Pets Considered
Leaving a pet behind is one of the hardest parts of taking a vacation. Boarding costs add up, the guilt lingers, and let's be honest — the tail-wagging reunion at pickup doesn't entirely make up for it. If you've ever wished you could simply bring them along, Martha's Vineyard has good news: the island is a wonderful place to explore with a four-legged companion, and this collection of homes includes properties whose owners may welcome pets.
Sandy paws on beach walks, morning runs along quiet lanes, an evening on the porch with your dog at your feet — a Vineyard vacation with your pet can be every bit as relaxing as one without. These homes have been selected because their owners have indicated an openness to guests traveling with animals, giving pet owners a genuine place to start their search rather than sifting through listings one by one.
The best vacations are the ones where no one gets left behind — and that includes the ones who greet you at the door every single day.
A note on pet policies: Each owner sets their own rules around pets — including size, breed, number of animals, and any additional fees. Always confirm the details directly with us before you narrow your decision to one home to make sure your specific situation is a good fit.
Browse below and find a home that works for every member of your family.
Sitting atop Wasque Hill, the highest house on Chappaquiddick, rests among three forested acres. This dramatic home offers 360-degree views of Chappaq... Read More
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. The upper level... Read More
Looking for a cozy and inviting house for rent in Oak Bluffs? This beautiful property is located just a mile and a half from the beach, making it the ... Read More
Located within Felix Neck Wildlife Sanctuary, this six-bedroom home offers both unparalleled privacy and spectacular sunsets across Sengekontacket Pon... Read More
Let the vacation begin! In Edgartown, equal distance from South Beach and State beach and a very central location. The traditional cape style home has... Read More
Perfectly situated just beyond downtown Edgartown and on the cusp of Katama, this charming three-bedroom home is a stone's throw from it all. Exuding... Read More
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
Vineyard Haven's Historic District is host to the 1805 Edmund Crowell House. This 5-bedroom home overlooks Vineyard Haven harbor, just steps from the... Read More
It is rare to wake up to the sound of the tide lapping the large rock of Lamberts Cove Beach. While a treat to be among the few with access, it is alm... Read More
Welcome to your dream retreat, a stunning home set behind a private gate on a hillside with breathtaking views of Squibnocket Pond and the beautiful S... Read More
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home... Read More
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