53 Carol Lane is a beautifully updated, Black-owned vacation guesthouse in the heart of historic Oak Bluffs, one of Martha’s Vineyard’s most cherished seaside communities. This spacious 4-bedroom, 2.5-bath colonial blends classic Island charm with modern comfort, offering families and groups a welcoming home base to explore the culture, beaches, and vibrant local scene that make Oak Bluffs a standout destination.
Oak Bluffs itself holds deep cultural significance in African American travel history; it was long known as one of the few Vineyard towns that welcomed Black visitors during the era of segregation, and it remains a vibrant center of Black heritage on Martha’s Vineyard today. As a Black-owned retreat, 53 Carol Lane embodies both that legacy and the contemporary spirit of community, hospitality, and shared experience.
Highlights & Amenities
Why Stay Here
53 Carol Lane is ideal for travelers seeking a warm, community-centered stay on Martha’s Vineyard. With its comfortable design, prime location, and Black-owned roots, this Oak Bluffs guesthouse offers an authentic island experience that blends relaxation, heritage, and easy access to everything the Vineyard has to offer.