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Properties Available 641 properties available
Idyllic farmhouse surrounded by lush fields and foliage as far as the eye can see, lovingly maintained and updated, new appliances, spacious living and dining room with all of the comforts of home. A wonderful setting for a family vacation to relax, unwind and detach from the world...
$2,200.00 - $4,500.00 / per week + taxes and fees
Beds 6 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 302
Idyllic farmhouse surrounded by lush fields and foliage as far as the eye can see, lovingly maintained and updated, new appliances, spacious living an... Read More
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This Edgartown home is a dream come true for those seeking a luxurious island living experience. The expansive estate features six luxurious bedrooms, including two primary suites, one on each floor, with private en suite bathrooms. Two guest bedrooms with their own en suite baths offer added privacy, and two additional bedrooms share a well-appoin
Hot HOT 13
$25,000.00 - $45,000.00 / per week + taxes and fees
Beds 6 beds
Baths 5 Full, 3 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 602
This Edgartown home is a dream come true for those seeking a luxurious island living experience. The expansive estate features six luxurious bedrooms,... Read More
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Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes to Main Street in the heart of downtown Edgartown. Inside you will find a well-equipped kitchen with granite counter tops and stainless appliances. Just behind the stools of the eat-in area is a beaut
$6,750.00 - $12,750.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 63
Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes t... Read More
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Convenient and desirable! This five bedroom bungalow is located on School Street and just blocks from the village of downtown Edgartown, Fuller Street beach, and a short drive or bike ride to South Beach. Outdoor space is inviting and private. AC mini split units in each bedroom and living areas. Includes multiple flat screen tv's throughout the h
$15,000.00 - $17,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 48
Convenient and desirable! This five bedroom bungalow is located on School Street and just blocks from the village of downtown Edgartown, Fuller Street... Read More
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This stunning home is sure to create unforgettable memories for your family vacation. Nestled in the Hines Point area, it offers picturesque views of the lagoon. Launch a kayak, and explore the waterways directly from the back yard. Inside, you'll experience the finest in luxury living, featuring central air, soaring ceilings, granite countertops,
Hot HOT 10
$10,000.00 - $20,000.00 / per week + taxes and fees
Beds 3 beds
Baths 4 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1255
This stunning home is sure to create unforgettable memories for your family vacation. Nestled in the Hines Point area, it offers picturesque views of ... Read More
June 2026
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Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property features sweeping views of Nantucket Sound. Additionally, about ten acres of oceanfront conservation land enhance the sense of privacy and space. Each bedroom offers distant views of the water, while
$6,000.00 - $11,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 199
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
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Quintessential Vineyard Cottage! An adorable Edgartown, stroll to town bungalow is beckoning your arrival - petite in size yet incredibly well designed. This home is expertly laid out, with an open living and kitchen area, a private dining room with beautiful gingham chairs, first floor laundry, queen bedroom and a second floor loft that feels like
$3,325.00 - $5,075.00 / per week + taxes and fees
Beds 2 beds
Baths 1 Full Bath
Sleeps sleeps 4
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 83
Quintessential Vineyard Cottage! An adorable Edgartown, stroll to town bungalow is beckoning your arrival - petite in size yet incredibly well designe... Read More
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Extraordinary waterfront boathouse in Edgartown's inner harbor featuring breathtaking harbor views. This distinctive one-bedroom, one-and-a-half-bath boathouse sits right at the water's edge and boasts a spacious screened-in porch, as well as a sizable second floor primary suite complete with an upper deck and a harborside patio from where all of t
$6,500.00 - $7,500.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 20
Extraordinary waterfront boathouse in Edgartown's inner harbor featuring breathtaking harbor views. This distinctive one-bedroom, one-and-a-half-bath ... Read More
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Wonderful two-bedroom home located up on the hill of North Abel's Hill neighborhood. Central air-conditioning. Porch for outdoor dining, wrap around deck, association access to tennis. There is stunning south shore beach access as well. The home is a just a short distance to Chilmark center, Menemsha, and Lucy Vincent beach. Enjoy a day at Lucy Vin
$4,000.00 - $6,000.00 / per week + taxes and fees
Beds 2 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 4
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Chilmark 2058
Wonderful two-bedroom home located up on the hill of North Abel's Hill neighborhood. Central air-conditioning. Porch for outdoor dining, wrap around d... Read More
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A beautiful interpretation of a charming Edgartown home in a quiet neighborhood - with glimpses of Edgartown harbor and all of the charm of downtown. The first floor is an open concept with a beautiful kitchen and large center island, marble countertops and stainless steel appliances. The kitchen opens to a chic dining area and living space with ga
🚢Ferry Tickets
🚢Ferry Tickets
August 15th - August 22nd
$10,000.00 - $17,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 28
A beautiful interpretation of a charming Edgartown home in a quiet neighborhood - with glimpses of Edgartown harbor and all of the charm of downtown. ... Read More
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Fresh five bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to bike trails heading into Edgartown through the forest or heading up-island. Furnished with a casually elegant vibe throughout. The first floor offers an open floor plan with plenty of room for social gathering. Also features a first floor pr
$4,100.00 - $6,400.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 11
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 7714
Fresh five bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to bike trails heading into Edgartown throug... Read More
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Decorated with comfort and style in mind, this second floor, three bedroom apartment boasts an open concept living space, private parking, and a separate entrance for added privacy. The second floor features a fully equipped kitchen, a tasteful living area, queen bedroom, and a hall bath with laundry area. Upstairs on the third floor you'll find th
$4,500.00 - $6,800.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8054
Decorated with comfort and style in mind, this second floor, three bedroom apartment boasts an open concept living space, private parking, and a separ... Read More
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