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.
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.
