20 properties available
The Summerwood Hideout | Mins to Downtown! • Pool
Great Barrington, Massachusetts
Meadow's Edge - Modern Retreat w/ In Law Suite
Stockbridge, Massachusetts
Forest Hollow | Waterfront • Kayaks • Wood Stove
Monterey, Massachusetts
Garfield Grounds | Lakeside • Guest Cottage • Dock
Misty Pines Cabin | Wood Stove • Sauna
Timpani Corners | Private Pond • AC
Lenox, Massachusetts
Bidwell Landing | Lakefront • Spacious
Belden Farm - WALK to Tanglewood !
The Docent's House - Honoring a Legacy
Gilbert Ski Chalet | 3 min to Catamount!
Egremont, Massachusetts
Ridgeview Retreat | Valley Views • Sleeps 6
New Lebanon, New York
Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub
Hancock, Massachusetts
Goose Pond Landings | Private Dock • Kayaks
Tyringham, Massachusetts
Pixley Forest | 15 Mins To Tanglewood • Fireplace
Housatonic, Massachusetts
St Anne's Manor | Walk to Downtown! • Sleeps 8
The Reel Retreat | Theatre & Firepit • Game Room
Pittsfield, Massachusetts
Dharma Grove - Bask in the Light
Hearth House | Prime Location!
Stonebridge Landing | Hot Tub • Fire Pit
Pine & Paddle | Pond Access • Kayaks
