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Properties Available 648 properties available
Nestled away in a quiet neighborhood this property makes for an ideal Edgartown rental. The spacious main house consists of four bedrooms. Two bedrooms are located on the first level with a shared hall bath. The second level houses two en suite bedrooms. Stroll across the lawn and you will find the fifth bedroom on the second level of the guest hou
$8,750.00 - $12,600.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 15
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Main and Guest 70010
Nestled away in a quiet neighborhood this property makes for an ideal Edgartown rental. The spacious main house consists of four bedrooms. Two bedroom... Read More
June 2026
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Welcome to this charming three- bedroom property in Oak Bluffs, designed for comfort and relaxation. The primary bedroom is conveniently located on the first floor and features a king-sized en-suite bathroom with a rain shower. Upstairs, you'll find two additional bedrooms that share a hall bathroom. The open floor plan seamlessly connects the kitc
$4,200.00 - $13,300.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8173
Welcome to this charming three- bedroom property in Oak Bluffs, designed for comfort and relaxation. The primary bedroom is conveniently located on th... Read More
June 2026
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In a word? Magnificent. Located in the private community of Bayside, nestled along the waterfront of Katama Bay, the sense of tranquility at this newly built, beautiful home is truly captivating - the modern design includes luxe finishes while simultaneously encompassing the elements of the surrounding landscape, creating a space which is both rela
$12,500.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7196
In a word? Magnificent. Located in the private community of Bayside, nestled along the waterfront of Katama Bay, the sense of tranquility at this newl... Read More
June 2026
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Designed by renowned architect Patrick Ahearn, this house offers a contemporary interpretation of a Martha's Vineyard Cape. Evoking the grandeur of an equestrian estate, this six-bedroom, nine-bath home is perched on a hill, overlooking a pond and situated on nearly four acres in the Preserve. The impeccably designed interiors create a sense of pla
Hot HOT 11
$17,500.00 - $34,000.00 / per week + taxes and fees
Beds 6 beds
Baths 9 Full Bath
Sleeps sleeps 16
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8168
Designed by renowned architect Patrick Ahearn, this house offers a contemporary interpretation of a Martha's Vineyard Cape. Evoking the grandeur of an... Read More
June 2026
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This meticulously maintained and renovated family home seamlessly combines modern amenities with historic charm, just a short walk from Main Street. The ground floor features a cozy family room, a bright kitchen with a dining area and an en suite queen bedroom. Step out onto the back deck, which overlooks the spacious private yard and a newly built
$6,000.00 - $14,400.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 12
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 55
This meticulously maintained and renovated family home seamlessly combines modern amenities with historic charm, just a short walk from Main Street. T... Read More
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Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an association pool, tennis courts, and convenient beach access for your enjoyment. Just a short drive away lies the nine-hole Mink Meadows golf course. Upon entering the home,  you'll be welcomed by a s
$2,500.00 - $5,000.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 4
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 922
Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an ... Read More
June 2026
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Enjoy a relaxing stay in a charming, secluded, five-bedroom, eco-friendly home that sleeps up to 15, complete with total privacy, stunning water views, a large, deep, heated pool and a six-person hot tub. This house is perfect for family/friend gatherings and retreats! The private home and heated pool are located on a 2.3-acre parcel within the Fa
$8,000.00 - $18,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 15
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8091
Enjoy a relaxing stay in a charming, secluded, five-bedroom, eco-friendly home that sleeps up to 15, complete with total privacy, stunning water views... Read More
June 2026
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Waterfront six bedroom main and guest house in a lovely sought after Oak Bluffs association of Hart Haven. The main house is exquisitely and architecturally designed with two primary suites, a chef's Kitchen, open and sprawling dining and living spaces all on the main level with peaceful water views of Farm Pond and a distance view of the Atlantic
$9,500.00 - $23,500.00 / 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
Oak Bluffs 807
Waterfront six bedroom main and guest house in a lovely sought after Oak Bluffs association of Hart Haven. The main house is exquisitely and architect... Read More
June 2026
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Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tub and separate shower. Added for romantic ambiance is a two sided gas fireplace. Additional bedrooms on the second floor include a king and two queens each with access to a hall bathroom. The third fl
$10,000.00 - $12,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1278
Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tu... Read More
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Classic East Chop Victorian with all of the amenities that they didn't have back then! While away a summer afternoon sitting on the porch watching the boats go by and taking in the sea breeze! The porch is a showstopper, but step inside and let the vacation begin! Tastefully decorated to create a casual vibe: the kitchen is dressed with granite cou
$13,500.00 / 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
Oak Bluffs 818
Classic East Chop Victorian with all of the amenities that they didn't have back then! While away a summer afternoon sitting on the porch watching the... Read More
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Escape to this sanctuary located in West Tisbury. The tranquility of this property will be observed as soon as you turn off the main road. Every amenity has been thought of to ensure that your vacation is a relaxing and memorable one. Close to the network of bike paths if that is your preferred mode of transport! Once inside the home, you will feel
$14,000.00 - $14,700.00 / per week + taxes and fees
Beds 7 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 14
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
West Tisbury 100020
Escape to this sanctuary located in West Tisbury. The tranquility of this property will be observed as soon as you turn off the main road. Every ameni... Read More
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Set back among mature trees on Chappaquiddick, this classic Cape-style home offers comfortable space for a traditional island week. With 4 bedrooms and 2 bathrooms accommodating up to 10 guests, the layout works well for extended family stays or shared summer rentals in a quiet location near the ferry. Enter into the welcoming living room, which co
$2,000.00 - $3,750.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 342
Set back among mature trees on Chappaquiddick, this classic Cape-style home offers comfortable space for a traditional island week. With 4 bedrooms an... Read More
June 2026
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