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- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Pilgrim Inn
- Hill Ross Farmhouse Historic Homestead
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- Lakehouse Inn
- Experience Timeless Elegance in The Edith Wharton Room!
- The Red Door B&B
- The Dewey
- Cranwell Spa and Golf Resort
- Hill Ross Guest Suite on Historic Homestead
- Renovated Private Guest House by Evergreen Home
- Heart of the Berkshires
- Romantic Weekend Retreat in the Quiet Town of Cummington, Massachusetts
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Elm Motel
- Chesapeake Inn of Lenox
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Lantern House Motel
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- 1 Bd - Vacation Village in the Berkshires
- Welcome to The Homestead Hideaway!
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- The Kemble Berkshires
- Farmhouse on Otis Pond
- 18th century Berkshires farmhouse on 12 acres, impeccably updated.
- Cliffwood Cottage by Evergreen Home
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Elegant suite with a king bed, fireplace, and kitchenette.
- Jacob's Tanglewood Ranch
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Kemble Inn
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Cozy Carriage House room with a double bed and private balcony
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- The Weathervane Motel
- Econo Lodge
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Elegant Carriage House room with a queen bed and private patio.
- 67 Church Street
- 26 Church Street
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Chestnut Lodge
- Garden Gables
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Tastefully Restored Berkshire Farmhouse Available October 15th - 31st 2024
- Gracious, updated, and classic 5-bedroom farmhouse in gorgeous Chesterfield
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- stockbridge country inn
- July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires