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Movies like The Holiday Sitter (2022)

The best movies like The Holiday Sitter (2022) are A Cookie Cutter Christmas (2014), Catering Christmas (2022) and The Mistletoe Promise (2016). If The Holiday Sitter hooked you with its tv movie and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Cookie Cutter Christmas (2014)

    Two longtime rivals and elementary school teachers duke it out during the holidays in a Christmas cookie bake-off, but their real feud ignites over a shared interest in a handsome single dad. With both determined to win the prize and the romance, their competitiveness could jeopardize what matters most this Christmas season.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. Catering Christmas (2022)

    A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  3. The Mistletoe Promise (2016)

    A chance meeting between two strangers who share a disdain for Christmas results in The Mistletoe Promise, a pact to help them navigate their holiday complications - together. But as they spend more time with each other and experience the magic of Christmas the phony couple discovers there may be more to their contract than business.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  4. Never Kiss a Man in a Christmas Sweater (2020)

    Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  5. A Merry Christmas Wish (2022)

    Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  6. 'Twas the Text Before Christmas (2023)

    Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  7. EXmas (2023)

    When Graham decides to surprise his family by traveling home for Christmas, he is shocked to discover them already celebrating with an unexpected guest of honor, his ex-fiancée, Ali. The two exes battle it out to see who the family will pick to stay through Christmas Day and who must go.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. My Christmas Dream (2016)

    A department store manager sets out to create an amazing holiday display window to impress the owner. She asks a recently-fired employee to help her make the display, and as they work together, they start to fall in love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  9. My Christmas Love (2016)

    A hopeless romantic who can’t ever seem to give a guy a real chance begins receiving each of the "12 Days of Christmas” as gifts anonymously at her door. As she tries to figure out who is sending the gifts, she begins to believe that the mystery suitor could finally live up to her expectations.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  10. A Kindhearted Christmas (2021)

    Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  11. Christmas on Windmill Way (2023)

    Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  12. Single All the Way (2021)

    Desperate to avoid his family’s judgment about his perpetual single status, Peter convinces his best friend Nick to join him for the holidays and pretend that they’re now in a relationship. But when Peter’s mother sets him up on a blind date with her handsome trainer James, the plan goes awry.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  13. Twinkle All the Way (2019)

    To pull off a spectacular Christmas-themed wedding, a wedding planner joins forces with the co-owner of a family-run Christmas decoration and house-lighting company.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  14. Grounded for Christmas (2019)

    When a winter storm hits Cleveland and grounds flights, the nearby hotels quickly fill up with stranded travelers. Nina, a pilot, reluctantly agrees to let her arrogant but charming fellow pilot, Brady, stay at her nearby parents' home. But when they discover her family is hosting a tree trimming party that night and that her ex will be there, Brady pretends to be her boyfriend to help her out.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  15. A Christmas Prince (2017)

    When a reporter goes undercover as a nanny to get the inside scoop on a playboy prince, she gets tangled in some royal intrigue and ends up finding love - but will she be able to keep up her lie?

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  16. The Christmas House (2020)

    Working through some difficult decisions, Mitchell family matriarch Phylis and patriarch Bill, have summoned their two grown sons – TV stars Mike Mitchell and Brandon Mitchell – home for the holidays. It is their hope that bringing the family together to recreate the Christmas house, will help them find resolution and make a memorable holiday for the entire family and community.

    Why it matches: Recommended by TMDB viewers · both romance

  17. A December Bride (2016)

    Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  18. Christmas Under the Stars (2019)

    When Nick is fired from his high-powered investment firm at Christmastime, he takes a job at a Christmas tree lot. There, he meets Julie, an astronomy teacher who’s always looked to the stars for hope. As the Christmas spirit washes over him—and he begins falling for Julie—the once self-centered Nick discovers the joy of helping others.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Your Christmas or Mine? (2022)

    Students Hayley and James are young and in love. After saying goodbye for Christmas at a London train station, they both make the same mad split-second decision to swap trains and surprise each other. Passing each other in the station, they are completely unaware that they have just swapped Christmases.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  20. Christmas Next Door (2017)

    Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  21. All I Didn't Want for Christmas (2022)

    Emily Harris is not doing great. In a desperate attempt to improve her life and make this Christmas not totally suck, Emily writes a letter to Santa. Fortunately, and unfortunately, her wine-soaked wishes start coming true.

    Why it matches: Similar story and style · both comedy & romance

  22. Menorah in the Middle (2022)

    Sarah is headed back to her hometown for Hanukkah with news of her engagement. Upon returning she finds out that her father had a heart attack and things have gotten out of hand.

    Why it matches: Similar story and style · both romance

  23. To Be or Not to Be (1942)

    During the Nazi occupation of Poland, an acting troupe becomes embroiled in a Polish soldier's efforts to track down a German spy.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  24. The Party 2 (1982)

    After moving to a new city, a young French teenage girl falls in love with a boy and thinks of having sex with him, since her girl friends have already done it.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  25. Groundhog Day (1993)

    A cynical TV weatherman, along with his idealistic producer and his sardonic cameraman, is sent to report on Groundhog Day in the small town of Punxsutawney, where he finds himself repeating the same day over and over.

    Why it matches: Similar story and style · both romance & comedy

    Worth the HypeMovies like this
  26. The Apartment (1960)

    Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

    Why it matches: Similar story and style · both comedy & romance

    Absolute CinemaMovies like this
  27. Love Actually (2003)

    Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  28. The 10 Year Plan (2014)

    Myles and Brody are best friends with two very different ways of finding love. Displeased with their current love lives, they make a pact to be together if neither finds love in ten year’s time. Now two months shy of their deadline, both friends set off to do whatever it takes to avoid ending up as each other’s last resort.

    Why it matches: Similar story and style · both romance & comedy

    Popcorn FlickMovies like this
  29. Billy Elliot (2000)

    County Durham, England, 1984. The miners' strike has started and the police have started coming up from Bethnal Green, starting a class war with the lower classes suffering. Caught in the middle of the conflict is 11-year old Billy Elliot, who, after leaving his boxing club for the day, stumbles upon a ballet class and finds out that he's naturally talented. He practices with his teacher Mrs. Wilkinson for an upcoming audition in Newcastle-upon Tyne for the royal Ballet school in London.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. Silent Night, Lonely Night (1969)

    Over the Christmas holidays in a small New England college town, a man and a woman share a brief interlude. He is there to visit his wife, who is a mental patient at the university, and she is there visiting her son, who is a student, after discovering her husband's infidelity.

    Why it matches: Similar story and style

Like The Holiday Sitter and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Holiday Sitter?

The closest matches to The Holiday Sitter are A Cookie Cutter Christmas (2014), Catering Christmas (2022) and The Mistletoe Promise (2016). Below are 27 more, each with the reason it matches.

What should I watch after The Holiday Sitter?

Start with A Cookie Cutter Christmas (2014), the closest match to The Holiday Sitter.

What is the highest-rated movie like The Holiday Sitter?

The Apartment (1960), rated 8.2/10 by 2,846 TMDB users.

What is the newest movie like The Holiday Sitter?

Christmas on Windmill Way (2023) is the most recent release on this list.

Are there English movies like The Holiday Sitter?

Yes: A Cookie Cutter Christmas (2014), Catering Christmas (2022) and The Mistletoe Promise (2016).

How are movies similar to The Holiday Sitter chosen?

First come films that Trakt’s viewers watch alongside The Holiday Sitter, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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