Chappaquiddick
Chappaquiddick, commonly referred to as Chappy, is a small island (about 5 miles long x 3 miles wide) off the eastern end of Edgartown. The mainland of Edgartown and Chappy are sometimes connected, along their southern coast, by a narrow barrier beach only accessible by 4-wheel drive vehicles. The southeastern point of this beach is called Wasque Point – a popular fishing spot especially during the annual Martha's Vineyard Striped Bass and Bluefish Derby held each fall. Chappy boasts numerous wildlife preserves and pristine beaches and offers a more remote, slower pace of life, and yet is just minutes from Edgartown Village. With no commercial center or stores, when one needs or wants to go into town, a bargelike ferry called the On Time shuttles up to three cars, passengers and cyclists to and from the Village. If you feel Chappy checks all the boxes for your summer vacation location, we have a large inventory of homes that includes quaint camps to large waterfront estates.
Martha's Vineyard vacation three bedroom cottage by the sea. Located on the south side of Chappaquiddick island, it is adjacent to the Trustees Wasque... Read More
This spacious 5 Bedroom home with a brand-new 20x60 saltwater pool and 8x12 hot tub is the ultimate Chappy getaway. Walk into the main level and you w... Read More
Piece of heaven on Chappy. You will enjoy this property from the moment you enter with a grand view of Katama Bay right from the entrance. Beautiful... Read More
This spacious four-bedroom home is the ultimate Chappaquiddick vacation retreat. Designed in a reverse-style layout, it features an open-concept secon... Read More
Ocean all around! This is the perfect Chappy retreat for your family vacation this summer. Stunning views from almost every room featuring new furni... Read More
This Chappy pet-friendly three bedroom colonial is located in a quiet area and close to East Beach. This home offers an open first floor plan, a sun p... Read More
Chappaquiddick waterfront with a dock! Two stunning cottages rent together on the inner harbor, The Boathouse and A-Frame. Your dream come true with ... Read More
This house sings the harmony of a well-traveled Vineyarder. Embodying all the essentials with just enough space, perfectly composed and effortlessly c... Read More
Charming Chappaquiddick 2 bedroom 2 full bathroom cottage with additional garage 1 bedroom full bathroom apartment. Main house has central ac througho... Read More
This lovely and well maintained beach house "Seas the Day" is nestled in a private wooded area of Chappaquiddick and is approximately 1.5 miles to Eas... Read More
2 week minimum. A cottage by the bay... pulled from the pages of a seaside novel. This charming two-bedroom home has been renovated and fully updated... Read More
Enjoy life's simple pleasures at this two bedroom Chappy cottage named the Rudder. Stunning views over the Vineyard Sound with a beautiful porch to lo... Read More
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