Nantucket, Massachusetts

Inspirato’s Nantucket homes dot the island, offering a quintessential all-American experience no matter where you go.

Stay in Whitesail, Wayfarer, Quarterboard, or Shearwater, all quaint homes walking distance from Nantucket Historic District’s quaint shops and restaurants. 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.

Choose from 10 charming cottage accommodations at Harborview Nantucket, set on a private beach overlooking the harbor, and just a short walk from the town center. Stay in the standalone one-bedroom Ebb & Flow, featuring high ceilings and a fireplace; two-bedroom Pisces offers water views, a ground-floor deck, and patio; and two-story Bluefin boasts two decks, stunning harbor views, and three en suite bathrooms.

An all-American island that’s attracted tourists for centuries, Nantucket—located 30 miles off the coast of Cape Cod—offers many ways to spend your days. Indulge in an exquisite seafood dinner. Explore the peaceful beaches that line the island's idyllic inlets and bays on foot, bike, or Jeep. Try your hand at surf fishing. Spend a long afternoon tracking the flight of coastal birds or disappearing between the pages of a book.

With one of the highest concentrations of pre-Civil War structures, you'll be roaming a living museum. Nantucket has all the creature comforts of the twenty-first century that today's jetsetters desire, wrapped in an elegant, colonial package.