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.
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgart... Read More
A captivating marriage of structure and surrounding yields an absolute masterpiece of eco-conscious modern architecture with some of the most beautifu... 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
Chappaquiddick on Martha's Vineyard, amazing single level cottage lovingly renovated to make your stay more comfortable and enjoyable. Updated applian... 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
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
Stunning Chappaquiddick home on the North Neck bluff with views out to the sound and grand steps down to private dock and over 450 feet of private bea... Read More
Vintage Chappaquiddick home on Martha's Vineyard at the Snows Point. This five bedroom main house overlooks Katama Bay with expansive views of boats s... 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 cottage allows you to enjoy summers on Martha's Vineyard in a well appointed three bedroom, one and a half bath vacation home. Thi... Read More
This lovely and well maintained two bedroom cape is nestled in an attractive wooded area of Chappaquiddick. Convenient location, approximately 1.5 mil... 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
Tell us what you're looking for and someone will contact you with available options.