Welcome to this spacious and inviting Chilmark retreat set on three private acres in the desirable Prospect Hill community. With five bedrooms and five full bathrooms, this home is ideal for large families or groups looking to enjoy the best of Martha’s Vineyard in comfort and style.
Enjoy beautiful channel views over Vineyard Sound, perfect for catching breathtaking sunsets from the expansive deck. The home features multiple gathering spaces, a sprawling lawn, and plenty of parking — perfect for outdoor entertaining or quiet relaxation.
Guests have access to two private association tennis courts and miles of scenic walking trails, as well as Chilmark’s exclusive town beaches, including Lucy Vincent and Squibnocket. A ten-minute walk brings you to Menemsha Village, known for its fresh seafood, shops, and iconic harbor views.
Inside, the home offers flexible accommodations for everyone:
Upper-level primary suite with king bed and en-suite bath
Lower-level primary suite with king bed and en-suite bath
Bunk room with two twin bunk beds and private bath
Guest room with queen bed
Guest room with two twins
Two additional full baths in the hall
Two outdoor showers for after-beach convenience
Each room includes split Heat/AC units, with central ducts in the upper living area and master suite to ensure comfort year-round.
Experience the privacy, serenity, and timeless charm of Chilmark from this exceptional Vineyard getaway.
NOT AVAILABLE: 5/28-31, 2026
*Our preferred methods of payment are wire transfer, ACH or check. If paying with a credit card, convenience fees will be assessed for each transaction.
Note: We always recommend making every effort to personally view a property before booking. We represent the condition, size, and location of each home as accurately as possible, although all information is deemed reliable but not guaranteed. As rental agents, we represent the landlord. Please also be aware that any home built prior to 1978 may contain lead paint. Various types of mold occur naturally on Martha’s Vineyard, and some individuals may be sensitive or have allergic reactions to them.