Martha's Vineyard Vacation Rentals - Pet Friendly

Properties Available 134 properties available
BR1 King en suite tub and shower with sitting room, 2nd floorBR2 (2)Twin beds en suite with shower, 2nd floorBR3 Queen en suite with tub/shower, 2nd floor Additional sleeping space with pair of full over full bunk beds, second floorHalf bath, 1st floor
Edgartown Chappaquiddick 495
Edgartown Chappaquiddick 495 2
Edgartown Chappaquiddick 495 3
Edgartown Chappaquiddick 495 4
Edgartown Chappaquiddick 495 5
Prev
Next
Pet Friendly
$10,500.00 - $19,500.00 / per week + taxes and fees
Beds 3 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Chappaquiddick 495
Pristine Chappy property located on the top of Manaca Hill with water views of Katama Bay and Edgartown harbor. This custom gambrel home offers recent... Read More
June 2025
Su Mo Tu We Th Fr Sa
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 $10,500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $18,500 5
6 7 8 9 10 11 $17,500 12
13 14 15 16 17 18 $17,500 19
20 21 22 23 24 25 $19,500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $19,500 2
3 4 5 6 7 8 $19,500 9
10 11 12 13 14 15 $19,500 16
17 18 19 20 21 22 $19,500 23
24 25 26 27 28 29 $19,500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
Main house:BR1 Queen En Suite with Shower, First FloorBR2 King En Suite with Shower Stall and Tub, Second FloorBR3 Queen En Suite with Shower, Second FloorBR4 Queen En Suite with Shower, Second FloorBR5 Queen En Suite with Shower, Second FloorGuesthouse barn:BR6 Queen, Second FloorHall Bath Shower Stall, Second Floor
Chilmark 2010
Chilmark 2010 2
Chilmark 2010 3
Chilmark 2010 4
Chilmark 2010 5
Prev
Next
Pet Friendly
$38,000.00 / per week + taxes and fees
Beds 6 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 12
Chilmark 2010
Just a short distance down a charming up-island road, you will find this six bedroom estate, perfectly placed within it's surroundings, as if drawn o... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
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
Prev
Next
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
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $11,000 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
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
Chilmark 2063 2
Chilmark 2063 3
Chilmark 2063 4
Chilmark 2063 5
Prev
Next
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
Su Mo Tu We Th Fr Sa
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
Su Mo Tu We Th Fr Sa
    1 2 3 4 $14,000 5
6 7 8 9 10 11 $14,000 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $14,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen with private hall bath of tub/shower combo, 2nd floorBR2 (2) Twins, 1st floorHall bath with shower stall and laundry, 1st floor
Vineyard Haven 904
Vineyard Haven 904 2
Vineyard Haven 904 3
Vineyard Haven 904 4
Vineyard Haven 904 5
Prev
Next
Pet Friendly
$2,450.00 - $5,150.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full Bath
Sleeps sleeps 4
Vineyard Haven 904
Charming Post and Beam in a quiet West Chop neighborhood. The open living space makes it possible to visit with family and friends while prepping mea... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $3,850 7
8 9 10 11 12 13 $3,850 14
15 16 17 18 19 20 $4,000 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King en suite with shower and tub, 1st floorBR2 King en suite with shower, 1st floorBR3King en suite with shower, 2nd floorBR4 (2) Twins with hall bath, 2nd floor
Oak Bluffs 824
Oak Bluffs 824 2
Oak Bluffs 824 3
Oak Bluffs 824 4
Oak Bluffs 824 5
Prev
Next
Pet Friendly
$5,000.00 - $15,800.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Oak Bluffs 824
Welcome to your dream vacation home! This stunning 4 bedroom, 2-story home is located on the lagoon waterfront of Oak Bluffs, Massachusetts, and offer... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 $11,500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $9,500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King & Twin Bed En Suite with Shower Stall and Tub AC mini-split, Second FloorBR2 Queen AC mini-split, First FloorHall Bath with Shower Stall and Tub, First FloorBR3 (2) Twin Beds AC mini-split, First FloorOverflow: Den Queen sleep sofa no AC, Second Floor
Hot HOT 12
Vineyard Haven 1266
Vineyard Haven 1266 2
Vineyard Haven 1266 3
Vineyard Haven 1266 4
Vineyard Haven 1266 5
Prev
Next
Pet Friendly
$3,000.00 - $7,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 9
Vineyard Haven 1266
Nestled in the heart of Vineyard Haven, this charming three-bedroom property offers the perfect blend of tranquility and convenience. Situated in the ... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $4,500 7
8 9 10 11 12 13 $4,500 14
15 16 17 18 19 20 $4,500 21
22 23 24 25 26 27 $7,000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $7,000 5
6 7 8 9 10 11 $7,000 12
13 14 15 16 17 18 $7,000 19
20 21 22 23 24 25 $7,500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $7,500 2
3 4 5 6 7 8 $7,500 9
10 11 12 13 14 15 $7,500 16
17 18 19 20 21 22 $7,500 23
24 25 26 27 28 29 $7,500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen en suite tub/shower, 1st floor BR2 (2)Twin beds, 1st floorHall bath shower stall, 1st floorBR3 Queen, 2nd floorHall bath shower stall, 2nd floorTwin Bunk bed in loft area, 2nd floor Half bath & laundry located off kitchen
West Tisbury 1087
West Tisbury 1087 2
West Tisbury 1087 3
West Tisbury 1087 4
West Tisbury 1087 5
Prev
Next
Pet Friendly
$4,000.00 - $9,750.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
West Tisbury 1087
Serenity at its best! This beautifully appointed property in Makonikey in West Tisbury offers scenic views and a private setting. A kitchen with a vie... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5,750 7
8 9 10 11 12 13 $5,750 14
15 16 17 18 19 20 $7,500 21
22 23 24 25 26 27 $9,750 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $9,750 5
6 7 8 9 10 11 $9,750 12
13 14 15 16 17 18 $9,750 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $9,750 2
3 4 5 6 7 8 $9,750 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $9,750 23
24 25 26 27 28 29 $7,500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen, 1st FloorBR2 Bunk Beds and Trundle (4) Twins, 1st FloorHall bath with Tub/Shower Combo, 1st FloorBR3 Queen en suite with Tub/Shower, 2nd FloorLaundry facilities, Lower Level (photo not shown)Bathroom with Shower Stall, Lower Level
Oak Bluffs 8135
Oak Bluffs 8135 2
Oak Bluffs 8135 3
Oak Bluffs 8135 4
Oak Bluffs 8135 5
Prev
Next
Pet Friendly
$3,000.00 - $7,500.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full Bath
Sleeps sleeps 8
Oak Bluffs 8135
Barnes Road, to Linden Avenue sits a three bedroom, three bathroom home with an open floor plan of stainless steel kitchen appliances, granite counter... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5,000 7
8 9 10 11 12 13 $5,000 14
15 16 17 18 19 20 $5,500 21
22 23 24 25 26 27 $5,500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $5,500 5
6 7 8 9 10 11 $5,500 12
13 14 15 16 17 18 $5,500 19
20 21 22 23 24 25 $7,500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $7,500 23
24 25 26 27 28 29 $4,500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
Edgartown Katama 7190
Tennis, anyone? A beautiful one-bedroom cottage with a large, open concept floor plan, a kitchen with breakfast bar and living room with cathedral cei... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $3,850 5
6 7 8 9 10 11 $3,850 12
13 14 15 16 17 18 $3,850 19
20 21 22 23 24 25 $3,850 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $4,150 2
3 4 5 6 7 8 $4,150 9
10 11 12 13 14 15 $4,150 16
17 18 19 20 21 22 $4,150 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King or two twins, 1st floorBR2 Queen, 1st floorHall bath with tub/shower, 1st floorBR3 Queen, 2nd floorBR4 Double & Twin Bed, 2nd floorHall bath with tub/shower, 2nd floorLaundry facilities, 1st floor
Hot HOT 12
Oak Bluffs 8132
Oak Bluffs 8132 2
Oak Bluffs 8132 3
Oak Bluffs 8132 4
Oak Bluffs 8132 5
Prev
Next
Pet Friendly
$6,000.00 - $7,000.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps sleeps 8
Oak Bluffs 8132
Situated just about a mile from Oak Bluffs downtown and town beaches, is this charming four bedroom two bathroom home. It is comfortably furnished equ... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $6,000 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 $7,000 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 $7,000 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen En Suite with Shower Stall & Tub, First FloorBR2 Double & Twin En Suite with Shower Stall, Second FloorBR3 (2) Twin Beds, Second FloorHall Bath with Tub Shower Combo, Second FloorPowder Room, First FloorDouble Sofa Bed in Office, Second Floor
Vineyard Haven 1260
Vineyard Haven 1260 2
Vineyard Haven 1260 3
Vineyard Haven 1260 4
Vineyard Haven 1260 5
Prev
Next
Pet Friendly
$6,000.00 - $11,000.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Vineyard Haven 1260
Picture yourself on a Vineyard vacation in this modern contemporary home in the perfect setting in Tisbury. This two-level property features three bed... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 $11,000 21
22 23 24 25 26 27 $11,000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $11,000 5
6 7 8 9 10 11 $11,000 12
13 14 15 16 17 18 $11,000 19
20 21 22 23 24 25 $11,000 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tell us what you're looking for and someone will contact you with available options.

I agree