Martha's Vineyard Vacation Rentals - Pet Friendly


Properties Available 138 properties available
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bathroom. The first-floor king suite features a spacious en-suite bathroom complete with a soaking tub and a separate shower. On the second floor, you will find four additional en-suite bedrooms along wit
$16,000.00 - $33,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Oak Bluffs 826
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bath... Read More
June 2026
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This property will be your home-away-from-home, nestled in the peaceful and private West Chop neighborhood, but only 1 mile from downtown Vineyard Haven. Everything that Martha's Vineyard has to offer will be at your fingertips: the shops and restaurants of Vineyard Haven, the ferry terminal from Woods Hole, several public beaches, countless walkin
Ferry Tickets Ferry Tickets
Ferry Tickets
July 18th - July 25th, August 22nd - August 29th
$2,450.00 - $5,150.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full Bath
Sleeps sleeps 4
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Vineyard Haven 904
This property will be your home-away-from-home, nestled in the peaceful and private West Chop neighborhood, but only 1 mile from downtown Vineyard Hav... Read More
June 2026
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  1 2 3 4 5 $3,850 6
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This Charming Chappaquiddick 2 bedroom home has been lovingly updated and boasts an additional bedroom and full en suite bathroom in the garage apartment with private access. The main house has Central AC throughout and a Mini Split unit keeps the guest apartment cool. Settle in and enjoy the fully equipped kitchen, main floor living area, and bonu
$4,900.00 - $6,825.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 343
This Charming Chappaquiddick 2 bedroom home has been lovingly updated and boasts an additional bedroom and full en suite bathroom in the garage apartm... Read More
June 2026
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This lovely three bedroom home in Aquinnah, with breathtaking water views is a fabulous summer rental for those that love the rural up island setting of Martha's Vineyard. The owners have an Aquinnah parking pass available for each tenant, this pass allows parking at Lobsterville Beach, Menemsha Pond and West Basin. This home offers a truly specia
$3,000.00 - $4,800.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Aquinnah 2521
This lovely three bedroom home in Aquinnah, with breathtaking water views is a fabulous summer rental for those that love the rural up island setting ... Read More
June 2026
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  1 2 3 4 5 $3,500 6
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Enjoy a getaway with family or friends and settle in to this cozy, spacious, Martha's Vineyard home. Two private 1st floor bedrooms share a bathroom and offer a separate exterior entrance through BR 1. Gather and relax in the open-concept kitchen and dining space with a farm-house style table big enough for the whole group. Watch a movie or play a
$3,500.00 - $12,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown 587
Enjoy a getaway with family or friends and settle in to this cozy, spacious, Martha's Vineyard home. Two private 1st floor bedrooms share a bathroom a... Read More
June 2026
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  1 2 3 4 5 $4,500 6
7 8 9 10 11 12 $5,000 13
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July 2026
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Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally built in the 1940s for Broadway star Katharine Cornell, this extraordinary beachfront compound has welcomed generations of notable guests from the worlds of theater, film, literature, and politics. Surro
$125,000.00 / per week + taxes and fees
Beds 9 beds
Baths 9 Full, 1 Half Bath
Sleeps sleeps 16
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Vineyard Haven 907
Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally bui... Read More
June 2026
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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 includes a key/access to private Black Point Beach. The home has distant views of the Atlantic, is privately situated on over three acres of land and is light and bright with lots of windows and warm wo
Ferry Tickets Ferry Tickets
Ferry Tickets
August 15th - August 22nd
$8,800.00 - $14,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 9
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
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 2026
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Welcome to your perfect getaway in this beautifully renovated cottage in Oak Bluffs, Martha's Vineyard. This cottage features three bedrooms, making it an ideal spot for family vacations. There is a first floor bedroom and a full bath on the first floor. On the second floor there are two bedrooms and a half bath. Just steps from Inkwell Beach offer
$2,290.00 - $7,790.00 / per week + taxes and fees
Beds 3 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8139
Welcome to your perfect getaway in this beautifully renovated cottage in Oak Bluffs, Martha's Vineyard. This cottage features three bedrooms, making i... Read More
June 2026
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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, complete with a dining area and gas grill, to relax and unwind, this is the place where you and your family/friends will spend the afternoons. Evenings will be spent in the large family room complete w
Hot HOT 37
$8,000.00 - $15,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 7
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
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 2026
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A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations wants AND needs. The reverse floorplan has 3 bedrooms, two baths and a beautiful living space on the first floor, along with expansive windows and doors to beyond. The second floor unfolds in an open c
$10,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 5022
A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations w... Read More
June 2026
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Take in the breathtaking views at this waterfront property in Upper Makonikey. This single-story, three-bedroom, two bath home makes for easy accommodations for guests of all ages. As you enter, you'll find an open-concept area that encompasses the living room, dining room, and kitchen. The living room features a wall of windows and double sliding
$9,000.00 - $10,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
West Tisbury 1003
Take in the breathtaking views at this waterfront property in Upper Makonikey. This single-story, three-bedroom, two bath home makes for easy accommod... Read More
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This spacious 5 Bedroom home with a brand-new 20x60 saltwater pool and 8x12 hot tub is the ultimate Chappy getaway. Walk into the main level and you will find 4 of the 5 bedrooms, 2 full bathrooms and comfortable living space. Upstairs is the main living area, open concept kitchen, dining space, and primary en suite bedroom which all offer stunning
$12,000.00 - $17,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 12
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 421
This spacious 5 Bedroom home with a brand-new 20x60 saltwater pool and 8x12 hot tub is the ultimate Chappy getaway. Walk into the main level and you w... Read More
June 2026
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