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.
Chappaquiddick Island on Martha's Vineyard, a charming beach cottage looking out onto amazing views of Edgartown outer harbor. This cottage offers sin... Read More
Lovely two bedroom cottage on Chappaquiddick with association water access at the end of the road and close proximity to Wasque beach. From the momen... 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
Charming Chappy boathouse rental with views of Edgartown outer harbor. This adorable three bedroom cottage is just minutes to the Chappy ferry if you ... Read More
This stunning Chappy vacation rental offers four bedrooms and central air conditioning. Once you disembark from the "on time" chappy ferry you enter a... Read More
This Chappaquiddick property offers great access to Katama Bay along with lovely water views. This converted barn includes a large open space in the l... Read More
Chappaquiddick four bedroom reverse-style home, accentuating the breathtaking views of Katama Bay and the ocean. An outdoor deck on the upper living a... 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
Chappaquiddick on Martha's Vineyard, amazing single level cottage lovingly renovated to make your stay more comfortable and enjoyable. Updated applian... Read More
Brand new to the rental market: a new rendition of a classic Chappy home with a private dock and beach access -- renovations include an interior refre... Read More
Discover the ultimate 5-bedroom, 9-sleeper retreat on Chappaquiddick Island, Martha's Vineyard, where luxury and relaxation converge to redefine your ... Read More
Spectacular 180 degree views, set up high overlooking Cape Pogue. This three bedroom pet friendly single level home with wonderful views. Features an ... Read More