Number of Rooms: 117 Guestrooms and suites

Indulge, Every Minute, in Our Dreamy Spaces… Where the Hardest Question of The Day Is Where to Lay Your Head. Choose between three high end, bespoke resort building types. There is the legendary grand historic building (do not be surprised to spot a celebrity); The Roxana, a culture unto its own with delightful Martha’s Vineyard slice-of-life decor and a modern edge. Providing even more of a private atmosphere are the Captain’s Cottages, stand-alone, fully equipped and elegant Victorian homes. Our accommodations offer many choices for singles, couples, families, and VIPs: ocean views, multiple bed types, suites, cottages, and the penthouse, Presidential Skyhouse. Many choices… a multitude of memories. Welcome home.

Historic Building: A Star-studded Reputation. The guest book of the historic building is legendary. Over the decades, world leaders, Hollywood A-listers and star athletes have resided here, not to mention the cast of Jaws. These days, the glamour is alive and well, thanks to an extensive renovation and redesign of all the rooms, restaurants, and common spaces.

Presidential Skyhouse Wing: There’s vacation, and then there is the Presidential Skyhouse Wing. Soaring over the Atlantic Ocean, Edgartown Harbor, Edgartown Lighthouse and Chappaquiddick Island, the fourth floor Presidential Skyhouse Wing offers the best VIP experience on the entire island

The Roxana: Hello Sleek, Meet Modern: The Roxana, named after the owner Bernard Chiu’s daughter, exudes the contemporary, playful air of The Vineyard, complemented by luxury linens, glass sliding shower doors and pops of sunrise red. Balcony vistas overlook the lively pool scene and Edgartown Village. Sweet times are these.

Captain’s Cottages: Your Summer dream house awaits. Sprinkled along a blossom-filled walkway, the Captain’s Cottages exude an individual charm fit for a fairytale. Varying floor plans offer many options including outdoor showers. Ranging from one to three bedrooms with kitchenettes and living rooms, the nine cottages are where families make lifelong memories.