The Brass Key Guesthouse
One of the Cape's most luxurious small resorts, this meticulously kept getaway comprises a beautifully restored main house—originally a sea captain's home built in 1828—and several other carefully groomed buildings and cottages all centered on a beautifully landscaped pool area. A widow's-walk sundeck has a panoramic view of Cape Cod Bay. A nightly wine-and-cheese reception is a nice perk. As this has been a favorite for Ptown visitors for more than 55 years, with many repeat guests, it's wise to book early.