Penelope Tree is the only child of Ronald, a British journalist, investor and Conservative MP, and Marietta Peabody Tree, a U.S. socialite and political activist. She is the half-sister of both the racehorse trainer Jeremy Tree and the author Frances FitzGerald and a niece of former Massachusetts governor Endicott Peabody.
Her family initially objected to her career as a model, and when she was first photographed at the age of 13 by Diane Arbus, her father vowed he would sue if the pictures were published.
Tree made a striking appearance at the 1966 Black and White Ball thrown by author Truman Capote, wearing a black V-neck tunic with long slashes from the bottom making floating panels, worn over black tights.

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