The Vineyard's 100 square miles cover six towns, each with its own character. Edgartown for captains' houses, Chilmark for cliffs, Oak Bluffs for gingerbread cottages, Aquinnah for red clay bluffs. Rentals concentrate in July-August; May and September are cheaper and quieter.
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Completely renovated and updated home in Oak Bluffs across the street from Waban Park and a short walk to Inkwell Beach.
This unique home was carefully renovated to maintain its original character.
A rare beachfront property in the area - enjoy direct access to the beach and sea.
A spacious main house and guest house sit on the south shore of Chilmark, with an expansive yard and private stairs down to your own stretch of Atlantic Ocean beach.
This Martha’s Vineyard compound features two master suites and three additional bedrooms, along with a luxurious pool and spa.
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha.
Pond front cottage and attached Silo house, 4-5 bedrooms on large acreage fronting Menemsha Pond, big views of the long lawn and waterfront.
A rare beachfront property in the area - enjoy direct access to the beach and sea.
Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Martha's Vineyard.
Modern Saltbox in Edgartown Village offers direct beachfront access and a sun terrace.
725 Acre Chilmark Estate offers beachfront access and a swimming pool with stunning views.
A rare beachfront property with endless water views, fully updated and steps from a sandy beach excellent for swimming.
Beachfront home on Lobsterville Beach in Aquinnah, featuring spacious bedrooms, ocean views from every room, and a private deeded beach dune path.
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A rare beachfront property in the area - enjoy direct access to the beach and sea.
A rare beachfront property in the area - enjoy direct access to the beach and sea.
This quintessential Up-Island 1920s summer house has panoramic water sunsets thanks to its hillside position overlooking the Vineyard Sound.
If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.
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Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.
