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- Belden Farm - WALK to Tanglewood ! – 6 Bedroom Vacation Rental in Lenox, MA
- Bidwell Landing | Lakefront • Spacious – 4 Bedroom Vacation Rental in Monterey, MA
- Cheshire Cove | Waterfront • Kayak • Firepit – 2 Bedroom Vacation Rental in Cheshire, MA
- Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub – 2 Bedroom Vacation Rental in Hancock, MA
- Dharma Grove - Bask in the Light – 3 Bedroom Vacation Rental in Pittsfield, MA
- Forest Hollow | Waterfront • Kayaks • Wood Stove – 3 Bedroom Vacation Rental in Monterey, MA
- Friendly Hills | Passive Home • EV Charger – 3 Bedroom Vacation Rental in Pittsfield, MA
- Garfield Grounds | Lakeside • Guest Cottage • Dock – 4 Bedroom Vacation Rental in Monterey, MA
- Gilbert Ski Chalet | 3 min to Catamount! – 3 Bedroom Vacation Rental in Egremont, MA
- Goose Pond Landings | Private Dock • Kayaks – 3 Bedroom Vacation Rental in Lee, MA
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- Hearth House | Prime Location! – 2 Bedroom Vacation Rental in Stockbridge, MA
- Hillsdale Neighbors | Valley Views • Firepit – 4 Bedroom Vacation Rental in Hillsdale, NY
- Hupi Hills | town beach • Kayaks • shared court's – 3 Bedroom Vacation Rental in Monterey, MA
- Jug End Crest | Fireplace • Sunroom • Central Air – 3 Bedroom Vacation Rental in Great Barrington, MA
- Mac Shores | 5 min to Tanglewood ! • Shared Beach – 3 Bedroom Vacation Rental in Stockbridge, MA
- Misty Pines Cabin | Wood Stove • Sauna – 3 Bedroom Vacation Rental in Monterey, MA
- Moss's Muse: A Modern Retreat – 4 Bedroom Vacation Rental in Stockbridge, MA
- Pine & Paddle | Pond Access • Kayaks – 2 Bedroom Vacation Rental in Pittsfield, MA
- Pixley Forest | 15 Mins To Tanglewood • Fireplace – 4 Bedroom Vacation Rental in West Stockbridge, MA
- Ridgeview Retreat | Valley Views • Sleeps 6 – 3 Bedroom Vacation Rental in New Lebanon, NY
- Scribe's Stable | A/C • Screened Porch • Sleeps 6 – 2 Bedroom Vacation Rental in Monterey, MA
- St Anne's Manor | Walk to Downtown! • Sleeps 8 – 5 Bedroom Vacation Rental in Lenox, MA
- Stockbridge Landings | 3 Mins To Tanglewood – 3 Bedroom Vacation Rental in Stockbridge, MA
- Stonebridge Landing | Hot Tub • Fire Pit – 4 Bedroom Vacation Rental in Lee, MA
- The Docent's House - Honoring a Legacy – 4 Bedroom Vacation Rental in Great Barrington, MA
- The Gas Lantern | Walk to downtown – 2 Bedroom Vacation Rental in Saratoga Springs, NY
- The Reel Retreat | Theatre & Firepit • Game Room – 4 Bedroom Vacation Rental in Pittsfield, MA
- The Summerwood Hideout | Mins to Downtown! • Pool – 4 Bedroom Vacation Rental in Great Barrington, MA
- Timpani Corners | Private Pond • AC – 3 Bedroom Vacation Rental in Lenox, MA
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