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Martha’s Vineyard is an island that technically belongs to the state of Massachusetts. Those who spend their summer vacation there, have to access it by boat or plane, as there is not any bridge that connects it to the mainland. This might be one of the things that makes it such an incredible disconnecting destination — as well as one of the best beach vacation destinations in New England. Come for the lobster rolls, historic villages, or just the peaceful sandy beaches—these cottages will serve as an ideal home base when here, while at times offering a glimpse into the past.
Martha's Vineyard Getaway Cottage - Tisbury
This budget-friendly cabin is ideal for families. It features high ceilings with exposed beams, an adorable corner kitchen set at an angle with bright cabinets, and a perfectly sized porch for sitting outside on a sunshine filled day. A washer and dryer, and solid Wi-Fi are just two of the conveniences for vacationers who want to feel right at home.
Walk to Town & Water - Summer Cottage - Tisbury
Simple and clean, this is an ideal summer cottage to escape busy city life. The layout is small, but surprisingly open, with a lovely kitchen and a micro-sized breakfast bar. Outside, guests will find a large deck for soaking up some vitamin D, and even an outdoor shower from when returning from the beach. You can walk there — so bonus!
Charming Waterfront Cottage on Martha's Vineyard - Oak Bluffs
Bring your beach chairs, because when staying here, a few short steps will take you to the New England waters. This cottage has that traditional cedar shake siding that has been gently weathered over time, with an extra eye-catching corner with huge windows, providing perfect views from the kitchen table. Imagine whipping up some lobster eggs benedict and watching the sunrise from this scenic spot.
Menemsha Village - Davis Cottage - Chilmark
This cottage resides is a historic fishing village. You can feel the rich history that runs through the surroundings, as well as the cottage. Guests rave about the location, as this little village is not over developed and remains a peaceful escape — yet another reason Martha’s Vineyard is considered one of the cutest beach towns in New England. Guests can walk to swimming areas, the fish market, and other endearing sites.
Not Your Great Aunt's Island Cottage - Tisbury
When approaching from the front of the exterior, you’re going to think this is a traditional Martha’s Vineyard dwelling. But upon entering, crisp-yet-elegant finishes create a somewhat contemporary appeal. High ceilings, sleek kitchen appliances, and a striking backyard patio are just some of the perfectly accompanying elements.
Private Beach Waterfront Family Cottage - Oak Bluffs
Families will find this rental to be convenient and spacious. A large family room and a handful of sleeping spaces can accommodate seven guests. A washer and dryer, kitchen, and lovely backyard complement the family vacation abode. Guests can walk to the beach, so it’s nice not to have to load the kids up in the car! You can never get all of the sand out!
Delilah & Joseph Pierce House - East Chop
Travel back to the 1960s, when this charming home was built. The surrounding neighborhood is equally as adorable, and the pops of red color have given the kitchen a fun vibe. Families often book this home when visiting the Oak Bluffs area of Martha’s Vineyard. It’s the perfect size for families of four, and the porch is a wonderful addition.
East Chop Cottage - Oak Bluffs
We can almost imagine a lobster fisherman living here years ago. Lobster fishing buoys hang from the rustic exterior, but the hosts have brought the interior to life with beautiful colors of blue and white, and elegant furnishings. We especially love the cozy A-frame sleeping area, and the nearby surroundings that feature a lighthouse.
Stroll to Edgartown - Edgartown
Ditch the car when staying at this updated cottage, which resides near Edgartown Village, a playground, and the beach. Inside is a combination of humble and modern, with the kitchen being a place where everyone will want to gather. The back patio is freshly constructed with beautiful sleek wood – perfect for enjoying breezy nights.
Waterfront Cottage, Downtown w/ Beach - Tisbury
Watch boats chug in and out of the marina while sipping your morning coffee from the spacious deck. The interior of the home is light and bright, a lot like a luxury spa hotel – but much cozier. We love the fully tiled bathroom with a rain shower head that displays calming colors.
MV Beach Rose Near Beach & Town - Oak Bluffs
Trust us, you are going to fall in love with that powdery pink exterior and teal blue interior floor. The exposed beam ceilings bring enough of a neutral element to pull it all together. The traditional Victorian home still features those intricate details that made this era of building so incredibly special. Of course, it is located in a well-known historic area of Martha’s Vineyard, and the beach or town can be accessed on foot.
Coastal Cottage in the Heart of Katama - Edgartown
A local author and charter fisherman are the hosts of this wonderfully basic cabin. So if you’re looking for an immersive experience, they can absolutely provide that. Guests will take home complimentary copies of books about the island, and can even arrange boat adventures out onto the water. Inside will meet all of your needs and has an overall welcoming feel.
Charming Menemsha Cottage - Chilmark
Families have enjoyed this quintessential home since the 1950s. The traditional siding is beautifully intact and the interior of the home was fully renovated in 2014. However, all of the charm is still there. The location is excellent, near a delicious deli that serves a solid lobster roll and fish sandwiches.
Private Guest House that Sleeps 4 - West Tisbury
Vacationers will enter through the greenhouse, which in itself is pretty cool. The home has a lovely feel, and is one of the more affordable options on the island. Guests note that they spent as long as two weeks at this home away from home, and that it sits on a farm with a handful of different animals.
