Home For Rent In Chilmark, Massachusetts

Beautiful restored 130 year old Sea Captain's House on historic Music Street in the heart of West Tisbury. The home was lovingly restored to it's original splendor by the owners, keeping all the architectural details. The candlelight dining room is w...

Go To SeaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Straight from the pages of an architecture magazine, Go to Sea beautifully blends contemporary st...

Spacious house in heart of historic West Tisbury, under 5 minutes walk from: Library, playground, Alley's, 7a, Grange Hall, Field Gallery, and less than a mile from Fair Grounds/Farmer's Market. House has large yard and field for outdoor play/dining....

Deep Bottom PondOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set your sights on this high-end neighborhood home for your next vacation! With so many lo...

Saturday to Saturday rentalsCome make this beautiful cape your home-away-from-home. Bright and airy, the Beech house is located in a peaceful up-island setting, a short drive to serene Lambert's Cove as well as Long Point Beach. This location is idea...

Relax and unwind in this gorgeous, light-filled architect's home, nestled on five private wooded acres near the Tisbury Great Pond. With free access to beautiful Long Point Beach, and close proximity to Lambert's Cove, bike paths, walking trails and ...