If you're planning a Martha's Vineyard vacation, you'll first want to decide which area you want to stay in. The Island is home to six distinct towns spread across 100 square miles, and each town has a unique personality and feel. Regardless of where you choose to stay, you'll be surrounded by natural beauty and charm, but most people develop a preference for a particular town as they get to know the area. Learn more about each of Martha's Vineyard's six towns below, including Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, Chilmark, and Aquinnah, or visit our Maps Search page to search for a vacation rental by town.
It's all here waiting for you on Martha's Vineyard...
Six distinct vacation experiences contained in one fabulous place.
When you imagine a stately, quaint village of New England - you will be far-pressed to find one more representative than the seaport village of Edgartown. Summer rental offerings include historic whaling captain homes, luxury harbor front homes, inland cottages, contemporary beach homes and luxury homes with pools.
A lively downtown experience offers gift shopping, hand-dipped ice cream cones, and summer evenings along the boat harbor brimming with cultural cuisine and one of the best arts and music scenes on the island. Summer rental offerings include Gingerbread cottages, harbor front homes, modern and traditional estates, and luxury waterfront homes.
The bustling main port of entry to Martha’s Vineyard, Vineyard Haven is also known as the town of Tisbury, where ferry service operates year-round and the vivacious downtown never goes completely quiet. Many fine summer homes are available for rent including waterfront generational manors on the Sound or Lagoon, in-town cottages, and traditional and luxury homes featuring a variety of architectural interests.
Picture a white church nestled on a dirt road with weathered wood mill houses and farms welcoming you to this laid-back community, where you are likely to find a farm stand next to a mailbox operating on the honor system. This town is an outdoor-enthusiast’s haven offering wonderful summer rentals ranging from inland traditional post & beam to contemporary beach cottages and luxury retreats and waterfront estates.
Islanders escape the summer crowds for the quiet fishing villages along Chilmark’s coastline, the most infamous of which, is Menemsha. Chilmark has often been mistaken for Ireland on many a Sunday drive.
In Aquinnah, beaches stretch across the horizon for as far as the eye can see, bringing a certain sense of peace to the soul. There are few homes that you will see from the road in Aquinnah. Most are tucked away, affording privacy to the residents who claim them.