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When problems arise, there’s no calling the corporate office for an answer. With owners on site, decisions can be made on the spot. “It’s the opposite of a large, corporate situation where it takes a long time to get a decision on anything,” Mr. von Trapp said.

Family-owned resorts also offer a consistent, personal experience. Other resorts may change owners, managers and sometimes even names and themes, but in a family-run resort, guests know what they’re getting every time. Even the employees sometimes stay on for decades, and like the owners, they get to know repeat guests, forming bonds that reach beyond the walls of the resort.