• 5 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 9
  • No pets
From $12,500 / week

Welcome to 11 Ocean View Farm Road, a thoughtfully designed contemporary retreat set in the heart of Chilmark, where sweeping ocean and hillside views, abundant natural light, and peaceful surroundings define the experience. Positioned on more than three acres, this home offers privacy, space, and a relaxed elegance that captures the essence of Martha’s Vineyard’s most scenic town. Designed to bring the outdoors in, the home features an open-concept main living area…

  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
  • No pets
From $10,000 / week

Tucked into the rolling landscape of Chilmark, 50 Putnam Road is a gracious and spacious retreat offering the perfect balance of privacy, comfort, and classic Martha’s Vineyard serenity. With over 3,600 square feet of living space, five bedrooms, and five and a half baths, this home is ideally suited for families or groups seeking a relaxed yet elevated island getaway. The interior is thoughtfully designed for both gathering and retreat. Generous common…

  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • No pets
From $4,800 / week

READY TO BOOK FOR 2026 SEASON!! Simple Elegance in Chilmark! Only a mile away from Lucy Vincent Beach this refined beach house is wheelchair accessible has 4 bedrooms and floor to ceiling windows in the Kitchen & Dining Room allowing for superb natural light. Centrally located between Middle & South Road in Chilmark this home is perfectly situated to afford you privacy and proximity to Chilmark town center. Hollywood in Flip Flops…