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- NEW RENO - Chalet-style farm loft near Tanglewood
- Inn at Kenmore Hall
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- 1800s Carriage house in Berkshires / Hudson Valley
- Farm House Getaway on beautiful horse farm!
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Scribe`s Stable | A/C • Screened in Porch • Sleeps 6
- Seven Hills Inn
- Wagon Wheel Inn
- The Egremont Village Inn
- Historic Stone Church in The Berkshires
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Eastgate Inn B&B
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
- Berkshire Mountain House
- Manor House Inn
- The Dewey
- Cranwell Spa and Golf Resort
- Jacob's Tanglewood Ranch
- Eastover Estate & Eco-Village
- Experience Timeless Elegance in The Edith Wharton Room!
- Charming 6 Bdrm Countryside Stay
- The Red Door B&B
- Renovated Private Guest House by Evergreen Home
- Race Brook Lodge
- Heart of the Berkshires
- 1 Bd - Vacation Village in the Berkshires
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Lantern House Motel
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Cozy Carriage House room with a double bed and private balcony
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Elegant suite with a king bed, fireplace, and kitchenette.
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- The Kemble Berkshires
- Cliffwood Cottage by Evergreen Home
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Rock Hall Luxe Lodging
- Farmhouse on Otis Pond
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Chesapeake Inn of Lenox
- Kemble Inn
- 26 Church Street
- Elegant Carriage House room with a queen bed and private patio.
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Chestnut Lodge
- 67 Church Street
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Stylish, renovated 3 bed 3.5 bath 1812 Colonial
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- 1805 House Bed and Breakfast
- Berkshire Mountain Lodge
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Club Wyndham Bentley Brook
- stockbridge country inn
- Mountain Lodge Apt!
- Beautiful Berkshires Farmhouse with game room and plenty of room
- Vanderbilt Lakeside
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Relaxing 1-bedroom resort with AC in quaint Hancock MA
- Blue Spruce Inn & Suites
- Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- The Weathervane Motel
- Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land