Edgartown - Downtown
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Welcome to Edgartown! Downtown Edgartown stretches from the Triangle to the harbor and includes the historic Village. Edgartown is the oldest settlement on the island and was once a prosperous whaling port that has reemerged as a charming village, characterized by elegant historic homes and a picturesque harbor. The historic Village is intersected with side streets lined with stately homes built by the whaling captains and is carefully preserved. Main Street looks the way a Main Street in a small New England town should look: a one-way street with a few blocks of inns, shops, art galleries, restaurants, and churches. Downtown Edgartown is a popular and sought after location for vacationers as it's entirely walkable - stroll to Main Street for morning coffee and people watch from a park bench, grab a lobster roll on the harbor and do some shopping, enjoy a late afternoon charter down Katama Bay or spend the day at Lighthouse Beach or Fuller Street beach where you can watch the boats coming and going. We have lots of rental options in the downtown area and we'd love to help you find the perfect home for your vacation!
117 properties available
DEXTER HOUSE - Part of a two house waterfront complex overlooking the harbor with spectacular views of Chappaquiddick and the Vineyard Sound. The living room is open to the dining area and chef's kitchen, with French doors that opens out to the second level deck with water views in all directions. State of the art electronics, digital satellite and
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DEXTER HOUSE - Part of a two house waterfront complex overlooking the harbor with spectacular views of Chappaquiddick and the Vineyard Sound. The livi... Read More
DEXTER HOUSE - Part of a two house waterfront complex overlooking the harbor with spectacular views of Chappaquiddick and the Vineyard Sound. The livi... Read More
Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedroom Captains Home has stunning views, sprawling gardens and an incredible front porch. Whether it is relaxation you are seeking, or being seconds away to all the activities, you will have both here --
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Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedro... Read More
Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedro... Read More
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from Norway. Tucked behind the main house far enough away to allow plenty of privacy. There is a cozy front patio with easy accessibility to the open kitchen, dining and living areas. The first floor has
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Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from... Read More
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from... Read More
Enjoy this 1760's Antique where historic charm meets modern comfort - a great option for experiencing the best of Edgartown Village.
The first floor features an updated kitchen that flows to a dining room with access to the backyard patio. A TV room, sitting room and living room provide comfortable gathering spaces, and a first-floor en suite bedr
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Enjoy this 1760's Antique where historic charm meets modern comfort - a great option for experiencing the best of Edgartown Village. The first floor ... Read More
Enjoy this 1760's Antique where historic charm meets modern comfort - a great option for experiencing the best of Edgartown Village. The first floor ... Read More
Stunning Downtown Edgartown offering with all you could want in a vacation rental on Martha's Vineyard. This property offers grand space for your family and guests across three different structures. When entering the grounds you have a sense of years past given the historic presence this property offers and you will be pleasantly surprised with fu
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Stunning Downtown Edgartown offering with all you could want in a vacation rental on Martha's Vineyard. This property offers grand space for your fam... Read More
Stunning Downtown Edgartown offering with all you could want in a vacation rental on Martha's Vineyard. This property offers grand space for your fam... Read More
Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. The main residence — a classic four-bedroom, three-bathroom home dressed in traditional Edgartown style — has been thoughtfully updated throughout while preserving every bit of its timeless charm. Clas
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Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. T... Read More
Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. T... Read More
European elegance combines with a casual, nautical charm to create a style which is both welcoming and glamorous in this seven-bedroom, six and-a-half bath estate. A perfectly appointed kitchen and butlers pantry accommodate both formal dinner parties and cozy meals on the cushioned window seat of the breakfast nook - perhaps read the paper on the
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European elegance combines with a casual, nautical charm to create a style which is both welcoming and glamorous in this seven-bedroom, six and-a-half... Read More
European elegance combines with a casual, nautical charm to create a style which is both welcoming and glamorous in this seven-bedroom, six and-a-half... Read More
Downtown Edgartown living at its finest! Enjoy the ample outdoor space while gazing into the state of the art gas fire pit, sitting on the comfy loungers, or dining with family and friends in a casual dining room set illuminated with outdoor lighting. This six bedroom contemporary mixes the old and the new quite elegantly with its calming colors of
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Downtown Edgartown living at its finest! Enjoy the ample outdoor space while gazing into the state of the art gas fire pit, sitting on the comfy loung... Read More
Downtown Edgartown living at its finest! Enjoy the ample outdoor space while gazing into the state of the art gas fire pit, sitting on the comfy loung... Read More
The minute you enter this elegantly appointed and immaculate home, you feel the essence of Edgartown's charm and grace. The state of the art kitchen with stainless steel appliances and granite counter tops is any chefs dream. The kitchen opens to a very private outdoor patio fully equipped with gas grill and outdoor furniture for those summer famil
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The minute you enter this elegantly appointed and immaculate home, you feel the essence of Edgartown's charm and grace. The state of the art kitchen w... Read More
The minute you enter this elegantly appointed and immaculate home, you feel the essence of Edgartown's charm and grace. The state of the art kitchen w... Read More
A matriarch among Edgartown waterfront homes with sweeping views along Edgartown Harbor says it all. Offering a private beach and private dock, a house this perfect, a life this easy - could hardly be imagined, let alone actually exist - until now. Featuring a single level design and a floorplan which follows the curve of the shore, and large windo
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A matriarch among Edgartown waterfront homes with sweeping views along Edgartown Harbor says it all. Offering a private beach and private dock, a hous... Read More
A matriarch among Edgartown waterfront homes with sweeping views along Edgartown Harbor says it all. Offering a private beach and private dock, a hous... Read More
Step into timeless charm with this four-bedroom, in-town Edgartown residence, proudly listed on the National Register of Historic Places. Combining classic elegance with modern comfort, this beautifully maintained property showcases bright, inviting interiors, period furnishings, and a graceful blend of old-world character and contemporary updates.
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Step into timeless charm with this four-bedroom, in-town Edgartown residence, proudly listed on the National Register of Historic Places. Combining cl... Read More
Step into timeless charm with this four-bedroom, in-town Edgartown residence, proudly listed on the National Register of Historic Places. Combining cl... Read More
This location is in town and Edgartown's best kept secret! While maintaining the magic of a dreamy summer cottage, this home pampers you with all of the modern comforts. The furnishings blend perfectly with the charming 1920's bungalow craftsmanship. The sprawling floor plan outlines plenty of space for friends or multi generations. The open living
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This location is in town and Edgartown's best kept secret! While maintaining the magic of a dreamy summer cottage, this home pampers you with all of t... Read More
This location is in town and Edgartown's best kept secret! While maintaining the magic of a dreamy summer cottage, this home pampers you with all of t... Read More
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