Martha's Vineyard Vacation Rentals


Properties Available 650 properties available
This charming 3-bedroom cottage with a separate guest suite is conveniently situated just half a mile from Main Street. In the main house, unwind in the open kitchen and living area, or on the screened-in porch. You'll find three cozy bedrooms, including one with an en-suite bathroom. The guest suite, accessible from the patio, features a pull-out
Vineyard Haven 1073
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$3,300.00 - $4,300.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full Bath
Sleeps sleeps 5
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1073
This charming 3-bedroom cottage with a separate guest suite is conveniently situated just half a mile from Main Street. In the main house, unwind in t... Read More
June 2026
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A grand summer house on Martha's Vineyard where memories are made. This landmark, hilltop Victorian offers magnificent 270-degree views over meadows, Menemsha Pond and the North shore. Access to Hancock Beach with adjacent parking, as well as Menemsha pond Just moments away. Two spacious living rooms, front hall with grand staircase, dining room, s
Chilmark 2020
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$4,500.00 - $12,000.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Chilmark 2020
A grand summer house on Martha's Vineyard where memories are made. This landmark, hilltop Victorian offers magnificent 270-degree views over meadows, ... Read More
June 2026
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  1 2 3 4 5 $9,100 6
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23 24 25 26 27 28 $12,000 29
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This classic four-bedroom, two and a half bath home is situated in the heart of Edgartown. Inside you will find original wood floors throughout and the bedrooms are bright and cozy. This vacation home also features a spacious, well equipped kitchen and dining area which is separate from the living room spaces. Also on the first floor is the first o
Edgartown Downtown 12
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$7,000.00 - $12,000.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 12
This classic four-bedroom, two and a half bath home is situated in the heart of Edgartown. Inside you will find original wood floors throughout and th... Read More
June 2026
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  1 2 3 4 5 $10,000 6
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Just blocks to Edgartown Village! The compound includes main house, guest house and in ground pool, located on Clevelandtown Road. The main house offers 3 bedrooms including a primary bedroom with en suite bathroom, separate staircase, a beautifully flowing floorplan offers multiple casual and comfortable living spaces. A lovely front porch with co
Edgartown Downtown 142
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$10,000.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 142
Just blocks to Edgartown Village! The compound includes main house, guest house and in ground pool, located on Clevelandtown Road. The main house offe... Read More
June 2026
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  1 2 3 4 5 $11,000 6
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23 24 25 26 27 28 $12,500 29
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Restored in 1898, this Captain's Home offers beautiful water views of Vineyard Haven Harbor. The renovated five-bedroom house features a well-equipped kitchen with granite countertops and stainless-steel appliances. It provides ample living space and a large open porch, perfect for outdoor entertaining. The Captain Henry Stevenson House is convenie
Vineyard Haven 1207
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$5,900.00 - $7,400.00 / per week + taxes and fees
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 11
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1207
Restored in 1898, this Captain's Home offers beautiful water views of Vineyard Haven Harbor. The renovated five-bedroom house features a well-equipped... Read More
June 2026
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Experience the charm of Oak Bluffs in our delightful 2-bedroom cottage, perfectly situated in the heart of downtown. Both bedrooms, located on the second floor, feature en-suite bathrooms for your convenience. With A/C mini-split units in the living area and both bedrooms. Forget the hassle of needing a ferry reservation —this cottage is within wa
Oak Bluffs 8167
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$2,800.00 - $8,400.00 / 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
Oak Bluffs 8167
Experience the charm of Oak Bluffs in our delightful 2-bedroom cottage, perfectly situated in the heart of downtown. Both bedrooms, located on the sec... Read More
June 2026
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  1 2 3 4 5 $3,850 6
7 8 9 10 11 12 $4,200 13
14 15 16 17 18 19 $4,865 20
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      1 2 3 $4,865 4
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Immerse yourself in island luxury and play at this spectacular retreat. Designed for relaxation and fun, this home offers multiple spaces to gather—both indoors and out—surrounded by meticulous craftsmanship and upscale comfort. You'll find beautifully detailed paneling, coffered ceilings, custom lighting, and an abundance of natural light that cre
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Edgartown 7772
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$20,000.00 - $35,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 2 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 7772
Immerse yourself in island luxury and play at this spectacular retreat. Designed for relaxation and fun, this home offers multiple spaces to gather—bo... Read More
June 2026
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  1 2 3 4 5 $20,000 6
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Fabulous Katama Vacation Rental! This luxurious four-bedroom home features en suite bathrooms for each room. The house is centrally air-conditioned and equipped with six flat-screen TVs throughout. It offers plenty of indoor and outdoor living space, with an easy-to-navigate floor plan. The primary suite is located on the first floor, along with th
Edgartown Katama 7205
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$7,250.00 - $24,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7205
Fabulous Katama Vacation Rental! This luxurious four-bedroom home features en suite bathrooms for each room. The house is centrally air-conditioned an... Read More
June 2026
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This spacious four-bedroom, two-and-a-half-bath Cape-style home is ideally situated in the Dodgers Hole neighborhood, offering central access to all that the island has to offer. Step inside to a welcoming main level accented with coastal-inspired hues and an open flow between the living and dining areas. The dining space opens directly onto a larg
Edgartown 7824
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$4,950.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 7824
This spacious four-bedroom, two-and-a-half-bath Cape-style home is ideally situated in the Dodgers Hole neighborhood, offering central access to all t... Read More
June 2026
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This fully modernized 19th century farmhouse is situated on six acres in Aquinnah, and set on one of the highest points on the island. Multiple nature paths surround this unique property. One bedroom on the main floor with the other bedrooms located on the second level. Spectacular water views from almost every room. Rambling stonewalls, wisteria-c
Aquinnah 2515
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$7,300.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 5
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Aquinnah 2515
This fully modernized 19th century farmhouse is situated on six acres in Aquinnah, and set on one of the highest points on the island. Multiple nature... Read More
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This gracious home, beautifully restored reflects a combination of original and new - with an abundance of outdoor space to run about! The woodwork exudes a sense of warmth, and the sunlight pours through the windows of both bedrooms. Featuring two bedrooms and one bath, all uniform on one level, it is just enough space to feel at home. A lovely t
Vineyard Haven 929
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$4,900.00 - $5,900.00 / 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
Vineyard Haven 929
This gracious home, beautifully restored reflects a combination of original and new - with an abundance of outdoor space to run about! The woodwork e... Read More
June 2026
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  1 2 3 4 5 $4,900 6
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Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers everything you need for the perfect Martha's Vineyard getaway—starting with a beautiful saltwater pool and proximity to South Beach. Thaxter Lane is ideally situated just minutes from the bike path, whe
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June 27th - July 4th, July 4th - July 11th, August 22nd - August 29th, August 29th - September 5th
Edgartown Katama 536
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$8,750.00 - $18,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 536
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers ev... Read More
June 2026
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  1 2 3 4 5 $9,000 6
7 8 9 10 11 12 $10,500 13
14 15 16 17 18 19 $12,500 20
21 22 23 24 25 26 $14,000 27
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      1 2 3 $17,500 4
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