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Movies like Holiday in Handcuffs (2007)

The best movies like Holiday in Handcuffs (2007) are A Christmas Miracle for Daisy (2021), The Princess Switch: Switched Again (2020) and 12 Gifts of Christmas (2015). If Holiday in Handcuffs hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Christmas Miracle for Daisy (2021)

    Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.

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

  2. The Princess Switch: Switched Again (2020)

    When Duchess Margaret unexpectedly inherits the throne & hits a rough patch with Kevin, it’s up to Stacy to save the day before a new lookalike — party girl Fiona — foils their plans.

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

    Popcorn FlickMovies like this
  3. 12 Gifts of Christmas (2015)

    When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.

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

    Popcorn FlickMovies like this
  4. Christmas in Love (2018)

    Ellie Hartman is an aspiring crafter working in her small town’s bakery making famous Christmas Kringles. When the new, big-city CEO Nick Carlingson visits the bakery, he arrives filled with modernization ideas destined to lay off many employees.

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

    Popcorn FlickMovies like this
  5. Merry Christmas, Drake & Josh (2008)

    Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.

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

    Worth the HypeMovies like this
  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. To Grandmother's House We Go (1992)

    When precocious twins Sarah and Julie feel like Mom is tired of them, they take off on an exciting adventure to their grandmother's house and encounter a pair of villains along the way.

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

    Popcorn FlickMovies like this
  8. A Christmas Prince: The Royal Baby (2019)

    Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.

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

    Popcorn FlickMovies like this
  9. 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
  10. Christmas in Evergreen: Letters to Santa (2018)

    Lisa's trip home to Evergreen for the holidays finds her shepherding an effort to save the town's beloved general store, fulfilling the wishes of a Christmas past and finding a romance full of Christmas magic.

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

    Popcorn FlickMovies like this
  11. Dolly Parton's Christmas on the Square (2020)

    A rich and nasty woman returns to her hometown to evict everyone but discovers the true meaning of Christmas thanks to the local townsfolk – and an actual angel. Features 14 original songs with music and lyrics by Dolly Parton!

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

  12. 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

  13. 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
  14. No Sleep 'Til Christmas (2018)

    Lizzie, a high-end event planner, lies awake nightly while her devoted fiancé Josh rests peacefully. When a sleep-deprived incident causes her to run into Billy, a low-key bartender who is just as sleepless and frustrated as she is, they discover that they can only fall asleep while next to each other.

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

    Popcorn FlickMovies like this
  15. Jingle Around the Clock (2018)

    Elle decides to reunite her college friends for Christmas, but her plans are thwarted by an opportunity at work to spearhead a Christmas campaign relaunch. She's forced to team up with ad campaign "fixer" Max, who has a completely different take on the holidays. As the two work together, they find themselves falling for each other. With the help of a little Christmas magic, will Elle pull off the perfect Christmas reunion and find the love she’s been searching for?

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

    Popcorn FlickMovies like this
  16. Kristin's Christmas Past (2013)

    Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her life, she attempts to fix past mistakes, only to discover surprising truths about her family that may help her mend her present-day relationships.

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

  17. Christmas at Grand Valley (2018)

    Burned out from the hubbub of the Chicago gallery world, artist Kelly returns home to the picturesque Grand Valley just in time for Christmas. Leo, businessman and all-star dad to his children, struggles to balance his time this holiday season. When he is assigned to review a hotel in Grand Valley for its value, he sees this as the perfect opportunity for a Christmas family vacation. It isn’t long until Kelly and Leo’s worlds collide.

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

    Popcorn FlickMovies like this
  18. A Christmas Melody (2015)

    Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

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

    Popcorn FlickMovies like this
  19. Candy Cane Lane (2023)

    Determined to win the neighborhood's annual Christmas decorating contest, family man Chris makes a pact with an elf to help him out-do the competition. However, the elf casts a spell bringing the twelve days of Christmas to life, unleashing chaos on the small unsuspecting town.

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

    Popcorn FlickMovies like this
  20. Beethoven's Christmas Adventure (2011)

    A Christmas elf accidentally takes off in Santa's sleigh, crash lands in a small town, and loses the magic toy bag. Beethoven must rescue the elf, recover the bag from greedy crooks, and return the sleigh to Santa in time to save Christmas.

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

    Popcorn FlickMovies like this
  21. Meet Me in St. Louis (1944)

    A year in the life of a turn-of-the-century middle class family, leading up to the opening of the 1904 St. Louis World's Fair.

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

    Worth the HypeMovies like this
  22. Mistletoe & Menorahs (2019)

    When a determined toy company executive, Christy, must learn about Hanukkah in a hurry in order to land a big account, she enlists the help of her co-worker's friend Jonathan, who happens to also be in desperate need of turning his bachelor pad into a Christmas Wonderland to impress his girlfriend's father.

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

  23. A Garfield Christmas (1987)

    Garfield, Jon and Odie go to Jon's family farm for Christmas, where Garfield finds a present for Grandma.

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

    Worth the HypeMovies like this
  24. City Lights (1931)

    A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.

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

    Absolute CinemaMovies like this
  25. Christmas on Mistletoe Farm (2022)

    After inheriting a farm at Christmas time, a widowed father makes a bumpy adjustment to village life — while his kids hatch a plan to stay there forever.

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

  26. Shakespeare in Love (1998)

    Young William Shakespeare is forced to stage his latest comedy, 'Romeo and Ethel, the Pirate's Daughter', before it's even written. When lovely noblewoman Viola de Lesseps auditions for a role, they fall into forbidden love — and Shakespeare's play finds a new life (and title). As their relationship intensifies, the comedy soon transforms into tragedy.

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

    Popcorn FlickMovies like this
  27. Moonstruck (1987)

    37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his estranged younger brother Ronny, an emotional and passionate man, she finds herself drawn to him. She tries to resist, but Ronny, who blames his brother for the loss of his hand, has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls for Ronny, she learns that she's not the only one in her family with a secret romance.

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

    Popcorn FlickMovies like this
  28. While You Were Sleeping (1995)

    A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

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

    Worth the HypeMovies like this
  29. Rosa's Dilemma (2025)

    Rosa finds herself in a whirlwind of emotions as she navigates an unexpected love triangle between her two coworkers at a fast food joint.

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

  30. Beauty and the Beast: The Enchanted Christmas (1997)

    Astonished to find the Beast has a deep-seated hatred for the Christmas season, Belle endeavors to change his mind on the matter.

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

    Popcorn FlickMovies like this

Like Holiday in Handcuffs and something else?

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

Frequently asked questions

What are the best movies like Holiday in Handcuffs?

The closest matches to Holiday in Handcuffs are A Christmas Miracle for Daisy (2021), The Princess Switch: Switched Again (2020) and 12 Gifts of Christmas (2015). Below are 27 more, each with the reason it matches.

What should I watch after Holiday in Handcuffs?

Start with A Christmas Miracle for Daisy (2021), the closest match to Holiday in Handcuffs.

What is the highest-rated movie like Holiday in Handcuffs?

City Lights (1931), rated 8.2/10 by 2,591 TMDB users.

What is the newest movie like Holiday in Handcuffs?

Rosa's Dilemma (2025) is the most recent release on this list.

Are there English movies like Holiday in Handcuffs?

Yes: A Christmas Miracle for Daisy (2021), The Princess Switch: Switched Again (2020) and 12 Gifts of Christmas (2015).

How are movies similar to Holiday in Handcuffs chosen?

First come films that Trakt’s viewers watch alongside Holiday in Handcuffs, 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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