After the 1860s Wild West, a group of misfit settlers including an ex-doctor Phil Taylor (Lewis), a prostitute Belle (Ellen Greene), and homosexual bookseller Julian (John C. McGinley) decide they cannot live in their current situation in the west so they hire a grizzled alcoholic wagon master by the name of James Harlow (Candy) to take them on a journey back to their hometowns in the East.
As an idle, good-natured bachelor, Uncle Buck is the last person you would think of to watch the kids. However, during a family crisis, he is suddenly left in charge of his nephew and nieces. Unaccustomed to suburban life, fun-loving Uncle Buck soon charms his younger relatives Miles and Maizy with his hefty cooking and his new way of doing the laundry. His carefree style does not impress everyone though - especially his rebellious teenage niece, Tia, and his impatient girlfriend, Chanice. With a little bit of luck and a lot of love, Uncle Buck manages to surprise everyone in this heartwarming family comedy.
Suburbanite Chet Ripley takes his family to a lakeside resort for what he thinks will be a quiet vacation away from it all. But then his snobby brother-in-law Roman Craig shows up with his snooty brood, and unexpected mishaps ensue. The two families try to get along … but they didn't count on Mother Nature stepping in to add her two cents.