Photo
$25,000/wk
1 North Neck Road
Edgartown, MA
 Photo
$25,000/wk
117 Plantingfield Way
Edgartown, MA
 Photo
$10,965/wk
17 Round Pond Road
Chilmark, MA

Vacation Rentals

Waterfront
Our rental department offers a portfolio of over one hundred distinctive rental homes, ranging from beachfront cottages to luxury waterfront homes and everything in between. Many of our listings are directly on the ocean or have water views. We oversee rentals in every town on Martha's Vineyard, from Edgartown in the east to Chilmark in the western part of the island.
Downtown
Our rental agents know the island well and work hard to find our clients the perfect vacation home to meet their needs. To accommodate our diverse client base, we strive to find properties that will satisfy a variety of budgets and tastes. Many of our listings are located in one of the downtown areas or in close proximity, offering convenient access to shops and restaurants.
Pool
Looking to raise the bar by renting a home with the convenience of a private pool? Our homes offer many modern amenities, such as private pools, and other useful features intended to make your vacation truly spectacular. Enjoy quality time with friends and family at a vacation rental with a pool...the perfect excuse to relax and not worry about anything!

146

Properties for sale
Edgartown
Real estate for sale in Edgartown, Massachusetts on the island of Martha's Vineyard. Here you will find properties with waterfront in Katama, water views of Edgartown harbor, historic homes in downtown Edgartown, and more. One of New England's most elegant communities, Edgartown was Martha's Vineyard's first colonial settlement

36

Properties for sale
Chilmark MA
Chilmark is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Chilmark was first settled in 1660 by James Allen, William Peabody and Lt. Josiah Standish (son of Captain Myles Standish) in the southern portion of Tisbury. The town officially incorporated on September 14, 1694, the first town to separate from the two original towns .

53

Properties for sale
Oak Bluffs
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. The population was 3,713 at the 2000 census and was estimated at 3,735 as of 2008. It is one of the island's principal points of arrival for summer tourists, and is noted for its "gingerbread cottages" and other well-preserved mid to late-nineteenth-century buildings.

57

Properties for sale
Vineyard Haven
Known by the original Wampanoag inhabitants as Nobnocket, this area was first referred to by the colonial settlers as Homes Hole; "Homes" from a Wampanoag term for "old man," and "Hole" meaning a sheltered inlet. By the 19th century it was more commonly spelled Holmes Hole after the descendants of John Holmes (1730–1812) who had settled in the village

38

Properties for sale
West Tisbury
Real estate for sale in West Tisbury, Massachusetts. Here you will find West Tisbury real estate listings on Martha's Vineyard with waterfront on the Vineyard Sound, the Atlantic, or one of the town's coastal ponds, water views of unique locations such as Lambert's Cove Beach, historic homes with ancient stone walls, agricultural properties, and more.

26

Properties for sale
Aquinnah
Aquinnah is a town located on the island of Martha's Vineyard in Massachusetts. The population was 311 at the 2010 U.S. census. It is known for its beautiful clay cliffs and quiet natural serenity, things which have become less common in the heavily populated Northeastern United States. Below the clay cliffs are one of the few nude beaches left in the U.S.