Pets Considered
the whole family, four legs and all. vacation rental homes where your pet may be just as welcome as you are.
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.
136 properties available
Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's porch. Enjoy private access to Tashmoo Pond, perfect for afternoons spent kayaking and evenings gathered around the fire pit. Recently updated, this home is ready to provide a wonderful Vineyard vacatio
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
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
Less than a mile from the Quammox Preserve beach, this charming two-bedroom home on Chappaquiddick, built in 2018, offers a bright and inviting open-concept layout. The modern kitchen and dining area flow seamlessly into the living room and onto a spacious outdoor porch—perfect for relaxed island living. The main level features a primary en suite b
Edgartown Chappaquiddick 491
Less than a mile from the Quammox Preserve beach, this charming two-bedroom home on Chappaquiddick, built in 2018, offers a bright and inviting open-c... Read More
Less than a mile from the Quammox Preserve beach, this charming two-bedroom home on Chappaquiddick, built in 2018, offers a bright and inviting open-c... Read More
This waterfront home sits at the edge of Katama Bay with fabulous views of the Bay, South Beach and beyond. The first floor offers a well equipped kitchen with breakfast nook, a family room, dining room and private guest suite along with two additional bedrooms. The entirety of the second floor is the primary bedroom and en suite bathroom. Open the
Edgartown Katama 512
This waterfront home sits at the edge of Katama Bay with fabulous views of the Bay, South Beach and beyond. The first floor offers a well equipped kit... Read More
This waterfront home sits at the edge of Katama Bay with fabulous views of the Bay, South Beach and beyond. The first floor offers a well equipped kit... Read More
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgartown Harbor down a long and sloping lawn. With its large outdoor deck and inviting wide open interior, this home provides a wonderful space to explore, relax, and entertain both inside and out. An inte
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
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
Escape to a cozy and well-maintained three-bedroom Oak Bluffs cottage, located on a peaceful street just a short stroll from the harbor and all the village attractions. Immerse yourself in the charm of Oak Bluffs, home to the oldest carousel, gingerbread cottages, and a plethora of fantastic restaurants, nightlife, and shops.
The first floor of thi
Oak Bluffs 850
Escape to a cozy and well-maintained three-bedroom Oak Bluffs cottage, located on a peaceful street just a short stroll from the harbor and all the vi... Read More
Escape to a cozy and well-maintained three-bedroom Oak Bluffs cottage, located on a peaceful street just a short stroll from the harbor and all the vi... Read More
On the cusp of West Chop and a short distance to downtown Vineyard Haven, this three-bedroom home offers both privacy and proximity in one. Once through the foyer, there is a sitting area that opens to a well-appointed kitchen with a center island and seating, followed by a living and dining area with soaring, double-height ceilings and an abundanc
Vineyard Haven 913
On the cusp of West Chop and a short distance to downtown Vineyard Haven, this three-bedroom home offers both privacy and proximity in one. Once throu... Read More
On the cusp of West Chop and a short distance to downtown Vineyard Haven, this three-bedroom home offers both privacy and proximity in one. Once throu... Read More
Chappaquiddick reverse-style three-bedroom home a short distance to Katama Bay (via association stairs). The kitchen and dining flow nicely to the full deck to enjoy outdoor dining and grilling. Just behind the living area is the primary bedroom with queen bed and private bath. There are two first-floor bedrooms, shared hall bath with tub and sh
Edgartown Chappaquiddick 411
Chappaquiddick reverse-style three-bedroom home a short distance to Katama Bay (via association stairs). The kitchen and dining flow nicely to the fu... Read More
Chappaquiddick reverse-style three-bedroom home a short distance to Katama Bay (via association stairs). The kitchen and dining flow nicely to the fu... Read More
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, perfect for swimming and shell fishing, as well as the sand and surf of Washque beach down the road. If you enjoy tennis, bring your rackets as neighborhood courts are within walking distance. This is
Edgartown Chappaquiddick 485
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
Fresh four bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to trails heading into Edgartown through the forest or heading up-island. Furnished with a casually elegant vibe throughout. The first floor offers an open floor plan with plenty of room for social gathering. The first floor also features a fir
Edgartown 7726
Fresh four bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to trails heading into Edgartown through the... Read More
Fresh four bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to trails heading into Edgartown through the... Read More
Gracious and spacious, this 4-bedroom, 3-bath home on two lush acres in Katama and is minutes from South Beach.
The open floorplan lends itself to a relaxing vacation, complete with stunning views of the rolling fields of the Farm Institute and beyond. The fully-equipped gourmet kitchen has a large center island with seating for six, and two dish
Edgartown Katama 553
Gracious and spacious, this 4-bedroom, 3-bath home on two lush acres in Katama and is minutes from South Beach. The open floorplan lends itself to a ... Read More
Gracious and spacious, this 4-bedroom, 3-bath home on two lush acres in Katama and is minutes from South Beach. The open floorplan lends itself to a ... Read More
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupied.) Magnificent views over Menemsha Pond. Access to Hancock Beach with adjacent parking and Menemsha Pond just a few short moments away. First floor has an open kitchen, dining and living room with f
Chilmark 2025
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupi... Read More
Delightful Cape style guesthouse situated on the grounds of a hilltop Chilmark estate. (The estate's main house is rented separately and may be occupi... Read More
This charming three-bedroom Cape is tucked away in a quiet Edgartown neighborhood, offering an ideal setting to unwind and recharge. Featuring an open-concept living room and dining area, it is perfect for gathering after a day of island adventures. Enjoy preparing meals in the kitchen, relaxing in the comfortable living space, or spending time out
Edgartown 720
This charming three-bedroom Cape is tucked away in a quiet Edgartown neighborhood, offering an ideal setting to unwind and recharge. Featuring an open... Read More
This charming three-bedroom Cape is tucked away in a quiet Edgartown neighborhood, offering an ideal setting to unwind and recharge. Featuring an open... Read More
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