Situated in Penobscot Bay and serviced by a five-minute boat ride to the fishing village of Castine, Nautilus Island sits as a quintessential Maine lodging, enjoying across-the-bay views to Islesboro. Immortalized in a Robert Lovell poem, the island itself features in history as a site of contention between the British and American revolutionaries. Two properties make up accommodations here, the main residence a spacious five-bedroom, three-bathroom Maine-style house that features many of the island’s facilities – think private dining room, library, and professional kitchen. A separate, Cape Cod style cottage with three bedrooms boasts views onto the vineyard and orchard. Self-catered, staff are on hand to restock provisions and service excursions onto the water and beyond.

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