This immaculate vacation rental is situated in the exclusive Oyster Pond enclave. Its seven acres afford a serene privacy that’s difficult to match, yet is conveniently located a mile down a classic Vineyard dirt drive off Edgartown-W. Tisbury Road for easy access to downtown Edgartown and heading up island.

Aptly called the “Dream House” by Architectural Digest, this custom-built home comfortably sleeps eight. As an upside-down abode, the living room, kitchen, and master suite are located on the spacious second floor, which 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.

Two large decks — perfect for morning coffee, sunning, grilling, cocktails, dining, and stargazing — flank the house and overlook the surrounding huckleberry fields and forests of pine, oak, cedar, and spruce. A fully-appointed kitchen also provides a lovely view to the sprawling lawn below for watching playful kids or graceful deer.

The first floor spreads out from a custom, curved staircase to three additional bedrooms, a library, a laundry room, and a bathroom with separate double-sink vanity. Enjoy our delicious, state-of-the-art water filtration system that leaves your hair salon-luxurious.

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 kid's 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 the basics so you can leave room in your car for personal items: luxuriant linens & bath towels, beach towels & blankets, paper towels, toilet paper, soaps, shampoo & conditioner, laundry detergent, sponges, food wraps, etc. We also provide a picnic basket, portable cooler w/wheels and cold packs in the freezer and beach-appropriate dishes.

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, corn hole, Kubb, badminton, etc.), 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 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.