Captain’s Cottage

Just moments from Ocean House and Watch Hill Village, Captain’s Cottage is a beautifully restored New England coastal home with a rich maritime history. Originally built circa 1840 by Captain Edgar Pendleton—descended from a long line of seafaring captains whose legacy helped shape the Watch Hill shoreline—this distinguished residence blends timeless character with refined modern comfort following a thoughtful renovation.

The first floor of the main house welcomes guests with a gracious entry adjacent to a cozy den featuring a wood-burning fireplace and sofa bed—ideal as an additional private sleeping space with the convenience of a nearby full bath. Beyond the stair hall, the home opens into an expansive open-plan kitchen and living area designed for effortless gathering. The kitchen is anchored by a striking 10-foot island and outfitted with Wolf and Sub-Zero appliances and dual dishwashers. An adjoining sitting area with sectional seating flows seamlessly into an elegant dining alcove, while a wet bar enhances the space for entertaining. Glass-paneled double doors lead directly to the outdoor patio, creating an easy indoor-outdoor connection.

The second floor encompasses four thoughtfully appointed bedrooms, including a spacious primary suite with a king bed and his-and-hers closets. Three additional bedrooms—one en suite and one utilizing a nearby full bath—provide comfortable accommodations for extended family and guests.

A detached garage and guest suite adds seasonal sleeping space with twin beds, a twin sofa bed, and full bath.

Outdoors, guests will enjoy a private stone patio, outdoor dining and lounge areas, an infinity-edge pool, and an outdoor shower—ideal after a day at the beach.

With its timeless coastal setting, refined interiors, and proximity to Ocean House’s Five-Star amenities, Captain’s Cottage offers an exceptional Watch Hill escape with a true sense of history and place.