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Movies Like The Caretaker's Daughter

If you liked The Caretaker's Daughter (1925), a comedy movie directed by Leo McCarey, here are 19 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry

    Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    ★ 7/10Also comedy

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

  2. 2Driver's Ed

    Driver's Ed (2026)

    ★ 6.9/10Also comedy

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

  3. 3Eddie Murphy Raw

    Eddie Murphy Raw (1987)

    ★ 7.2/10Also comedy

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

  4. 4Me Time

    Me Time (2022)

    ★ 5.8/10Also comedy

    With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.

  5. 5Sufferin' Cats!

    Sufferin' Cats! (1943)

    ★ 7.1/10Also comedy

    Tom fights with another cat over Jerry.

  6. 6I Love My Dad

    I Love My Dad (2022)

    ★ 5.9/10Also comedy

    A hopelessly estranged father catfishes his son in an attempt to reconnect.

  7. 7Taking Care of Business

    Taking Care of Business (1990)

    ★ 6.3/10Also comedy

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

  8. 8Adam Sandler: Love You

    Adam Sandler: Love You (2024)

    ★ 6.3/10Also comedy

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

  9. 9Much Ado About Nothing

    Much Ado About Nothing (2013)

    ★ 6.8/10Also comedy

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

  10. 10John Mulaney: Kid Gorgeous at Radio City

    John Mulaney: Kid Gorgeous at Radio City (2018)

    ★ 7.9/10Also comedy

    John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.

  11. 11Dave Chappelle: The Closer

    Dave Chappelle: The Closer (2021)

    ★ 7.2/10Also comedy

    As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.

  12. 12Duplex

    Duplex (2003)

    ★ 6.1/10Also comedy

    When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!

  13. 13The Trouble with Angels

    The Trouble with Angels (1966)

    ★ 6.7/10Also comedy

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…

  14. 14Ricky Gervais: Armageddon

    Ricky Gervais: Armageddon (2023)

    ★ 7.1/10Also comedy

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

  15. 15Shanghaied

    Shanghaied (1915)

    ★ 6/10Also comedy

    A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The…

  16. 16Ricky Gervais: Mortality

    Ricky Gervais: Mortality (2025)

    ★ 7/10Also comedy

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

  17. 17Sea Scouts

    Sea Scouts (1939)

    ★ 6.4/10Also comedy

    Donald is an admiral on a seagoing voyage with his nephews in which they encounter a ravenous shark.

  18. 18Bill Burr: Drop Dead Years

    Bill Burr: Drop Dead Years (2025)

    ★ 7.2/10Also comedy

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

  19. 19Joy Ride

    Joy Ride (2023)

    ★ 6.5/10Also comedy

    When Audrey's business trip to Asia goes sideways, she enlists the aid of Lolo, her irreverent, childhood best friend who also happens to be a hot mess; Kat, her college friend turned Chinese soap star; and Deadeye…

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