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- The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
- Experience Timeless Elegance in The Edith Wharton Room!
- Renovated Private Guest House by Evergreen Home
- Hill Ross Guest Suite on Historic Homestead
- Heart of the Berkshires
- Chesapeake Inn of Lenox
- Charming 6 Bdrm Countryside Stay
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- Rock Hall Luxe Lodging
- Lantern House Motel
- Elegant suite with a king bed, fireplace, and kitchenette.
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Cliffwood Cottage by Evergreen Home
- Stylish, renovated 3 bed 3.5 bath 1812 Colonial
- Farmhouse on Otis Pond
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- The Kemble Berkshires
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- 26 Church Street
- Jacob's Tanglewood Ranch
- Econo Lodge
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Kemble Inn
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- The Weathervane Motel
- Chestnut Lodge
- Elegant Carriage House room with a queen bed and private patio.
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- Cozy Carriage House room with a double bed and private balcony
- 67 Church Street
- Rustic 4-bedroom farmhouse in bucolic Hinsdale, MA
- Garden Gables
- Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
- 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
- For nature lovers: Charming 2-bedroom farmhouse in beautiful Lanesborough, MA
- Spacious 6-bedroom farmhouse in peaceful with additional barn/Stephentown withAC