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Only the Michelin selection
Lakefront Berkshires Retreat with Deck, Dock and Boat!
Well 7.7 (4 reviews)
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Itinerary
Cozy Mountain Cabin on Resort Property in Cultural Berkshire
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Autumn Hill Lakehouse
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Waterview Home in the Berkshires Near Hiking
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor
Stunning 8.6 (5 reviews)
Price unavailable
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Itinerary
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
Fabulous 9 (3 reviews)
Price unavailable
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Itinerary
Cozy Great Barrington Home about 1 Mi to Ski Resort!
Stunning 8.5 (2 reviews)
Price unavailable
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Itinerary
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Hancock Village Inn at Jiminy Peak
Exceptional 10 (3 reviews)
Price unavailable
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Itinerary
The 1896 House Country Inn - Brookside & Pondside
Pleasant 6 (376 reviews)
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Itinerary
Berkshire Beauty-Full Home
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Vacation Rental Home in the Berkshires!
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Little Cat Lodge
Well 7.1 (15 reviews)
Price unavailable
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Itinerary
Econo Lodge Lee - Great Barrington
Good 5.8 (253 reviews)
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Itinerary
Jiminy Peak Mountainside Getaway in the Berkshires
Exceptional 10 (2 reviews)
Price unavailable
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Itinerary
Cozy Stockbridge Cabin - Walk to Beach and Lake!
Fabulous 9 (3 reviews)
Price unavailable
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Itinerary
Urban Peak Escape
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Berkshire Vacation Rentals: Private Cottage Come Enjoy Nature
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Exceptional 10 (2 reviews)
Price unavailable
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Itinerary
Rustic Berkshires Cottage at Lake Buel with Kayaks!
Fabulous 9.3 (3 reviews)
Price unavailable
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Itinerary
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
Fabulous 9 (3 reviews)
Price unavailable
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Itinerary
Pleasant Valley Motel West Stockbridge
Good 5.9 (128 reviews)
Price unavailable
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Itinerary
Downtown Upstairs - 67 Church Street
Exceptional 10 (2 reviews)
Price unavailable
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Itinerary
Downtown Great Barrington Enjoy Mountain Views
Exceptional 9.5 (2 reviews)
Price unavailable
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Itinerary
Peaceful Family Home with Fire Pit and Large Yard
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Tranquil 3 BR Stockbridge House with Private Deck!
Exceptional 9.7 (3 reviews)
Price unavailable
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Itinerary
Summer and Fall in Sheffield with Monthly Special Pricing Available
Exceptional 10 (2 reviews)
Price unavailable
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Itinerary
Charming, Quiet, Modern, River Front
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
The Cottage
Pleasant 6.8 (59 reviews)
Price unavailable
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Itinerary
The Brooks Motel
Pleasant 6.5 (31 reviews)
Price unavailable
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Itinerary
Mountainside Condo @ Jiminy Peak in the Berkshires
Fabulous 9 (2 reviews)
Price unavailable
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Itinerary
The Freeman- 14K SF Estate 40acrs Tennis Vineyard
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Wagon Wheel Inn
Pleasant 6 (209 reviews)
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Itinerary
Morgan's Millhouse (Front)
Very good 8.1 (7 reviews)
Price unavailable
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Itinerary
Jurassic Dino Suite Jiminy-Must See Sleeps 4
Fabulous 9 (2 reviews)
Price unavailable
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Itinerary
Spacious Tolland Home with Deck and Screened Porch!
Exceptional 10 (1 reviews)
Price unavailable
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Itinerary
Starry Skies, Sauna & Smores Your Fall Getaway
Fabulous 9.3 (3 reviews)
Price unavailable
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Itinerary
Lakefront Otis Home with Stunning Views and Boats!
Exceptional 10 (3 reviews)
Price unavailable
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Itinerary
Elegant Pittsfield Home Near Downtown and Skiing!
Exceptional 9.5 (2 reviews)
Price unavailable
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Itinerary
Pilgrim Inn
Pleasant 6.6 (638 reviews)
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Itinerary
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