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- Private Unit in shared 1830 Farmhouse
- Heart of the Berkshires
- 67 Church Street
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Berkshire Rural Retreat
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Hampton Terrace Inn
- Garden Gables Inn
- Lenox Inn
- Modern Country Farmhouse, Walking Distance to Lake
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- The Red Door B&B
- All the comfort of home
- Lg 1 Bd - Vacation Village in the Berkshires
- COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
- Cranwell Spa and Golf Resort
- Renovated Private Guest House by Evergreen Home
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Restored historic farmhouse on 25 private acres
- Charming 6 Bdrm Countryside Stay
- The Whitlock
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook 1-bedroom Mountainside ski resort in charming Hancock sleeps 8
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Guest House Sanctuary by Evergreen Home
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Farmhouse on Otis Pond
- Bentley Brook at Jiminy Peak ^ Studio
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- 26 Church Street
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Jacob's Tanglewood Ranch
- Chesapeake Inn of Lenox
- Cliffwood Cottage by Evergreen Home
- 1805 House Bed and Breakfast
- The Kemble Berkshires
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- ONTARA....
- Berkshire Mountain Lodge
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Blue Spruce Inn & Suites
- Canyon Ranch Lenox
- Mountain Lodge Apt!
- Chestnut Lodge
- The Weathervane Motel
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- 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
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- Vanderbilt Lakeside
- Charming 4-bedroom Farmhouse in Hudson with WiFi, AC/Fireplace on 11 acres Land
- Barn House: isolated sheep farm Hudson area
- Element Lenox Berkshires
- NEW RENO Historic Creamery in Berkshires w/hot tub