Sunlit beaches, weathered shingled homes, and charming harbor towns set the scene for one of New England’s most beloved destinations. Martha’s Vineyard blends coastal sophistication with laid-back island living — the perfect retreat for those seeking beauty, privacy, and an authentic seaside rhythm.
With Getaway Society, you can experience the best of island life from one of our thoughtfully designed homes in Oak Bluffs. Each home offers comfort, style, and a true connection to the Vineyard’s relaxed charm.
From beach days to farmers’ markets, Martha’s Vineyard celebrates community and creativity. Explore locally made art, sample farm-fresh produce, and meet the makers who keep the island’s spirit alive.
Whether you’re soaking up the sun at Inkwell Beach or taking in ocean views from South Beach, the island offers endless ways to unwind. Early mornings bring soft light and calm waves — perfect for slow starts and seaside walks.
Bike along the scenic path from Vineyard Haven to Edgartown, hike the trails at Menemsha Hills Reservation, or visit the Aquinnah Cliffs for panoramic views of the Atlantic. Wherever you go, the island’s natural beauty surrounds you.
From casual seafood shacks to elegant dining rooms, Martha’s Vineyard is a food lover’s haven. Don’t miss the lobster rolls at Menemsha Fish Market or the fresh-baked goodness at Morning Glory Farm.
Your stay on Martha’s Vineyard deserves a home that feels as welcoming as the island itself. Our Oak Bluffs vacation homes combine coastal design with modern comfort — perfect for couples, families, or friends looking to make lasting memories by the sea.
Whether you’re planning a weekend escape or an extended retreat, our homes offer everything you need to relax and reconnect — from spacious living areas to outdoor spaces made for ocean breezes and starry nights.
For guests staying in our Martha’s Vineyard homes, we offer exclusive access to on-island car and yacht rentals to make every part of your getaway effortless. Cruise along scenic coastal roads in comfort or spend the day on the water aboard our private yacht — available only to Getaway Society guests.
