Directions to the Homes


From Oak Bluffs

Follow Oak Bluffs harbor until you see a small convenience store - Our Market - on your right. You will have passed the large Wellesley Hotel on your left. The main road now heads up an incline, this is New York Ave heading toward Vineyard Haven. The New York Ave Home and apartment are located less than 1/4 mile on your left, directly across the street from the Stone Municipal Building. Pull into the gravel driveway just before the house. When heading up NY Ave, Chestnut Ave is 500 ft. on the left (the first left past the NY Ave house). This road will make a semicircle back onto NY Ave. The Chestnut home/loft is located in the middle of the semi circle on the left. Park in the gravel driveway adjacent to the loft.


From Vineyard Haven

When leaving the Steamship parking lot, take a left, and you will come to a main intersection known as the 5 corners. Make a left turn heading toward Oak Bluffs (you should see a sign). Continue on this road, you'll eventually come to Martha's Vineyard Hospital on your right, and see a sign for New York Ave/Oak Bluffs. Take a left and stay on NY Ave for about 2 miles. You will pass Admiral Benbow's Inn and a gas station on your left. As you pass the gas station start looking for Chestnut Ave on your right. If you reach Oak Bluffs Harbor, you have gone too far . Take a left onto Chestnut Ave, the house and loft will be on your left midway around the semicircle. Park in the gravel driveway adjacent to the loft. If you are staying in the NY Ave home or apartment, when you pass Chestnut Ave, the NY Ave home and apt will come up quickly on your right. Pull into the gravel driveway just after the house.


Ferry Schedules

If you’re coming to Martha’s Vineyard, you’ll need to connect to one of the many passenger ferry services that serve the Island from the mainland (unless you choose to travel by air). Boats to the Island sail from 5 Massachusetts ports: Falmouth, Woods Hole, Hyannis, Nantucket, New Bedford, and one Rhode Island port, Quonset .

The ports of Hyannis, New Bedford, and Woods Hole offer year round service to the Island. Woods Hole is the only port that can carry both passengers and cars. Service is offered numerous times daily, with greater frequency in the busy summer months. Reservations for cars are recommended in the low-season and required in the high-season.

The ferries from Falmouth and Hyannis carry passengers only, and operate during the spring, summer, and fall. Passenger ferries to and from Nantucket run only during the summer months.

From Falmouth

The Island Queen

The Island Queen is the only cruise ship that sails regularly from Falmouth Harbor to Oak Bluffs. It sails from late May through mid-October. Approximate trip time is 40 minutes. Foot travelers and bikes only.


From Woodshole

Steamship Authority

Offers routes to and from Woods Hole, Hyannis, Nantucket and New Bedford daily year-round. Steamship Authority boats dock in the town of Vineyard Haven in the winter, and both Vineyard Haven and Oak Bluffs in the summer. Approximate trip time is 40 minutes. This is the only line that accommodates cars and trucks.


From Hyannis/Nantucket

Hy-Line Cruises

Offers year-round, high-speed service to and from Oak Bluffs in 50 minutes. Traditional ferries to and from Hyannis and Nantucket to Oak Bluffs is also offered in the summer only.


From New Bedford

Martha's Vineyard Express Ferry

Offers year round daily passenger-only express ferry service from New Bedford to Martha’s Vineyard. One hour trip to Oak Bluffs in summer / Vineyard Haven in winter. Reservations recommended.


From Rhode Island

Vineyard Fast Ferry

This 400-passenger catamaran provides seasonal fast-ferry service from Quonset Point, Rhode Island, to Oak Bluffs. Ferry is 15 minutes away from the Providence (PVD) Airport or 20 minutes from Amtrak (KIN). Approximate trip time is 90 minutes. Trips run from May-October, with 2 to 3 roundtrips daily.