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 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
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
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
Relax in this Chappy three bedroom reverse-style cottage located at the entrance to Wasque and take advantage of the pristine beaches and the serene s... Read More
Idyllic farmhouse surrounded by lush fields and foliage as far as the eye can see, lovingly maintained and updated, new appliances, spacious living an... Read More
This property is set in a wonderfully remote and private area of Chappaquiddick, yet only two miles to the Chappy ferry. Both the main and guesthouse ... 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
Three bedroom chappy cottage, open kitchen, dining, and living area. Two bedrooms on the first floor with access to a hall bathroom. A spacious king s... Read More
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
This classic, Cape-Style Chappaquiddick home has room for the whole family! With 4 bedrooms and 2 bathrooms, this property sleeps 10 comfortably. Ente... Read More
This lovely contemporary Cape offers quiet tranquility yet great proximity to beach, ferry and the Chappaquiddick community center. Spend your days at... Read More
Tell us what you're looking for and someone will contact you with available options.
