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- Bougie Bs Mountainside GetawayHancock
- 6 Mi to Skiing Pet-Friendly Home in Pittsfield!Pittsfield
- Renovated Lakefront House with Dock Pets Welcome!New Marlborough
- Colesbrook CottageWashington
- Picturesque Cottage with Sunroom on Ashmere Lake!Hinsdale
- Rustic 3bd Lake Front Country CottageMonterey
- Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4Hancock8.7
- Shaker Mill Inn9.0West Stockbridge
- Historic RetreatStockbridge
- Devonfield Inn10.0Lee
- 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7Hancock1.0
- Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey MagicHancock10.0
- Cozy Monterey Home with Porch Walk to Lake GarfieldMonterey9.0
- Cozy Stockbridge Cabin - Walk to Beach and Lake!Stockbridge9.0
- Cozy Berkshires Stay, Mins from Ski SlopesLebanon Springs
- A Writers Retreat at The BarnMonterey
- Lakeside Berkshires EscapeMonterey
- Walk to Dining Downtown Lenox Guest House!Lenox9.8
- The Revival HouseAdams
- Rustic Berkshires Cottage at Lake Buel with Kayaks!New Marlborough9.5
- Pleasant Valley Motel West Stockbridge5.4West Stockbridge
- 1 Mi to Dtwn Beautiful Home in Williamstown!Williamstown
- Tranquil 3 BR Stockbridge House with Private Deck!Stockbridge9.7
- Cabin with 3 Acres, Tennis Courts By 4 Ski MtnsSandisfield8.0
- Near Catamount Resort and Tanglewood Mtn-View Haven
- East Otis Reservoir Cabin with Porch - Walk to Lake!East Otis
- Doctor Sax House10.0Lenox
- Secluded Berkshires Estate Private PondPoolTheater Gym Sunny Pond
- Catamount LodgingHillsdale
- Stay Near Ski Berkshires, Mid-Week & Promo Deals!
- Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator Pool and LobbyHancock7.0
- Family Ski House at Catamount
- Berkshires Home on 11 Acres with Pond and 2 Fire Pits!Becket
- Lake Views and Dock Access - Pittsfield Cottage!Pittsfield
- Restored Historic Home Half Mile to Ski Resort!Otis10.0
- Spacious 4Bd Just a Block from Lake MansfieldGreat Barrington
- Stunning All-Season Renovated Barn Escape!East Chatham
- 1 Mi to Dtwn Cottage with Large Yard in StockbridgeStockbridge
- Airy Upstate Getaway with a View
- Charming 6 Bdrm Countryside Stay, Sauna and HotTubNorth Egremont
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