Martha's Vineyard Vacation Rentals - Luxury Homes

Properties Available 51 properties available
BR1 King master en suite with shower, 2nd floorBR2 Queen and Twin bed, 2nd floorBR3 Queen and Twin bed, 2nd floorHall bath with tub/shower, 2nd floorAC mini split in each bedroomHalf bath off hallway
Edgartown Katama 514
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Pet Friendly
$22,000.00 - $23,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown Katama 514
This modern contemporary home offers the perfect setting for your Martha's Vineyard vacation. The clean sleek lines enhance the easy living vibe thro... Read More
June 2025
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July 2025
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13 14 15 16 17 18 $23,000 19
20 21 22 23 24 25 $23,000 26
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August 2025
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          1 $23,000 2
3 4 5 6 7 8 $23,000 9
10 11 12 13 14 15 $23,000 16
17 18 19 20 21 22 $23,000 23
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BR1 King En Suite with Separate Tub & Shower Stall, First FloorBR2 King En Suite with Shower Stall, First Floor BR3 King En Suite with Shower Stall, Second FloorBR4 (2) Twin Beds En Suite with Shower Stall, Second FloorBR5 (2) Twin Beds En Suite with Shower Stall, Second FloorPowder Room, First Floor
West Tisbury 1105
West Tisbury 1105 2
West Tisbury 1105 3
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West Tisbury 1105 5
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$26,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
West Tisbury 1105
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
June 2025
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1 2 3 4 5 6 $26,000 7
8 9 10 11 12 13 $26,000 14
15 16 17 18 19 20 $26,000 21
22 23 24 25 26 27 $26,000 28
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July 2025
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    1 2 3 4 $26,000 5
6 7 8 9 10 11 $26,000 12
13 14 15 16 17 18 $28,000 19
20 21 22 23 24 25 $28,000 26
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August 2025
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BR1 King bedroom en-suite, screened porch opens into backyard, pool. First Floor, BR2 Queen Bedroom Second Floor, BR3 Queen Bedroom Second Floor, BR4 (2)Twins (photos to follow) Second Floor. The second-floor bedrooms share a Full Hall Bathroom with a tub/shower combo. The lower-level media room offers a Queen Sleep Sofa and a Full bathroom. Detach
Oak Bluffs 8116
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Oak Bluffs 8116 3
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$9,100.00 - $20,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 14
Oak Bluffs 8116
Renovated five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed and includes an open kitchen, dining, and l... Read More
June 2025
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1 2 3 4 5 6 $9,100 7
8 9 10 11 12 13 $12,000 14
15 16 17 18 19 20 $16,500 21
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July 2025
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17 18 19 20 21 22 $20,000 23
24 25 26 27 28 29 $16,900 30
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BR1 Queen, en suite, first floor BR2 King, en suite, second floor BR3 King, en suite, second floor BR4 Queen and Twin bunk, en suite BR5 King, en suite.
Edgartown Chappaquiddick 300
Edgartown Chappaquiddick 300 2
Edgartown Chappaquiddick 300 3
Edgartown Chappaquiddick 300 4
Edgartown Chappaquiddick 300 5
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Pet Friendly
$5,000.00 - $23,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 9
Edgartown Chappaquiddick 300
Discover the ultimate 5-bedroom, 9-sleeper retreat on Chappaquiddick Island, Martha's Vineyard, where luxury and relaxation converge to redefine your ... Read More
June 2025
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1 2 3 4 5 6 $8,000 7
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July 2025
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August 2025
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10 11 12 13 14 15 $23,000 16
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24 25 26 27 28 29 $12,000 30
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BR1 King En Suite with Shower, First FloorBR2 California King En Suite with Shower Tub Combo, Second FloorBR3 Queen, Lower LevelBR4 Twin Trundle, Lower LevelHall Bath with Shower Tub Combo, Lower LevelPowder Room, First FloorTwo Outside Showers
Chilmark 2021
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$10,000.00 - $19,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Chilmark 2021
Chilmark waterfront rental home with a dock located on Quitsa Pond with views across Quitsa and Menemsha ponds out to the Elizabeth Islands. This Mart... Read More
June 2025
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1 2 3 4 5 6 $10,000 7
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BR1 King En Suite with Shower Stall and Tub, Half Floor above First FloorBR2 King En Suite with Shower, Lower LevelBR3 (2) Bunk beds En Suite with Shower Tub Combo, Lower LevelBR4 King En Suite with Shower, Lower LevelLaundry Facilities, Lower Level
Aquinnah 2502
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$11,000.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Aquinnah 2502
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities t... Read More
June 2025
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1 2 3 4 5 6 $11,000 7
8 9 10 11 12 13 $11,000 14
15 16 17 18 19 20 $16,500 21
22 23 24 25 26 27 $19,800 28
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July 2025
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    1 2 3 4 $19,800 5
6 7 8 9 10 11 $19,800 12
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August 2025
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BR1 King En Suite with Shower Stall and Tub, First FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorBR4 Queen, Second FloorPowder Room, First Floor
Chilmark 2001
Chilmark 2001 2
Chilmark 2001 3
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Pet Friendly
$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Chilmark 2001
Vacation bliss awaits in this brand new four bedroom home with a pool in Chilmark. Enjoy the quiet luxury of Up-Island in this sophisticated contempor... Read More
June 2025
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1 2 3 4 5 6 $15,000 7
8 9 10 11 12 13 $15,000 14
15 16 17 18 19 20 $15,000 21
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July 2025
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    1 2 3 4 $20,000 5
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13 14 15 16 17 18 $20,000 19
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August 2025
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24 25 26 27 28 29 $15,000 30
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Main house:BR1 King master en suite with tub and shower stall, 2nd floorBR2 King master en suite with shower stall, 1st floorBR3 Queen, 1st flooren suite with tub/shower, 1st floorHalf Bath, 1st floorHalf bath, lower levelLaundry room, lower levelDetached carriage house:BR4 Queen and (2)Twin beds en suite with tub/shower, 2nd floor
Edgartown Katama 5012
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Edgartown Katama 5012 3
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$7,500.00 - $25,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 2 Half Bath
Sleeps sleeps 10
Edgartown Katama 5012
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. The upper level... Read More
June 2025
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1 2 3 4 5 6 $12,500 7
8 9 10 11 12 13 $12,500 14
15 16 17 18 19 20 $15,000 21
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July 2025
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    1 2 3 4 $20,000 5
6 7 8 9 10 11 $20,000 12
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17 18 19 20 21 22 $20,000 23
24 25 26 27 28 29 $15,000 30
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BR1 King primary en suite tub and shower and 40" flat screen HDTV, 1st floorHalf bath, 1st floorBR2 King en suite with shower stall and 40" flat screen HDTV, 2nd floorBR3 Queen en suite with tub/shower and 32" flat screen HDTV, 2nd floorBR4 (2)Twin beds 32" flat screen HDTV, 2nd floorHall bath with shower stall, 2nd floorBR5 (2)Twins first floor, h
Edgartown Katama 522
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$10,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 522
Approximately .05 miles from the heart of downtown Edgartown. This beautifully designed and elegantly furnished five bedroom coastal farmhouse offers ... Read More
June 2025
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BR1 King En Suite with Separate Tub and Shower Stall, First FloorBR2 Queen En Suite with Shower Stall, Lower LevelBR3 (2) Twin Beds, Lower LevelBR4 Bunk Bed (Twin/Double), Lower LevelHall Bath with Shower Tub Combo, Lower Level
Aquinnah 2501
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Aquinnah 2501 3
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Pet Friendly
$35,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Aquinnah 2501
Two week minimum. This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. New fo... Read More
June 2025
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1 2 3 4 5 6 $35,000 7
8 9 10 11 12 13 $35,000 14
15 16 17 18 19 20 $35,000 21
22 23 24 25 26 27 $35,000 28
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July 2025
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    1 2 3 4 $35,000 5
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August 2025
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10 11 12 13 14 15 $35,000 16
17 18 19 20 21 22 $35,000 23
24 25 26 27 28 29 $35,000 30
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BR1 King En Suite with Separate Tub/Shower, Second FloorBR2 King, Second FloorHall Bath with Tub/Shower, Second FloorBR3 Queen En Suite with Shower Stall, Second FloorAdditional Sleeping (2) Twin Beds, LoftHall Bath with Tub/Shower, First FloorPowder Room, Lower LevelBR4 Queen En Suite with Half Bath, Second Floor Guest House
Edgartown 7772
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$20,000.00 - $32,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 2 Half Bath
Sleeps sleeps 10
Edgartown 7772
Immerse yourself in luxury and play at this gorgeous home - a multitude of living spaces, both indoor and outdoor, and the utmost in finishes inside, ... Read More
June 2025
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1 2 3 4 5 6 $27,500 7
8 9 10 11 12 13 $27,500 14
15 16 17 18 19 20 $27,500 21
22 23 24 25 26 27 $29,500 28
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July 2025
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    1 2 3 4 $29,500 5
6 7 8 9 10 11 $29,500 12
13 14 15 16 17 18 $32,000 19
20 21 22 23 24 25 $32,000 26
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August 2025
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BR1 King En Suite with Shower Stall, Second FloorBR2 King En Suite with Shower Stall & Tub, First FloorBR3 Queen En Suite with Shower Stall, First FloorBR4 Queen En Suite with Shower Stall, First FloorBR5 (2) Twin Beds En Suite with Shower Stall, First FloorPowder Room, First FloorLaundry, First FloorOverflow: Double Size Sleeper Sofa in Sitting Ro
Edgartown Katama 610
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$6,500.00 - $15,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
Edgartown Katama 610
Discover this stunning, brand-new rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this sp... Read More
June 2025
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1 2 3 4 5 6 $8,600 7
8 9 10 11 12 13 $10,800 14
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