Martha's Vineyard, Massachusetts
60 properties available
Oak Leaf Cape Cottage
Located walking distance to the center of Oak Bluffs, this 4BR/2BA home offers a relaxing retreat close to all the action, with plenty of room to spread out and get comfortable.
Stroll to Inkwell Beach or an array of local eateries. Walk to the ferry dock and set off on a scenic day trip to Nantucket.
Dine alfresco at a sha
Pretty on Prada
Charming and quaint, this four-bedroom cedar shake home set on a private, wooded lot is your perfect home base for a Martha’s Vineyard vacation. Tucked onto a quiet street between historic downtown Edgartown and Katama (South) Beach, you’ll have easy access to both – and beyond – via nearby bike paths. Both the Nantucket and Cape
Lookout Cottage
Escape to this charming house in Edgartown, MA, just steps away from Sengekontacket Pond and a short distance from the state beach. With paddleboards and kayaks available for your use, you can easily explore the serene waters surrounding the property.
The house features a large entertaining deck where you can relax and enjoy the
Sunny Side Up
Freshly remodeled with brand new furnishings throughout, this Oak Bluffs home is the perfect blend of modern comfort and classic Vineyard charm. Spend your mornings with a newspaper and a cup of coffee on the porch swing, relish in the cool island breezes on the sun deck and the back deck, and enjoy wonderful access to local beaches,
Nana’s Big Treehouse
Escape from the hustle and bustle of daily city life and reconnect with nature at this beautifully furnished house and guest house! This quiet retreat enjoys a secluded location just down the road from Lamber's Cove Beach and near a market for added convenience and fantastic attractions, including Polly Hill Arboretum, Martha'
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining
Beachfront bliss awaits you on Martha’s Vineyard at this 5BR home! Spend sunny days splashing in the surf at the beach in your backyard. Later, kick back in the wraparound sunroom to admire passing ships or watch the sunset over Vineyard Haven Harbor. This classic beach hou
Tiffany's Treasure
This two-story home will be just the perfect place to bring the whole family for an unforgettable vacation to Oak Bluffs! Nestled in the woods on a beautiful 1.58-acre lot and adjacent to the Trailhead Southern trails, this private home away from home is the perfect retreat if you are searching for endless peace of mind.
You w
Edgartown Cozy Corner
If you're seeking a comfortable escape on Martha's Vineyard, look no further than this quaint and spacious cottage in Edgartown, featuring bright and comfortable living areas and a private in-law apartment that can be rented separately. Watch a favorite show or movie on the flatscreen TV, enjoy one of the provided books in th
Chilmark Guest House
Tucked away in a private glen on three secluded acres, this light-filled home in Chilmark is Martha's Vineyard at its most peaceful. It's the perfect escape for beach-goers, as it sits within minutes of Menemsha (three miles), Lucy Vincent Beach (four miles), and Squibnocket Beach (five miles).
The house enjoys a beautiful, na
The Pinkletink
Full of classic island charm and beautiful views of the surrounding brush and wetlands, this authentic Oak Bluffs cottage offers the quintessential Martha's Vineyard experience. Walk or ride your bikes into town and to Inkwell Beach, and be greeted back at home by a serene setting you won't find anywhere else.
Named for the island'
Cozy Corner
Escape to Martha's Vineyard and book your next stay at this adorable cottage in Edgartown, featuring bright and cheerful living spaces. Watch your favorite movie on the flatscreen TV, enjoy one of the provided books in the sunlit bay window bench, or venture out to the back deck to enjoy the pristine, landscaped yard.
Less than a half
Sankofa House
Nestled in the historic Vineyard Highlands at the beginning of the African American Heritage Trail, this charming home in Oak Bluffs, MA, offers a unique and inviting retreat for your vacation. The newly renovated cottage-style house is located in the sought-after East Chop area, providing a perfect blend of tranquility and convenien
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