Martha's Vineyard Vacation Rentals
650 properties available
Enjoy this sprawling property packed with activities for all, and fantastic views of the ocean. This home includes a spacious main house, guest house, and oversized deck, perfect for entertaining, grilling and memorable evenings. The nearby guest house includes a king bed, kitchenette, and full bath. This home includes many amenities for all to enj
Oak Bluffs 812
Enjoy this sprawling property packed with activities for all, and fantastic views of the ocean. This home includes a spacious main house, guest house,... Read More
Enjoy this sprawling property packed with activities for all, and fantastic views of the ocean. This home includes a spacious main house, guest house,... Read More
A unique gem of a Summer vacation just calls for sitting around a fire pit and toasting marshmallows. The outdoor area features a slate patio with a gas grill, a nice area for dining and a yard big enough for any outdoor game. If you are not feeling up for full on outdoors, transition into the sunroom where you can relax in front of the flat scre
Edgartown 704
A unique gem of a Summer vacation just calls for sitting around a fire pit and toasting marshmallows. The outdoor area features a slate patio with a... Read More
A unique gem of a Summer vacation just calls for sitting around a fire pit and toasting marshmallows. The outdoor area features a slate patio with a... Read More
This beautifully crafted farmhouse offers the perfect Vineyard escape. Centrally located, in Major's Cove, the home provides easy access to Edgartown, Oak Bluffs, Vineyard Haven, and the up-island towns. The thoughtfully designed interior features an open-concept living area with a well-appointed kitchen, dining area, and two inviting gathering s
Edgartown 707
This beautifully crafted farmhouse offers the perfect Vineyard escape. Centrally located, in Major's Cove, the home provides easy access to Edgartown... Read More
This beautifully crafted farmhouse offers the perfect Vineyard escape. Centrally located, in Major's Cove, the home provides easy access to Edgartown... Read More
Beautifully restored Martha's Vineyard summer cottage on the water. Enjoy summer days in casual comfort from sun up to sun down. Lovely views across Vineyard Sound. Property located across street from the Vineyard Haven Yacht Club. Thoughtful details were not overlooked in this restoration project giving you traditonal Vineyard summers in the comfo
Vineyard Haven 1206
Beautifully restored Martha's Vineyard summer cottage on the water. Enjoy summer days in casual comfort from sun up to sun down. Lovely views across V... Read More
Beautifully restored Martha's Vineyard summer cottage on the water. Enjoy summer days in casual comfort from sun up to sun down. Lovely views across V... Read More
Nestled in a quiet area of Oak Bluffs, yet convenient to all areas of the island, this inviting renovated colonial is the ideal spot for a peaceful island retreat. Enjoy plenty of space to relax and unwind with a spacious kitchen, living room, dining room, sitting room, and a sunlit TV room. Upstairs, three cozy bedrooms await, including the ensuit
Oak Bluffs 8063
Nestled in a quiet area of Oak Bluffs, yet convenient to all areas of the island, this inviting renovated colonial is the ideal spot for a peaceful is... Read More
Nestled in a quiet area of Oak Bluffs, yet convenient to all areas of the island, this inviting renovated colonial is the ideal spot for a peaceful is... Read More
Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces and is the perfect vacation escape. The 3 bed 2 bath includes 2 Queen bedrooms that share a hall full bathroom and a main bedroom complete with a king bed and ensuite full bathroom. The upstairs open c
Chilmark 2056
Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces a... Read More
Beautiful Chilmark with modern renovation located half a mile from the historical Menemsha Harbor. This reverse living home offers large open spaces a... Read More
Escape to a breathtaking oasis on the Chilmark north shore, where stunning sunsets and exclusive privacy await you. Nestled between a wooded hill and a sprawling 200-acre private estate, this four-acre waterfront paradise is truly one-of-a-kind. The spacious main house boasts six bedrooms, four and a half baths, and two fully-equipped kitchens, whi
Chilmark 2070
Escape to a breathtaking oasis on the Chilmark north shore, where stunning sunsets and exclusive privacy await you. Nestled between a wooded hill and ... Read More
Escape to a breathtaking oasis on the Chilmark north shore, where stunning sunsets and exclusive privacy await you. Nestled between a wooded hill and ... Read More
Three bedroom, two bath home in Sengekontacket Association Community offers two tennis courts, a clubhouse on a spring fed freshwater pond and a saltwater dock with easy access to the Vineyard Sound. A king primary suite occupies the entire second floor with sitting area and its own private bath. The remaining two bedrooms grace the first floor wit
Oak Bluffs 839
Three bedroom, two bath home in Sengekontacket Association Community offers two tennis courts, a clubhouse on a spring fed freshwater pond and a saltw... Read More
Three bedroom, two bath home in Sengekontacket Association Community offers two tennis courts, a clubhouse on a spring fed freshwater pond and a saltw... Read More
Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space with additional dining seating and an outdoor fireplace overlooking the pool area. This property features two living areas where you can read a good book or catch up on a show. The grounds are beautiful
Edgartown Downtown 81
Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space wi... Read More
Recently renovated, this three-bedroom single-story bungalow is centrally located in Edgartown. The dining area opens up to an outdoor living space wi... 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 town beach. Inside enjoy the preserved vintage features such as high ceilings, wide-board floors, and parlor with shiplap wainscoting. Cook in the large well-appointed kitchen with "antique" applia
Vineyard Haven 1244
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
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
Enjoy a relaxing afternoon on the spacious front porch of this charming Victorian home, located just moments from downtown Oak Bluffs. Stroll to the historic Flying Horses Carousel, browse unique shops, or spend the day at nearby beaches—all within easy reach.
Inside, the home offers four comfortably appointed second-floor bedrooms, a fully equippe
Oak Bluffs 8160
Enjoy a relaxing afternoon on the spacious front porch of this charming Victorian home, located just moments from downtown Oak Bluffs. Stroll to the h... Read More
Enjoy a relaxing afternoon on the spacious front porch of this charming Victorian home, located just moments from downtown Oak Bluffs. Stroll to the h... Read More
Discover this stunning, rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this spacious retreat offers ample room for friends and family to unwind, along with large gathering spaces perfect for shared moments. The main level boasts a vast, modern kitchen, dining area, living room, office, a
Edgartown Katama 610
Discover this stunning, rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this spacious ret... Read More
Discover this stunning, rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this spacious ret... Read More
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