Martha's Vineyard Vacation Rentals



Properties Available 650 properties available
This exceptional house is the perfect location for all your Vineyard adventures. Just a stone's throw from Main Street in Edgartown, you can easily explore the shops, galleries, and amazing restaurants or soak up the stunning Edgartown harbor. Pedal your bike to South Beach, less than three miles away, or State Beach, a little under two miles away.
Hot HOT 21
$7,000.00 - $16,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 132
This exceptional house is the perfect location for all your Vineyard adventures. Just a stone's throw from Main Street in Edgartown, you can easily ex... Read More
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Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this home is a show stopper from top to bottom. The open floor plan features a large kitchen, dining area and living room with sliders spilling out to the patio and pool area. The first floor primary has a ba
$10,000.00 - $25,500.00 / 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 608
Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this hom... Read More
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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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Chappaquiddick waterfront rental with spectacular views. Wonderful, spacious old vineyard beach house with private beach. Two of the eight bedrooms are on the first floor, while the primary en suite with waterviews and other five bedrooms occupy the second floor. Two kitchens, two living rooms, den, and screened porch. Spend the day on the priva
$12,600.00 - $16,800.00 / per week + taxes and fees
Beds 8 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 17
Pet Friendly Pets Considered
Edgartown Chappaquiddick 432
Chappaquiddick waterfront rental with spectacular views. Wonderful, spacious old vineyard beach house with private beach. Two of the eight bedrooms a... Read More
June 2026
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Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area with vaulted ceilings. The living area offers an oversized flat-screen TV and wood-burning fireplace leading into the Dining area, which opens up onto the back deck and pool area. The primary bedroo
$9,100.00 - $20,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8116
Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area... Read More
June 2026
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No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich countertops, stainless steel appliances, and an open floor plan that flows effortlessly between the kitchen, dining, and living areas. Three of the five bedrooms are en-suites, and the third-floor media and
$20,000.00 - $40,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 123
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
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Sprawling family compound tucked into the woods of Oak Bluffs. Entering into this beautifully landscaped property, the split rail fencing leads past the man made pond and double swing, with an old time porch looking out over the property below. Making your way up to the circular drive you arrive at the main and guest house entrance where you have p
$8,000.00 - $20,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 878
Sprawling family compound tucked into the woods of Oak Bluffs. Entering into this beautifully landscaped property, the split rail fencing leads past t... Read More
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Prime location! Just a short bike ride to South Beach or town, this reverse-style home offers a unique layout. The first floor features two cozy, comfortable bedrooms that share a hall bathroom and one primary en suite bedroom all with window AC units. The upper level boasts an open and airy living room and kitchen area with portable AC units. Step
$3,340.00 - $4,830.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 513
Prime location! Just a short bike ride to South Beach or town, this reverse-style home offers a unique layout. The first floor features two cozy, comf... Read More
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Enjoy the salty air as you unpack the car and settle in to this one month minimum stay rental. Mornings can be spent making coffee and watching the boats cascade through the outer harbor, play in the gentle waves - and the Steamship continue it's trek, back and forth. Nestled between downtown Vineyard Haven and on the cusp of West Chop, this three-
Hot HOT 25
$6,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1215
Enjoy the salty air as you unpack the car and settle in to this one month minimum stay rental. Mornings can be spent making coffee and watching the bo... Read More
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Relax on the front porch of this recently renovated cottage within just blocks to all the shops, the Steamship Authority and Owen Park Beach. This home has all the amenities needed for an enjoyable vacation including central air conditioning.
$3,500.00 - $5,100.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 7
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 915
Relax on the front porch of this recently renovated cottage within just blocks to all the shops, the Steamship Authority and Owen Park Beach. This hom... Read More
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ONLY A FIVE MINUTE WALK TO OAK BLUFFS CENTER! On the outskirts of the infamous Oak Bluffs gingerbread cottages, this home mimics the architecture but steps up the luxury! From the wrap around porch and front gazebo, your view starts with the park and pond across the street and then expands to the Oak Bluffs Harbor, creating an ever changing vista.
$8,500.00 - $18,000.00 / per week + taxes and fees
Beds 6 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs Main and Guest 8017
ONLY A FIVE MINUTE WALK TO OAK BLUFFS CENTER! On the outskirts of the infamous Oak Bluffs gingerbread cottages, this home mimics the architecture but ... Read More
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One of the most beautiful homes on North Water Street -- this seven bedroom historic Captain's Home, designed by Tracker Interiors, features multiple living spaces, game rooms and state of the art luxury. Pool in backyard. Outdoor dining for 10.
$25,000.00 - $45,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 14
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 15
One of the most beautiful homes on North Water Street -- this seven bedroom historic Captain's Home, designed by Tracker Interiors, features multiple ... Read More
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