Martha's Vineyard Vacation Rentals in Chilmark

Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all...Read the full description.

This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four bedrooms, and guest house, with t...Read the full description.

This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

This airy and light-filled home in the heart of Chilmark features a striking combination of beautiful hardwood floors and high ceilings, offering an immediate sense of spaciousness and serenity. The open-concept floor plan creates an inviting atmosphere ideal for entertaining guests. At the center...Read the full description.