Martha's Vineyard Vacation Rentals


Properties Available 665 properties available
BR1 King, Second FloorBR2 Queen, Second FloorBR3 Double, Second FloorBR4 (2) Twin Beds, Second FloorPowder Room, Second FloorHall Bath with Shower Stall, First Floor
Chilmark 2071
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Chilmark 2071 3
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$6,000.00 / per week + taxes and fees
Beds 4 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 8
Chilmark 2071
A very special Windy Gates offering. Four bedroom converted barn offers a large open first floor with kitchen, dining and living space. Great barn doo... Read More
June 2025
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1 2 3 4 5 6 $6,000 7
8 9 10 11 12 13 $6,000 14
15 16 17 18 19 20 $6,000 21
22 23 24 25 26 27 $6,000 28
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July 2025
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    1 2 3 4 $6,000 5
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13 14 15 16 17 18 $6,000 19
20 21 22 23 24 25 $6,000 26
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August 2025
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10 11 12 13 14 15 $6,000 16
17 18 19 20 21 22 $6,000 23
24 25 26 27 28 29 $6,000 30
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BR1 Queen with Adjoining Hall Bath, First FloorBR1/Hall Bath with Tub Shower Combo, First FloorBR2 King with Daybed, Second FloorHall Bath with Shower Stall, Second FloorBR3 (2) Double Beds & Daybed, Second Floor
Oak Bluffs 8179
Oak Bluffs 8179 2
Oak Bluffs 8179 3
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$6,000.00 - $8,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 8
Oak Bluffs 8179
A classic Gambrel-style home refreshed for the 2025 season, this house offers ample space for entertaining and unwinding after a long day at the beac... Read More
June 2025
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1 2 3 4 5 6 $6,000 7
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22 23 24 25 26 27 $7,500 28
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July 2025
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6 7 8 9 10 11 $7,500 12
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August 2025
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17 18 19 20 21 22 $8,000 23
24 25 26 27 28 29 $6,800 30
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BR1 Queen, 1st floorHall bath with shower stall, 1st floor(2)Twin beds, loft
Edgartown Downtown 84
Edgartown Downtown 84 2
Edgartown Downtown 84 3
Edgartown Downtown 84 4
Edgartown Downtown 84 5
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$2,450.00 - $3,850.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 3
Edgartown Downtown 84
Quintessential Vineyard Cottage! An open studio concept, this Edgartown cottage is located just off of Main Street, tucked away on a quiet street, lov... Read More
June 2025
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1 2 3 4 5 6 $2,975 7
8 9 10 11 12 13 $2,975 14
15 16 17 18 19 20 $2,975 21
22 23 24 25 26 27 $3,150 28
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July 2025
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    1 2 3 4 $3,500 5
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August 2025
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24 25 26 27 28 29 $3,300 30
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BR1 Queen en suite half bath, 1st floorBR2 (1)Twin bed, 1st floor(1) Double, 1st floor,BR3 Double, 1st floorHall bath with shower, 1st floor
Edgartown Chappaquiddick 313
Edgartown Chappaquiddick 313 2
Edgartown Chappaquiddick 313 3
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$3,300.00 - $3,400.00 / per week + taxes and fees
Beds 3 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 6
Edgartown Chappaquiddick 313
Martha's Vineyard vacation three bedroom cottage by the sea. Located on the south side of Chappaquiddick island, it is adjacent to the Trustees Wasque... Read More
June 2025
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July 2025
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    1 2 3 4 $3,300 5
6 7 8 9 10 11 $3,400 12
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August 2025
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17 18 19 20 21 22 $3,400 23
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BR1 King en suite, 1st floorBR2 King en suite, 2nd floorBR3 Queen and (2)Twin beds with en suite, 2nd floorHalf bath, 1st floorLaundry facilities, 1st floorBR4 Queen with en suite, Lower Level
Edgartown Katama 7126
Edgartown Katama 7126 2
Edgartown Katama 7126 3
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$7,500.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown Katama 7126
Lovely Katama four bedroom Cape style home. Enjoy your Vineyard summer days with great proximity to both South Beach and downtown Edgartown. This hom... Read More
June 2025
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July 2025
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BR1 King en suite with separate tub and shower, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 Double, 2nd floorBR4 Queen, 2nd floorHall bath with tub/shower, 2nd floorHalf bath, 1st floor
Vineyard Haven 1280
Vineyard Haven 1280 2
Vineyard Haven 1280 3
Vineyard Haven 1280 4
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$4,500.00 - $8,650.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 7
Vineyard Haven 1280
This expansive four bedroom craftsman-style home showcases the essence of the Vineyard Haven seaside community with its tasteful seafoam color palette... Read More
June 2025
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1 2 3 4 5 6 $5,500 7
8 9 10 11 12 13 $5,500 14
15 16 17 18 19 20 $6,900 21
22 23 24 25 26 27 $7,100 28
29 30          
July 2025
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    1 2 3 4 $7,100 5
6 7 8 9 10 11 $7,600 12
13 14 15 16 17 18 $7,600 19
20 21 22 23 24 25 $8,650 26
27 28 29 30 31    
August 2025
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          1 2
3 4 5 6 7 8 $8,650 9
10 11 12 13 14 15 $8,650 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $5,500 30
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BR1 King En Suite with Shower Stall, Second FloorBR2 Queen, Second FloorHall Bath with Shower Stall, Second FloorBR3 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR4 (2) Twin Beds, Second FloorPowder Room, First FloorLaundry Facilities, First FloorGuest House: BR5 (2) Double Beds, Second Floor
Edgartown Katama 733
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Edgartown Katama 733 3
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Edgartown Katama 733 5
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$5,975.00 - $17,975.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 733
Walk to the center of Edgartown Village from this modern, recently renovated, immaculately maintained five-bedroom year-round home. The open floor pla... Read More
June 2025
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BR1 Queen Sofabed in Living Area, First FloorBath with Shower Stall, First Floor
Chilmark 2053
Chilmark 2053 2
Chilmark 2053 3
Chilmark 2053 4
Chilmark 2053 5
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Pet Friendly
$1,100.00 - $1,925.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
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
June 2025
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1 2 3 4 5 6 $1,400 7
8 9 10 11 12 13 $1,400 14
15 16 17 18 19 20 $1,700 21
22 23 24 25 26 27 $1,700 28
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July 2025
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    1 2 3 4 $1,700 5
6 7 8 9 10 11 $1,700 12
13 14 15 16 17 18 $1,700 19
20 21 22 23 24 25 $1,925 26
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August 2025
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          1 $1,925 2
3 4 5 6 7 8 $1,925 9
10 11 12 13 14 15 $1,925 16
17 18 19 20 21 22 $1,925 23
24 25 26 27 28 29 $1,500 30
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BR1 King with Half Bath, Second FloorBR2 (2) Twin Beds, Second FloorHall Bath with Shower Stall, First FloorDouble Size Futon, Den First Floor
Chilmark 2054
Chilmark 2054 2
Chilmark 2054 3
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Pet Friendly
$2,500.00 - $3,500.00 / per week + taxes and fees
Beds 2 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 5
Chilmark 2054
LOCATION LOCATION LOCATION! Embrace the charm of this charming 1950's cottage nestled in a prime up-island location, offering convenient access to nu... Read More
June 2025
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1 2 3 4 5 6 $3,000 7
8 9 10 11 12 13 $3,000 14
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July 2025
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August 2025
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10 11 12 13 14 15 $3,500 16
17 18 19 20 21 22 $3,500 23
24 25 26 27 28 29 $3,500 30
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BR1 King en suite with shower, 1st floor(BR1 step down into bedroom from hall)BR2 Queen, 2nd floorBR3 (2)Double beds, 2nd floorHall bath with tub/shower, 2nd floorHalf bath, 1st floorNote: Several steps up & down throughout main level
Oak Bluffs 860
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Oak Bluffs 860 3
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Pet Friendly
$4,000.00 - $7,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Oak Bluffs 860
This comfortable three bedroom vacation home is centrally located on the bike path and approximately four miles from the townships and beautiful beach... Read More
June 2025
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1 2 3 4 5 6 $4,000 7
8 9 10 11 12 13 $5,500 14
15 16 17 18 19 20 $5,500 21
22 23 24 25 26 27 $4,500 28
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July 2025
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    1 2 3 4 $4,500 5
6 7 8 9 10 11 $5,500 12
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August 2025
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17 18 19 20 21 22 $5,000 23
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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 (2)Double beds, 1st floorHall bath with shower stall, 1st floorBR2 King en suite with separate tub and shower, 2nd floorBR3 Queen, 2nd floorHall bath with shower stall, 2nd floorLaundry facilities, 2nd floor
Hot HOT 19
Vineyard Haven 916
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$2,600.00 - $3,200.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full Bath
Sleeps sleeps 6
Vineyard Haven 916
Lovely open floor plan condo in Tashmoo Cove with central air conditioning, stainless steel appliances, granite counter-tops throughout. Laundry facil... Read More
June 2025
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1 2 3 4 5 6 $3,000 7
8 9 10 11 12 13 $3,000 14
15 16 17 18 19 20 $3,000 21
22 23 24 25 26 27 $3,200 28
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July 2025
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August 2025
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17 18 19 20 21 22 $3,200 23
24 25 26 27 28 29 $3,000 30
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