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.
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
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
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 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
An idealistic Chappaquiddick retreat, with all the comforts of home. Private location, great deck area for outdoor entertaining. Room abounds - with ... Read More
Chappy at it finest! Newly constructed four bedroom home near Wasque and public trail to the inner harbor. The perfect getaway for your family and f... Read More
Easy to access, "Retreat House", a two-bedroom guest house, is nestled between Chappaquiddick's paved road and the waterfront. Enjoy the sweeping ocea... 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
Discover the ultimate 5-bedroom, 9-sleeper retreat on Chappaquiddick Island, Martha's Vineyard, where luxury and relaxation converge to redefine your ... Read More
Custom Chappaquiddick contemporary, with separate guest house, nestled on three wooded acres. Located far enough from the main road to be quiet and r... Read More
Chappy charmer. This Chappaquiddick three bedroom vacation rental brings you back to the basics. Simplistic living all on one level, with an enclosed ... 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
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