Private Beach Access at Exclusive Oyster Pond Retreat

This immaculate vacation rental is situated in the exclusive Oyster Pond enclave with boat access to its private beach. The property's seven acres afford a serene privacy that’s difficult to match, yet is conveniently located for easy access to downtown Edgartown, Oak Bluffs, and Vineyard Haven - and for heading up island.

Aptly called the “Dream House” by Architectural Digest, the home is graced by cathedral ceilings and a central cupola. Its flow and energy transport one to a space where time is measured by the arcs of the sun and moon.

This is an "upside down house" with the living and dining areas, kitchen and primary bedroom suite located on the top floor. On the first floor - encircling the stunning custom curved staircase - are three more bedrooms, a library, a laundry room and a bathroom with its double vanity sink separate from the bath and toilet.

Two large decks — perfect for morning coffee, sunning, grilling, cocktails and dining — flank the house and overlook the surrounding huckleberry fields and lively forest. The dining area and fully-appointed kitchen also provide a lovely view to the sprawling lawn below for watching playful kids.

Flat panel TVs grace all rooms including the library, which is perfect for an evening children's movie, or as an office (with monitor and wireless printer/copier/fax). There is also a kids' corner upstairs with toys, games, puzzles, art supplies, play tent, and a telescope to explore the night sky. A high chair, booster seats, safety gate for kids and dogs, and Pack 'n Play are available in addition to kids’ plates, utensils, bibs, and bowls for pets.

The house is stocked with necessities so you can leave room in your car for personal items: luxuriant linens & bath towels, beach towels & blankets, and kitchen and bath products. We also provide a picnic basket, portable cooler w/wheels, cold packs and beach-appropriate dining gear.

Six bikes and helmets of varying sizes are provided to tour the island. Additional bikes can be rented and delivered. A bike path is accessible at the head of Oyster Pond Road. Also provided are two standup paddle boards, three kayaks, lawn games (bocce, crochet, corn hole, frisbee golf, Kubb, badminton), hammocks, shellfish catching tools, beach toys, umbrella, life preservers, and a collapsible, large-wheeled beach carry all. A Siemens 30A EV charger is ready to replenish your EV.

Only 150 yards from the house is the boat ramp to the pond. You may use our motor boat (from mid April to Thanksgiving, pond levels permitting), kayaks and standup paddle boards to explore the beauty of the pond and to reach the private association South Shore barrier beach: shallow and calm, warmer waters on the pond side, with surf and the occasional harbor seals on the ocean side. An adjacent beach is accessible by car only a few minutes away at Long Point Wildlife Refuge, owned by the Trustees of Reservations. Upon your return, a warm outdoor shower beckons. And a firepit, with kindling and split wood awaits with skewers for s’mores to finish a perfect Vineyard day.