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!
118 properties available
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land - the trails of Sheriff's Meadow are just one of the many afternoon adventures. Standing on the second floor deck and looking over the sprawling landscape, you truly feel on top of the world. The main
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Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land ... Read More
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land ... Read More
Three-bedroom bungalow in the heart of Edgartown village. Open kitchen, dining, and living area immediately upon entering. Bedrooms and bathrooms anchor both sides of this single level home. A white picket fence surrounds the front of the house and mature plantings border the rest of the property ensuring plenty of privacy. Step outside the French
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Three-bedroom bungalow in the heart of Edgartown village. Open kitchen, dining, and living area immediately upon entering. Bedrooms and bathrooms anch... Read More
Three-bedroom bungalow in the heart of Edgartown village. Open kitchen, dining, and living area immediately upon entering. Bedrooms and bathrooms anch... Read More
The Sand Dollar Cottage is a charming two-story, three-bedroom home situated off Upper Main Street and an easy walk to all the village amenities, perfect for your Vineyard Vacation. Inside, you'll find a well-equipped kitchen with counter seating, a dining area and comfortable living room. Each bedroom offers a minisplit air conditioning unit as we
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The Sand Dollar Cottage is a charming two-story, three-bedroom home situated off Upper Main Street and an easy walk to all the village amenities, perf... Read More
The Sand Dollar Cottage is a charming two-story, three-bedroom home situated off Upper Main Street and an easy walk to all the village amenities, perf... Read More
Welcome to this impeccably designed 4-bedroom, 4.5-bathroom home ideally situated in the heart of downtown Edgartown, just a short walk from shops and restaurants.
Thoughtfully crafted for both comfort and style, the main level offers a sun-drenched, open-concept kitchen with high-end finishes and a seamless flow into the dining area—perfect for en
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Welcome to this impeccably designed 4-bedroom, 4.5-bathroom home ideally situated in the heart of downtown Edgartown, just a short walk from shops and... Read More
Welcome to this impeccably designed 4-bedroom, 4.5-bathroom home ideally situated in the heart of downtown Edgartown, just a short walk from shops and... Read More
A beautifully refreshed, reverse-level home with four bedrooms and breathtaking harbor views. Luxurious, high-end finishes throughout including a gourmet kitchen with farmers sink, mahogany and quartz counter tops and breakfast bar with seating for four, flowing effortlessly to the dining and living area -- outfitted in sophisticated coastal decor,
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A beautifully refreshed, reverse-level home with four bedrooms and breathtaking harbor views. Luxurious, high-end finishes throughout including a gour... Read More
A beautifully refreshed, reverse-level home with four bedrooms and breathtaking harbor views. Luxurious, high-end finishes throughout including a gour... Read More
With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this house is in a perfect location, just a few blocks from the heart of Edgartown Village and 1500 feet from Fuller Street Beach. The main house has four bedrooms, four bathrooms, a casual slate floor dini
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With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this h... Read More
With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this h... Read More
This vacation rental is a luxurious, in-town property located in the village of Edgartown. The home features four spacious bedrooms, several bathrooms, and multiple living areas, including a media room and two dens. The first floor includes a chef's kitchen, a dining room, a sitting room, and a porch with views of the backyard and pool. The primary
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This vacation rental is a luxurious, in-town property located in the village of Edgartown. The home features four spacious bedrooms, several bathrooms... Read More
This vacation rental is a luxurious, in-town property located in the village of Edgartown. The home features four spacious bedrooms, several bathrooms... Read More
This vintage Edgartown village property built in 1835 is simply charming and full of many updated amenities. It has four bedrooms, two on the first floor and two on the second floor. This home comfortably accommodates six people with a fully equipped kitchen, dining room, sitting area, and screened porch. There is off street parking which spills in
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This vintage Edgartown village property built in 1835 is simply charming and full of many updated amenities. It has four bedrooms, two on the first fl... Read More
This vintage Edgartown village property built in 1835 is simply charming and full of many updated amenities. It has four bedrooms, two on the first fl... Read More
This charming downtown Cape with four bedrooms and three baths is the perfect vacation retreat. The spacious first floor includes an open floor plan of kitchen, dining area, and living area. Continue down the hall past the first full bath and laundry to the sitting room with wet bar and access to the pergola covered slate patio. Next the bunkroom,
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This charming downtown Cape with four bedrooms and three baths is the perfect vacation retreat. The spacious first floor includes an open floor plan o... Read More
This charming downtown Cape with four bedrooms and three baths is the perfect vacation retreat. The spacious first floor includes an open floor plan o... Read More
Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space with additional dining seating and an outdoor fireplace overlooking the pool area. This property features two living areas where you can read a good book or catch up on a show. The grounds are beautiful
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Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space wi... Read More
Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space wi... Read More
Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this home is a show stopper from top to bottom. The open floor plan features a large kitchen, dining area and living room with sliders spilling out to the patio and pool area. The first floor primary has a ba
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Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this hom... Read More
Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this hom... 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
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