Martha's Vineyard Vacation Rentals
642 properties available
A contemporary five-bedroom home with main and guest house, offering distant water views and access to the beautiful Aquinnah beaches! Main House includes three bedrooms, two on the lower level which open to outside, as well as an additional bedroom on the second floor with dual ensuite bathrooms and a sitting area with television. The Guest House,
$6,900.00 - $7,250.00 / per week + taxes and fees
5
beds
4
Full,
1
Half Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Aquinnah 2503
A contemporary five-bedroom home with main and guest house, offering distant water views and access to the beautiful Aquinnah beaches! Main House incl... Read More
A contemporary five-bedroom home with main and guest house, offering distant water views and access to the beautiful Aquinnah beaches! Main House incl... Read More
July 2026
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August 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | $7,250 15 |
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September 2026
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Available
Unavailable
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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
$8,750.00 - $18,500.00 / per week + taxes and fees
4
beds
4
Full,
1
Half Bath
sleeps
10
Pets Not Allowed
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
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
July 2026
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $14,000 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $10,500 29 |
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September 2026
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The historic "Look House", located in Chilmark about a mile west of Beetlebung Corner. Originally built in the early 1900's (incorporating previous homes built in the mid-1800's), it has been completely remodeled and the historic character kept with updates completed to suit modern comforts and conveniences. Galley kitchen, living room, and dining
$2,750.00 - $5,200.00 / per week + taxes and fees
4
beds
2
Full Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Chilmark 2009
The historic "Look House", located in Chilmark about a mile west of Beetlebung Corner. Originally built in the early 1900's (incorporating previous ho... Read More
The historic "Look House", located in Chilmark about a mile west of Beetlebung Corner. Originally built in the early 1900's (incorporating previous ho... Read More
July 2026
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September 2026
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Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley kitchen, small dining table, comfortable queen sofa bed with updated mattress, and full bathroom. This cottage has two, small screened porches to enjoy the fresh air while taking in the serene natural
$1,100.00 - $1,925.00 / per week + taxes and fees
1
beds
1
Full Bath
sleeps
2
Pets Considered
No Events/Gatherings
Chilmark 2053
Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley k... Read More
Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley k... Read More
July 2026
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August 2026
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September 2026
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Enjoy high end living, with commanding water views in this luxurious and meticulously detailed home with guest house. This home is filled with artwork, beautifully restored architectural detail, and incredible water views. The main house includes four bedrooms, split between two floors, while the one bedroom guest house includes a full kitchen, liv
$7,500.00 - $21,000.00 / per week + taxes and fees
5
beds
3
Full Bath
sleeps
9
Pets Not Allowed
No Events/Gatherings
Oak Bluffs 8154
Enjoy high end living, with commanding water views in this luxurious and meticulously detailed home with guest house. This home is filled with artwork... Read More
Enjoy high end living, with commanding water views in this luxurious and meticulously detailed home with guest house. This home is filled with artwork... Read More
July 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | $21,000 15 |
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| 23 | 24 | 25 | 26 | 27 | 28 | $15,000 29 |
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September 2026
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| 20 | 21 | 22 | 23 | 24 | 25 | $12,000 26 |
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Unavailable
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This historic home is ideally located in the heart of downtown Vineyard Haven, surrounded by great shopping and a variety of restaurants. With four bedrooms, the house retains its historic charm while offering modern amenities, including central air conditioning. It features gleaming hardwood floors, comfortable furnishings, and a spacious yard. Th
$6,500.00 - $9,300.00 / per week + taxes and fees
4
beds
3
Full,
1
Half Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Vineyard Haven 1232
This historic home is ideally located in the heart of downtown Vineyard Haven, surrounded by great shopping and a variety of restaurants. With four be... Read More
This historic home is ideally located in the heart of downtown Vineyard Haven, surrounded by great shopping and a variety of restaurants. With four be... Read More
July 2026
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August 2026
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September 2026
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Available
Unavailable
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This quaint 2 bedroom, 1 bathroom home has everything you need to enjoy a relaxing vacation. It is a single-level home however, there is a set of stairs to the front entrance. Inside, the kitchen offers seating for 8 people and is well-equipped to cook meals for family and friends. It has access to a spacious back deck where you can dine outside af
$2,000.00 - $3,500.00 / per week + taxes and fees
2
beds
1
Full Bath
sleeps
4
Pets Not Allowed
No Events/Gatherings
Vineyard Haven 1201
This quaint 2 bedroom, 1 bathroom home has everything you need to enjoy a relaxing vacation. It is a single-level home however, there is a set of stai... Read More
This quaint 2 bedroom, 1 bathroom home has everything you need to enjoy a relaxing vacation. It is a single-level home however, there is a set of stai... Read More
July 2026
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August 2026
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| 23 | 24 | 25 | 26 | 27 | 28 | $3,000 29 |
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September 2026
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| 20 | 21 | 22 | 23 | 24 | 25 | $2,500 26 |
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Available
Unavailable
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Elegant main and guesthouse in a lovely pastoral setting. Located on sixteen acres and abutting Land Bank property on two sides, you have the feeling of quiet privacy, yet you are just minutes to Lambert's Cove Beach. The four bedroom house and one bedroom guesthouse are impeccably decorated and the floor plan lends itself to congregating with the
$5,250.00 - $9,800.00 / per week + taxes and fees
5
beds
4
Full Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
West Tisbury 1002
Elegant main and guesthouse in a lovely pastoral setting. Located on sixteen acres and abutting Land Bank property on two sides, you have the feeling ... Read More
Elegant main and guesthouse in a lovely pastoral setting. Located on sixteen acres and abutting Land Bank property on two sides, you have the feeling ... Read More
July 2026
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August 2026
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September 2026
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Available
Unavailable
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This spacious home is pristine and privately nestled in the woods of Lower Makonikey. It lives large with a spacious primary suite and three guest bedrooms, a fully equipped kitchen, butler's pantry, dining room, an office (in the event you need a private space to work while vacationing) and a light and airy family room which opens to a deck and th
🚢Ferry Tickets
🚢Ferry Tickets
August 16th - August 23rd, August 23rd - August 30th, August 30th - September 6th
$4,000.00 - $13,000.00 / per week + taxes and fees
4
beds
4
Full Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Vineyard Haven 1078
This spacious home is pristine and privately nestled in the woods of Lower Makonikey. It lives large with a spacious primary suite and three guest bed... Read More
This spacious home is pristine and privately nestled in the woods of Lower Makonikey. It lives large with a spacious primary suite and three guest bed... Read More
July 2026
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $9,900 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $6,500 29 |
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September 2026
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Available
Unavailable
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Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces and is the perfect vacation escape. The 3 bed 2 bath includes 2 Queen bedrooms that share a hall full bathroom and a main bedroom complete with a king bed and ensuite full bathroom. The upstairs open c
$7,000.00 - $10,000.00 / per week + taxes and fees
3
beds
2
Full Bath
sleeps
6
Pets Not Allowed
No Events/Gatherings
Chilmark 2056
Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces a... Read More
Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces a... Read More
July 2026
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August 2026
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September 2026
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Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island. Plenty of space for entertaining with a large open dining and living area, opening out onto the deck. Recently updated, the house offers up-scale amenities and Central AC for those warm summer nights
$18,000.00 - $22,000.00 / per week + taxes and fees
4
beds
3
Full Bath
sleeps
9
Pets Not Allowed
No Events/Gatherings
Edgartown Chappaquiddick 418
Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island.... Read More
Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island.... Read More
July 2026
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August 2026
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September 2026
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| 20 | 21 | 22 | 23 | 24 | 25 | $18,000 26 |
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Available
Unavailable
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Let this four bedroom, three bath home eases you into a state of relaxation and rejuvenation for your upcoming Vineyard escape. Boasting accommodations for ten guests in this coastal themed décor, you will find it well equipped with an added enjoyment of a heated pool. The first floor has an open kitchen and dining room area that flows to the outs
$4,500.00 - $9,000.00 / per week + taxes and fees
4
beds
3
Full Bath
sleeps
10
Pets Considered
No Events/Gatherings
Edgartown 715
Let this four bedroom, three bath home eases you into a state of relaxation and rejuvenation for your upcoming Vineyard escape. Boasting accommodation... Read More
Let this four bedroom, three bath home eases you into a state of relaxation and rejuvenation for your upcoming Vineyard escape. Boasting accommodation... Read More
July 2026
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August 2026
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September 2026
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Available
Unavailable
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