A Hallmark regular who also co-wrote the story, Bennett brings his signature comedic timing and heart to the role.

The story follows Sam (Jonathan Bennett), a confirmed bachelor and self-proclaimed "workaholic" who finds his holiday plans upended when his sister asks him to babysit his niece and nephew over the break. Way out of his element with diapers and holiday crafts, Sam reluctantly accepts help from the handsome and charming neighbor, Jason (George Krissa).

Since its premiere as part of the lineup, The Holiday Sitter (2022) has secured its place as a standout entry in Hallmark’s festive catalog. Starring fan-favorite Jonathan Bennett—best known for his role as Aaron Samuels in Mean Girls —the film made history as the Hallmark Channel's first holiday movie to feature a lead LGBTQ+ romance. A Reluctant Babysitter Meets His Match

Whether you're looking for a lighthearted romantic comedy or a story about finding one's place, The Holiday Sitter offers a "cute and funny" escape that remains a top recommendation for diverse holiday viewing.

Hallmark’s Groundbreaking Festive Hit: The Holiday Sitter (2022)

Playing the "sexy neighbor," Krissa’s Jason serves as the perfect grounded foil to Sam’s high-strung personality.

Critics and fans alike have praised the film for its "queer joy" and focus on "chosen family," marking a significant step forward for inclusive storytelling in mainstream holiday media. Why It’s a Must-Watch

The film's success is rooted in the chemistry between its leads and a supporting cast that brings warmth to the story: