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Properties Available 52 properties available
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bathroom. The first-floor king suite features a spacious en-suite bathroom complete with a soaking tub and a separate shower. On the second floor, you will find four additional en-suite bedrooms along wit
$16,000.00 - $33,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Oak Bluffs 826
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bath... Read More
June 2026
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Set along the shores of Chappaquiddick, this remarkable estate seamlessly blends privacy and elegance with direct access to the water. At the heart of the property lies an impressive 140-foot deep-water dock, complemented by a stunning five-bedroom main house and a charming three-bedroom guesthouse, making it an ideal venue for both leisure and ent
$20,000.00 - $30,000.00 / per week + taxes and fees
Beds 8 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 16
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 337
Set along the shores of Chappaquiddick, this remarkable estate seamlessly blends privacy and elegance with direct access to the water. At the heart of... Read More
June 2026
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A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyond, you will feel the magnificence of this home. The kitchen, living room and dining area flow together seamlessly while you are able to see the outside from every angle. There is a primary suite on ea
$21,000.00 - $40,000.00 / per week + taxes and fees
Beds 6 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 13
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7210
A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyon... Read More
June 2026
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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 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
$22,000.00 - $35,000.00 / per week + taxes and fees
Beds 4 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 18
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
June 2026
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This exquisite residence boasts approximately 7,900 square feet of elegantly designed living space situated in an exceptional location. Encircled by Herring Creek Farm, the property offers exclusive access to a private dock and a secluded beach, providing a rare combination of seclusion and proximity to South Beach and Edgartown Village. Within the
$45,000.00 - $65,000.00 / per week + taxes and fees
Beds 6 beds
Baths 7 Full, 2 Half Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 524
This exquisite residence boasts approximately 7,900 square feet of elegantly designed living space situated in an exceptional location. Encircled by H... Read More
June 2026
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This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to enjoy on Martha's Vineyard. Set back off the road providing quiet enjoyment and yet just minutes to Main Street and a few miles to South Beach. Beautiful and meticulously constructed, offering a sense
$25,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 35
This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to ... Read More
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This stunning walk to Edgartown home offers the best of both worlds: a serene private setting at the end of the cul-de-sac and prime access to Edgartown village. Just steps from a playground, pickleball courts, and a park, this home is designed for outdoor living! The spacious 600 square foot front porch, with its rocking chairs, swing and dining t
Hot HOT 12
$10,000.00 - $29,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 150
This stunning walk to Edgartown home offers the best of both worlds: a serene private setting at the end of the cul-de-sac and prime access to Edgarto... Read More
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Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furnished with the finest linens, bedding, furniture and plenty of comfy sofas throughout. The first floor offers a long open floor plan beginning with a chefs dream kitchen of black granite counter tops
$20,000.00 - $40,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7182
Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furni... Read More
June 2026
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A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations wants AND needs. The reverse floorplan has 3 bedrooms, two baths and a beautiful living space on the first floor, along with expansive windows and doors to beyond. The second floor unfolds in an open c
$10,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 5022
A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations w... Read More
June 2026
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Nestled on a quiet street in the heart of Edgartown Village, this inviting four-bedroom home offers the perfect blend of comfort, privacy, and convenience. Featuring a 25x15 in-ground heated pool and spa, as well as generous off-street parking, this property is an ideal island retreat. The thoughtfully designed open floor plan features a spacious p
Hot HOT 18
$20,000.00 - $30,000.00 / per week + taxes and fees
Beds 6 beds
Baths 5 Full, 2 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 145
Nestled on a quiet street in the heart of Edgartown Village, this inviting four-bedroom home offers the perfect blend of comfort, privacy, and conveni... Read More
June 2026
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This stunning property in Oak Bluffs has been completely renovated and features nine bedrooms. The main house includes six bedrooms, along with two separate guest quarters. One guest section is located on the first floor, offering two bedrooms, two full bathrooms, and air conditioning throughout. The second guest unit is on the second floor, provid
$15,000.00 - $39,000.00 / per week + taxes and fees
Beds 9 beds
Baths 9 Full, 1 Half Bath
Sleeps sleeps 18
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8148
This stunning property in Oak Bluffs has been completely renovated and features nine bedrooms. The main house includes six bedrooms, along with two se... Read More
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With the open, airy sophistication of a city loft, this house offers beautiful views overlooking conservation land and peeks of Cape Pogue and the outer harbor. The first floor features an open kitchen with state of the art appliances, a large center island, flowing into dining and an open living area with double-height ceilings, luxurious furnishi
$7,500.00 - $28,500.00 / per week + taxes and fees
Beds 6 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 12
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 74
With the open, airy sophistication of a city loft, this house offers beautiful views overlooking conservation land and peeks of Cape Pogue and the out... Read More
June 2026
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