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- Experience Timeless Elegance in The Edith Wharton Room!
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- Wagon Wheel Inn
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Seven Hills Inn
- The Egremont Village Inn
- -Private renovated farmhouse along the Hudson surrounded by State Park Land
- Apple Tree Inn
- Country living close to the capital region 100 acres of nature to explore
- Private Unit in shared 1830 Farmhouse
- Farm House Getaway on beautiful horse farm!
- The Berkshire Mountain Inn
- A Writer's Retreat at The Barn
- Eastover Estate & Eco-Village
- Stay Berkshires
- 1 Bd - Vacation Village in the Berkshires
- Eastgate Inn B&B
- Berkshire Mountain House
- Castle Inn
- Chesapeake Inn of Lenox
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Garden Gables Inn
- Race Brook Lodge
- Heart of the Berkshires
- Elegant suite with a king bed, fireplace, and kitchenette.
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Charming 1 Bedroom - 4 Star Resort w/ heated pool
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Jacob's Tanglewood Ranch
- Lantern House Motel
- The Red Door B&B
- Kemble Inn
- Renovated Private Guest House by Evergreen Home
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Cozy Carriage House room with a double bed and private balcony
- All the comfort of home
- 26 Church Street
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Charming 6 Bdrm Countryside Stay
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Blue Spruce Inn & Suites
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Chestnut Lodge
- 1805 House Bed and Breakfast
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Farmhouse on Otis Pond
- Elegant Carriage House room with a queen bed and private patio.
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- 67 Church Street
- The Kemble Berkshires
- Cliffwood Cottage by Evergreen Home
- stockbridge country inn
- Club Wyndham Bentley Brook
- ONTARA....
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Berkshire Mountain Lodge
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Vanderbilt Lakeside
- Mountain Lodge Apt!