Friendly in Sheffield, private yet close to everything!

Sleeps 10 · 4 bedrooms · 3+ bathrooms
10 out of 10 Exceptional (44 reviews)
Unavailable
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Cabin · 4.7 mi (7.5 km) to Sheffield center

Guesthouse Cabin vacation rentals in Berkshire County

Sleeps 12 · 4 bedrooms · 2 bathrooms
10 out of 10 Exceptional (1 review)
Unavailable
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