Martha's Vineyard Vacation Rentals - Pet Friendly

Properties Available 132 properties available
BR1 Queen En Suite with Tub Shower Combo, First FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 Queen & Twin Bed, Second FloorBR4 Double, Second FloorPowder Room, First FloorLaundry, First Floor
Hot HOT 10
Vineyard Haven 905
Vineyard Haven 905 2
Vineyard Haven 905 3
Vineyard Haven 905 4
Vineyard Haven 905 5
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Pet Friendly
$3,500.00 - $7,500.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Vineyard Haven 905
Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's po... Read More
June 2025
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1 2 3 4 5 6 $5,000 7
8 9 10 11 12 13 $5,000 14
15 16 17 18 19 20 $5,000 21
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July 2025
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13 14 15 16 17 18 $7,500 19
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BR1 King, Second FloorHall Bath with Shower Tub Combo, Second FloorBR2 Queen, First FloorHall Bath with Shower Tub Combo, First FloorBR3 Bunk Bed (Twin/Queen) & Trundle, Second FloorOverflow: Queen Sofa Bed, Living Room
Edgartown 7823
Edgartown 7823 2
Edgartown 7823 3
Edgartown 7823 4
Edgartown 7823 5
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Pet Friendly
$4,320.00 - $10,800.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 10
Edgartown 7823
Welcome to your perfect getaway on Martha's Vineyard! This beautifully decorated 3-bedroom, 2-bath home offers relaxation and convenience. Step outsid... Read More
June 2025
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15 16 17 18 19 20 $7,200 21
22 23 24 25 26 27 $7,650 28
29 30          
July 2025
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20 21 22 23 24 25 $8,750 26
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August 2025
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BR1 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorBR2 Queen, Second FloorBR3 Double, First FloorHall Bath with Shower Tub Combo, First FloorGuest House:BR4 Queen, Second FloorHall Bath with Shower Tub Combo, First Floor
Chilmark 2067
Chilmark 2067 2
Chilmark 2067 3
Chilmark 2067 4
Chilmark 2067 5
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Pet Friendly
$8,000.00 - $16,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Chilmark 2067
Pristine Chilmark secret! This beautifully appointed four bedroom including a guest house sits atop a secluded area for those that love nature and the... Read More
June 2025
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1 2 3 4 5 6 $10,500 7
8 9 10 11 12 13 $10,500 14
15 16 17 18 19 20 $10,500 21
22 23 24 25 26 27 $15,500 28
29 30          
July 2025
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    1 2 3 4 $15,500 5
6 7 8 9 10 11 $15,500 12
13 14 15 16 17 18 $15,500 19
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August 2025
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BR1 King, First FloorBR2 (1) Twin Bed, First FloorHall Bath with Shower Tub Combo, First FloorBR3 (2) Twin Beds, First FloorBR4 (2) Twin Beds, First FloorHall Bath with Shower Stall, First FloorHall Bath with Shower Stall and Jacuzzi Tub, First FloorCottage with Twin Sofabed
West Tisbury 100010
West Tisbury 100010 2
West Tisbury 100010 3
West Tisbury 100010 4
West Tisbury 100010 5
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Pet Friendly
$8,000.00 - $15,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 7
West Tisbury 100010
As you meander through the unique neighborhood of Makonikey in West Tisbury, you can sense your proximity to the ocean. Step onto the outdoor patio, c... Read More
June 2025
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1 2 3 4 5 6 $8,000 7
8 9 10 11 12 13 $9,000 14
15 16 17 18 19 20 $9,000 21
22 23 24 25 26 27 $14,500 28
29 30          
July 2025
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    1 2 3 4 $14,500 5
6 7 8 9 10 11 $14,500 12
13 14 15 16 17 18 $14,500 19
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August 2025
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BR1 Queen, First FloorHall Bath with Tub Shower Combo, First FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 Double, Second Floor
Hot HOT 12
Oak Bluffs 8000
Oak Bluffs 8000 2
Oak Bluffs 8000 3
Oak Bluffs 8000 4
Oak Bluffs 8000 5
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Pet Friendly
$3,000.00 - $6,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 5
Oak Bluffs 8000
This three-bedroom home in downtown Oak Bluffs has been beautifully restored, preserving its historic character while adding modern comforts. Inside, ... Read More
June 2025
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15 16 17 18 19 20 $3,000 21
22 23 24 25 26 27 $4,500 28
29 30          
July 2025
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    1 2 3 4 $4,500 5
6 7 8 9 10 11 $4,500 12
13 14 15 16 17 18 $4,500 19
20 21 22 23 24 25 $5,500 26
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August 2025
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10 11 12 13 14 15 $5,500 16
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BR1 Queen En Suite with Shower Stall and Tub, First FloorBR2 King En Suite with Shower Stall and Tub, Second FloorBR3 (3) Twin Beds, Second FloorBR4 (3) Twin Beds, Second FloorHall Bath with Shower Tub Combo, Second Floor
Chilmark 2063
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Chilmark 2063 3
Chilmark 2063 4
Chilmark 2063 5
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Pet Friendly
$11,500.00 - $14,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Chilmark 2063
Stunning, private, four and a half acre property set high atop shared driveway in Chilmark with association tennis court, dock and water access to pon... Read More
June 2025
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1 2 3 4 5 6 $13,000 7
8 9 10 11 12 13 $13,000 14
15 16 17 18 19 20 $11,500 21
22 23 24 25 26 27 $11,500 28
29 30          
July 2025
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    1 2 3 4 $14,000 5
6 7 8 9 10 11 $14,000 12
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August 2025
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24 25 26 27 28 29 $14,000 30
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BR1 Queen en-suite with tub and hand held shower, 1st floorBR2 Queen, 2nd floorBR3 (2)Twin beds, 2nd floorBR4 Twin bunk bed, 2nd floorHall bath shower stall, 2nd floorBR5 Double en-suite with tub/shower, lower levelAC window units in all bedrooms
Hot HOT 11
Vineyard Haven 1216
Vineyard Haven 1216 2
Vineyard Haven 1216 3
Vineyard Haven 1216 4
Vineyard Haven 1216 5
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Pet Friendly
$7,500.00 - $10,000.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full Bath
Sleeps sleeps 10
Vineyard Haven 1216
The Lothrop Merry House is an antique cape dating back to around 1810. It was relocated to its current site overlooking Vineyard Haven Harbor in 1824,... Read More
June 2025
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1 2 3 4 5 6 $8,000 7
8 9 10 11 12 13 $8,000 14
15 16 17 18 19 20 $8,000 21
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29 30          
July 2025
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    1 2 3 4 $9,000 5
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20 21 22 23 24 25 $10,000 26
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August 2025
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BR1 King En Suite with Tub & Shower Stall, First FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 (2) Twin Beds, Second FloorBR4 (2) Twin Beds, Second FloorHall Bath with Tub Shower Combo, First FloorOverflow: (2) Twin Bunk Beds, Lower LevelPowder Room, Lower Level
West Tisbury 1057
West Tisbury 1057 2
West Tisbury 1057 3
West Tisbury 1057 4
West Tisbury 1057 5
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Pet Friendly
$6,000.00 - $12,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
West Tisbury 1057
A sprawling four bedroom Colonial with wrap-around porch, opening to a sun-filled deck in the midst of the island - privacy and serenity at your finge... Read More
June 2025
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17 18 19 20 21 22 $11,000 23
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BR1 King, Hall Bath with Combination Tub Shower, First Floor BR2 Pair of Twin Over Twin Bunkbeds, Shared Hall Bath of Combination Tub Shower Second Floor BR3 Queen Shared Hall Bath BR4 Primary with King, Ensuite Bath with Shower Second Floor Additional sleeping space on the pull-out sofa in second-floor loft area.
Edgartown Katama 553
Edgartown Katama 553 2
Edgartown Katama 553 3
Edgartown Katama 553 4
Edgartown Katama 553 5
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Pet Friendly
$8,200.00 - $12,300.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 10
Edgartown Katama 553
Gracious and spacious, this 4-bedroom, 3-bath home in Katama sits on two acres and is minutes from South Beach. The open floorplan lends itself to a ... Read More
June 2025
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1 2 3 4 5 6 $8,200 7
8 9 10 11 12 13 $8,200 14
15 16 17 18 19 20 $10,250 21
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July 2025
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24 25 26 27 28 29 $11,275 30
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BR1 King En Suite with Shower Tub Combo, First FloorBR2 Queen En Suite with Shower Tub Combo, First FloorBR3 (2) Twin Beds, Lower LevelHall Bath with Shower Tub Combo, Lower LevelBR4 (2) Twin Beds, Lower LevelAdditional Sleeping: Double Bed, Lower LevelPowder Room, First Floor
Chilmark 2077
Chilmark 2077 2
Chilmark 2077 3
Chilmark 2077 4
Chilmark 2077 5
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Pet Friendly
$8,800.00 - $14,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 9
Chilmark 2077
This four bedroom contemporary is the perfect up-island getaway just a mile from Lucy Vincent Beach, less than 2 miles to the Chilmark Store AND it in... Read More
June 2025
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July 2025
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6 7 8 9 10 11 $12,500 12
13 14 15 16 17 18 $13,000 19
20 21 22 23 24 25 $14,000 26
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August 2025
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17 18 19 20 21 22 $12,500 23
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BR1 King en suite with shower stall, 2nd floorBR2 Queen, 2nd floorBR3 Queen, 2nd floorBR4 Queen, 2nd floorHall bath with tub/shower, 2nd floorBR5 King en suite with separate tub & shower, 2nd floorBR6 (2) Queen beds en suite with shower stall, 2nd floorBR7 Queen, 2nd floor (separate stairs)Hall bath with shower stall, 1st floorLaundry facility, 1st
Edgartown 7044
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Edgartown 7044 3
Edgartown 7044 4
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Pet Friendly
Beds 7 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 14
Edgartown 7044
Spacious, elegant home on seven acres of pristine foliage and curb appeal. A well-equipped kitchen will take any chef to the next level. This property... Read More
June 2025
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1 2 3 4 5 6 $20,000 7
8 9 10 11 12 13 $20,000 14
15 16 17 18 19 20 $20,000 21
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24 25 26 27 28 29 $20,000 30
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BR1 King, Second FloorHall Bath with Tub Shower Combo, Second FloorOverflow (2) Twin Beds, Second FloorOverflow Double, Second Floor LoftHall Bath with Tub Shower Combo, First FloorBR2 Queen, GuesthouseBR3 (2) Twin Beds, GuesthouseHall Bath with Shower Stall, Guesthouse
Edgartown Chappaquiddick 387
Edgartown Chappaquiddick 387 2
Edgartown Chappaquiddick 387 3
Edgartown Chappaquiddick 387 4
Edgartown Chappaquiddick 387 5
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Pet Friendly
$5,000.00 - $7,875.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full Bath
Sleeps sleeps 9
Edgartown Chappaquiddick 387
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgart... Read More
June 2025
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