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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 six-bedroom Portside both feature chic, coastal interiors, private pools and hot tubs, separate guest houses, and ample room for the whole family. Or stay in Whitesail, Wayfarer, or Shearwater—all quaint homes walking distance from Nantucket Historic District’s charming shops and restaurants.