Martha's Vineyard Vacation Rentals - Pet Friendly


Properties Available 138 properties available
BR1 Twin daybed, 1st floorHall bath with shower stall, 1st floorBR2 Queen en suite with shower stall, 2nd floorBR3 Queen, 2nd floorBR4 Bunk beds with Twin over Double bed, 2nd floorHall bath with tub/shower, 2nd floorBR5 Queen, lower levelHall full bathroom lower level
Hot HOT 13
Pet Friendly
$2,900.00 - $6,500.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps 7 sleeps
West Tisbury 100046
This beautiful 1.5 acre wooded lot is surrounded by state forest and wildlife preserve. This house comfortably accommodates nine guests with five bedr... Read More
June 2025
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1 2 3 4 5 6 $4500 7
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15 16 17 18 19 20 $4500 21
22 23 24 25 26 27 $5500 28
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July 2025
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    1 2 3 4 $6250 5
6 7 8 9 10 11 $6250 12
13 14 15 16 17 18 $6250 19
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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
Pet Friendly
$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
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 $15000 7
8 9 10 11 12 13 $15000 14
15 16 17 18 19 20 $15000 21
22 23 24 25 26 27 $20000 28
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July 2025
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    1 2 3 4 $20000 5
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13 14 15 16 17 18 $20000 19
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August 2025
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10 11 12 13 14 15 $20000 16
17 18 19 20 21 22 $18000 23
24 25 26 27 28 29 $15000 30
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BR1 Double en suite with tub/shower, 1st floor (separate entrance off deck)BR2 Queen, 1st floorBR3 Bunk beds and twin bed, 1st floorBR4 (2)Twin beds, 1st floorHall bath, 1st floor
Pet Friendly
$2,750.00 - $6,900.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps 9 sleeps
Vineyard Haven 985
"Back in Time Cottage" LOCATION, LOCATION, LOCATION! Very Charming Vineyard cottage with two private beaches on beautiful Lake Tashmoo. Each of the ma... Read More
June 2025
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15 16 17 18 19 20 $5000 21
22 23 24 25 26 27 $5500 28
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July 2025
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    1 2 3 4 $6900 5
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20 21 22 23 24 25 $6900 26
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August 2025
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10 11 12 13 14 15 $6900 16
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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
Pet Friendly
$8,000.00 - $15,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps 7 sleeps
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 $8000 7
8 9 10 11 12 13 $9000 14
15 16 17 18 19 20 $9000 21
22 23 24 25 26 27 $14500 28
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July 2025
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    1 2 3 4 $14500 5
6 7 8 9 10 11 $14500 12
13 14 15 16 17 18 $14500 19
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August 2025
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BR1 King en suite with shower, 2nd floorBR2 Queen en suite with shower, 1st floorBR3 Queen en suite with shower, 1st floorBR4 (2) Twin beds, 1st floorHall bath with tub/shower, 1st floorSitting room with daybed, 1st floor
Pet Friendly
$10,000.00 - $30,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full Bath
Sleeps 8 sleeps
Edgartown Downtown 285
DEXTER HOUSE - Part of a two house waterfront complex overlooking the harbor with spectacular views of Chappaquiddick and the Vineyard Sound. The livi... Read More
June 2025
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1 2 3 4 5 6 $15000 7
8 9 10 11 12 13 $20000 14
15 16 17 18 19 20 $20000 21
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20 21 22 23 24 25 $30000 26
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August 2025
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3 4 5 6 7 8 9
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17 18 19 20 21 22 $30000 23
24 25 26 27 28 29 $30000 30
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BR1 King, 1st floorHall bath with tub/shower, 1st floorBR2 Queen, 2nd floorBR3 (2) Twin beds, 2nd floorHall bath with tub/shower, 2nd floorLaundry facility, 1st floor
Hot HOT 11
Pet Friendly
$2,600.00 - $4,900.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Edgartown Katama 607
A lovely contemporary home with three bedrooms and two full bathrooms, in the heart of Katama. Comfortable, quiet - with a bright open floor plan, cat... Read More
June 2025
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Left wing bedrooms:BR1 King, 1st floorBR2 Twin over Full Bunk Bed 1st floorBR3 Twin over Full Bunk Bed, 1st floorHall bath tub w/ french shower, 1st floor Right wing bedrooms:BR4 King & (2)Twin beds, 1st floorBR5 king, 1st floorHall bath tub w/french shower and laundry, 1st floor
Hot HOT 52
Pet Friendly
$7,100.00 - $9,600.00 / per week + taxes and fees
Beds 5 beds
Baths 2 Full Bath
Sleeps 12 sleeps
Edgartown Chappaquiddick 307
Stunning Chappaquiddick home on the North Neck bluff with views out to the sound and grand steps down to private dock and over 450 feet of private bea... Read More
June 2025
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15 16 17 18 19 20 $8100 21
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10 11 12 13 14 15 $8100 16
17 18 19 20 21 22 $8100 23
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BR1 Queen En Suite, First FloorBR2 Queen, First Floor BR3 Double, First FloorBR 4: Double, First FloorAdditional Sleeping (2) Small Twin Beds, Second Floor Den: pull out sofa
Hot HOT 10
Pet Friendly
$3,240.00 - $5,740.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 6 sleeps
Edgartown Katama 533
Welcome to the perfect getaway! This 4-bedroom home is ideally located just a mile away from the stunning South Beach and a short 3-mile distance from... Read More
June 2025
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1 2 3 4 5 6 $5530 7
8 9 10 11 12 13 $5530 14
15 16 17 18 19 20 $5530 21
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July 2025
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    1 2 3 4 $5740 5
6 7 8 9 10 11 $5740 12
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August 2025
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          1 $5740 2
3 4 5 6 7 8 $5740 9
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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
Pet Friendly
$8,000.00 - $16,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
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 $10500 7
8 9 10 11 12 13 $10500 14
15 16 17 18 19 20 $10500 21
22 23 24 25 26 27 $15500 28
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July 2025
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    1 2 3 4 $15500 5
6 7 8 9 10 11 $15500 12
13 14 15 16 17 18 $15500 19
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BR1 King or (2)Twin beds, 2nd floorBR2 Queen, 2nd floorBR3 Double size Bunk bed, 2nd floorBR4 (2)Twin beds, 2nd floorHall bath tub w/french shower, 2nd floorBR5 King or (2)Twin beds, 3rd floorBR6 Double bed, 3rd floorHall bath tub w/french shower, 3rd floor Hall bath with shower stall, 1st floor
Pet Friendly
$5,500.00 - $8,000.00 / per week + taxes and fees
Beds 6 beds
Baths 3 Full Bath
Sleeps 12 sleeps
Edgartown Downtown 27
This six bedroom in town Edgartown home, off of North Summer Street is in great proximity to all you need while vacationing on the spectacular island ... Read More
June 2025
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1 2 3 4 5 6 $5500 7
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BR1 King En Suite with Separate Tub/Shower Stall, First FloorBR2 King, First FloorHall Bath with Shower Stall, First FloorBR3 Queen, First Floor Hall Bath with Tub/Shower, First FloorBR4 Queen, Lower LevelHall Bath with Shower Stall, Lower LevelBR5 (2) Twin Beds, Lower LevelPowder Room, First Floor
Pet Friendly
$7,000.00 - $17,500.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 12 sleeps
Edgartown Chappaquiddick 360
Are you in need of a spacious and luxurious vacation rental for your next getaway? Look no further. This sprawling 5 bedroom home is perfect for group... Read More
June 2025
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1 2 3 4 5 6 $7000 7
8 9 10 11 12 13 $7000 14
15 16 17 18 19 20 $7000 21
22 23 24 25 26 27 $14000 28
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July 2025
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    1 2 3 4 $14000 5
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20 21 22 23 24 25 $14000 26
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August 2025
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          1 $14000 2
3 4 5 6 7 8 $14000 9
10 11 12 13 14 15 $14000 16
17 18 19 20 21 22 $17500 23
24 25 26 27 28 29 $17500 30
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BR1 King with flat screen tv, 1st floorBR2 (2)Bunk beds (Twin/Double & Twin/Twin), 1st floorAdjoined bath with shower, 1st floor (shared by BR's 1 & 2)BR3 King, 1st floorHall bath with tub/shower, 1st floorHalf bath, 2nd floorBR4 King primary en suite separate tub and shower with balcony, 3rd floorBR5 (2)Twin beds en suite half bath with flat scree
Pet Friendly
$4,500.00 - $14,050.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps 12 sleeps
Edgartown Katama 585
Surrounded by lush landscaping, this stunning five bedroom reverse-style home mimics a laid-back sort of luxury - elegant accent pieces pair with fine... Read More
June 2025
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