Rosenmeyer was born in Manhasset, New York, the son of Jewish parents Debra and Colin Rosenmeyer. He grew up in Ridgefield, Connecticut and earned a Bachelor of Fine Arts degree from New York University's Tisch School of the Arts in 2012.
Rosenmeyer first acted on Broadway as Macduff's son in Macbeth and as Gavroche in Les Misérables. In 2001, he made his feature film debut as Ari Tenenbaum, Ben Stiller's son, in Wes Anderson's The Royal Tenenbaums, for which he received a Young Artist Award nomination.
From 2003-2004, Rosenmeyer played the title character in the FOX television sitcom Oliver Beene, produced by Steven Levitan. He has made guest appearances on Late Night with Conan O'Brien, Monk, Jonny Zero, Blue Bloods and Crazy Ex-Girlfriend, among others. He also appeared as Wilson, a Make-A-Wish patient that blackmails Larry David, in a memorable episode of Curb Your Enthusiasm. Additional film credits include Young Mordechai in The Hebrew Hammer.

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