A Little Inn on Pleasant Bay
This gorgeously decorated and recently renovated inn occupies a 1798 building on a bluff beside a cranberry bog with Pleasant Bay views from many of the rooms and a small private beach with its own dock. At the dock is "A Little Boat," a 21-foot motorboat the hosts use to take guests on complimentary tours of Chatham Harbor. There are kayaks and paddleboards for guests to use (free) and experiential activities such as cranberry picking, oyster shucking, and bread baking lessons. A daily happy hour includes wine and tasty snacks like baked Boursin with spicy honey. The main house has four guest rooms, and two nearby buildings contain another five.
