Description

Chappaquiddick Waterfront Estate with Deepwater Dock

Luxury Vacation Rental | Private Island Estate | Executive & Family Retreat

Set along the serene shores of Chappaquiddick, this extraordinary waterfront luxury estate on Martha’s Vineyard delivers the ultimate island escape—where refined design meets complete tranquility. Just minutes from Edgartown yet blissfully secluded, the property offers a rare blend of privacy, recreation, and sophisticated coastal living, making it ideal for high-end short-term rentals, weekly vacation stays, and exclusive corporate or executive retreats.

Anchored by a 140-foot deepwater dock, this premier Chappaquiddick vacation rental includes a striking five-bedroom main residence and a separate three-bedroom guesthouse, both oriented to capture sweeping views across Nantucket Sound—a coveted feature among waterfront rentals with private docks on the Vineyard.

Main Residence – Refined Coastal Luxury

The main home pairs classic Vineyard architecture with elevated craftsmanship:

• Walls of glass and expansive sliding doors framing uninterrupted water views

• Warm fir floors, shiplap detailing, and a gracious covered porch supported by locust posts

• A serene second-floor primary suite offering panoramic coastal vistas

• Grand great room with soaring ceilings and generous dining space—ideal for group gatherings and executive entertaining

• State-of-the-art fitness suite with steam shower and sauna, adding a spa-like amenity rarely found in Martha’s Vineyard short-term rentals

Outdoor Living & Waterfront Amenities

Outdoors, the estate unfolds toward the sea:

• Rolling lawns leading to a private sandy beach

• Two floating platforms extending from the dock—perfect for swimming, sunbathing, and water sports

• Deepwater dock accommodating 6–8 ft draft vessels, plus two moorings—ideal for boating enthusiasts seeking waterfront rentals with dock and mooring

• Paddleboarding, swimming, sailing views, and unforgettable sunrises over the Sound

Guesthouse – Private & Self-Contained

Set apart for complete privacy, the guesthouse includes:

• Three comfortable bedrooms

• Full kitchen and welcoming living area

• Ideal accommodations for extended family, additional guests, or executive teams during longer stays

Prime Island Location

Directly across from the historic Royal and Ancient Chappaquiddick Links and a short ride to Edgartown’s harbor, shops, and restaurants, this estate sits among the most desirable waterfront vacation rentals on Martha’s Vineyard. Its unique position offers both seclusion and convenience, a hallmark of the finest luxury island estates.

Perfect for guests searching for:

• Luxury waterfront rentals on Martha’s Vineyard

• Chappaquiddick estate vacation homes

• Private beach homes with deepwater docks

• Executive and corporate retreat accommodations

• High-end family and multi-generational vacations

• Weekly or seasonal luxury rentals

This exceptional Chappaquiddick waterfront haven offers an unparalleled island experience—where elegance, adventure, and peace converge at the water’s edge.

Pricing and availability are available upon request.

Directly across from the historic Royal and Ancient Chappaquiddick Links and only a short ride to Edgartown’s harbor, shops, and restaurants, this waterfront haven delivers an unparalleled island experience where elegance, adventure, and peace meet by the water’s edge.

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