24 properties available
Misty Pines Cabin | Wood Stove • Sauna
Monterey, Massachusetts
The Summerwood Hideout | Mins to Downtown! • Pool
Great Barrington, Massachusetts
The Haystack | Tiny House Retreat on Hayes Hill
Mill River, Massachusetts
Garfield Grounds | Lakeside • Guest Cottage • Dock
Timpani Corners | Private Pond • AC
Lenox, Massachusetts
Meadow's Edge - Modern Retreat w/ In Law Suite
Stockbridge, Massachusetts
Belden Farm - WALK to Tanglewood !
The Docent's House - Honoring a Legacy
Dharma Grove - Bask in the Light
Pittsfield, Massachusetts
Forest Hollow | Waterfront • Kayaks • Wood Stove
Friendly Hills | Passive Home • EV Charger
Scribe's Stable | A/C • Screened Porch • Sleeps 6
Ridgeview Retreat | Valley Views • Sleeps 6
New Lebanon, New York
Stonebridge Landing | Hot Tub • Fire Pit
Tyringham, Massachusetts
Gilbert Ski Chalet | 3 min to Catamount!
Egremont, Massachusetts
Cheshire Cove | Waterfront • Kayak • Firepit
Cheshire, Massachusetts
Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub
Hancock, Massachusetts
Goose Pond Landings | Private Dock • Kayaks
The Reel Retreat | Theatre & Firepit • Game Room
Bidwell Landing | Lakefront • Spacious
Jug End Crest | Fireplace • Sunroom • Central Air
Hupi House | Stylish Hideaway near Lake Garfield
Pontoosuc Paradise | Lakefront, Kayaks, Sleeps 12
Lanesborough, Massachusetts
Hupi Hideaway | Fireplace, 5-Min Walk to the Lake