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Inspirato’s Nantucket homes dot the island, offering a quintessential all-American experience no matter where you go. The impressive eight-bedroom Hidden Harbor and seven-bedroom Mainsail both feature chic, coastal interiors, private pools and hot tubs, separate guest houses, and room for up to 16–18 guests. Or stay in Whitesail, Wayfarer, or Shearwater, all quaint homes walking distance from Nantucket Historic District’s charming shops and restaurants.