We stayed at this property in Aug, 2018. All the guests loved it. The property contains a main house and a separate cottage. A pergola and grill make outdoor dining a lot of fun. Chappy is a unique place, with only one paved road, no street lights, and no stores. Very cool! The main island is just a 500 foot ferry ride away. We quickly learned it is better to park on the Chappy side of the ferry and walk through Edgartown - rather than fight for parking in town.
There are a multitude of ways to have fun. We biked, kayaked and hiked many times, never repeating a location. We recommend the North Neck Road pocket park; all the Chappy beaches are a dream as well. Bikers will like the X-Chappy trail system.
We would have like A/C in the main house (the cottage has its own A/C unit) but that's only because temps reached 90 degrees during our stay. Aside from that, the property is really nice, with three full baths, a washer/dryer, and a great yard.
Van, the owner, was very nice and extremely responsive to our every request. Just be careful to get precise directions to the property or risk being lost on dirt roads and paper streets.
Happy travels to all!