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!
114 properties available
Built in 1780 and thoughtfully updated for today's living, this downtown Edgartown home blends historic architecture with comfort. The main level offers a light-filled living space furnished with heirloom pieces, high end rugs, and original oil paintings, a formal dining area, and an updated kitchen that leaves nothing to be desired. With two prima
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Built in 1780 and thoughtfully updated for today's living, this downtown Edgartown home blends historic architecture with comfort. The main level offe... Read More
Built in 1780 and thoughtfully updated for today's living, this downtown Edgartown home blends historic architecture with comfort. The main level offe... Read More
Beautiful property in the heart of Edgartown, this five bedroom main house and carriage house is conveniently located to downtown . A welcoming chefs kitchen boasts high ceilings and center island with white marble counter tops - which is a wonderful gathering spot in the home. There is a Miele stackable W/D in the attached spacious mudroom with pl
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Beautiful property in the heart of Edgartown, this five bedroom main house and carriage house is conveniently located to downtown . A welcoming chefs ... Read More
Beautiful property in the heart of Edgartown, this five bedroom main house and carriage house is conveniently located to downtown . A welcoming chefs ... Read More
FERRY TICKETS AVAILABLE: 6/7 - 6/14, 6/14 - 6/21, 6/21 - 6/28, 8/23 - 8/30, 8/30 - 9/6
This inviting property, filled with natural light, features a main house with four bedrooms and a one-bedroom guesthouse. It is conveniently located near the village of Edgartown. The main house has central air conditioning, while the guesthouse has a mini-split
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FERRY TICKETS AVAILABLE: 6/7 - 6/14, 6/14 - 6/21, 6/21 - 6/28, 8/23 - 8/30, 8/30 - 9/6 This inviting property, filled with natural light, features a m... Read More
FERRY TICKETS AVAILABLE: 6/7 - 6/14, 6/14 - 6/21, 6/21 - 6/28, 8/23 - 8/30, 8/30 - 9/6 This inviting property, filled with natural light, features a m... 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 - 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
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Downtown Edgartown. The updated kitchen is user-friendly and opens into a lovely dining area. This space flows into a casual family room with a sectional couch large enough for the whole group. The covere
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This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Down... Read More
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Down... Read More
Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups of up to 12 guests. Upon entering, you'll be welcomed by a spacious open-concept layout that seamlessly combines the kitchen, dining, and living areas. With lofty ceilings and an abundance of natural
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Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups... Read More
Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups... Read More
Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence has anchored the island's history for more than 2 centuries. Today, it has been meticulously restored and thoughtfully updated to offer a one of a kind Vineyard experience, blending heritage, elegance,
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Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence ha... Read More
Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence ha... 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
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
Spectacular estate situated moments from the ocean and in the heart of downtown Edgartown with lush, flowering gardens. This spacious 4-bedroom custom home is the perfect vacation retreat. Designed by renowned architect Sam Sherman, it is luxuriously livable with four en suite bedrooms, a gourmet kitchen with marble countertops, a Viking stove, and
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Spectacular estate situated moments from the ocean and in the heart of downtown Edgartown with lush, flowering gardens. This spacious 4-bedroom custom... Read More
Spectacular estate situated moments from the ocean and in the heart of downtown Edgartown with lush, flowering gardens. This spacious 4-bedroom custom... 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
This stunning new 4-bedroom home offers the perfect blend of elegance, comfort, and convenience. Nestled in a desirable location, you'll find yourself just a short stroll away from downtown Edgartown, where you can enjoy the vibrant atmosphere, exquisite dining options, and boutique shopping. Inside, you will be captivated by the sun-soaked interio
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This stunning new 4-bedroom home offers the perfect blend of elegance, comfort, and convenience. Nestled in a desirable location, you'll find yourself... Read More
This stunning new 4-bedroom home offers the perfect blend of elegance, comfort, and convenience. Nestled in a desirable location, you'll find yourself... Read More
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