Movies Like Holly's Holiday

If you liked Holly's Holiday (2012), a comedy and romance movie directed by Jim Fall, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Never Kiss a Man in a Christmas Sweater (2020)
★ 6.5/10Also romance and comedy
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.
2
A Christmas Prince (2017)
★ 6.6/10Also romance and tv movie
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?
3
'Twas the Text Before Christmas (2023)
★ 6.5/10Also romance and comedy
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…
4
Single All the Way (2021)
★ 6.4/10Also romance and comedy
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…
5
Holiday in Handcuffs (2007)
★ 6.3/10Also comedy and romance
A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and…
6
A Royal Date for Christmas (2023)
★ 5.8/10Also romance and comedy
Bella Sparks, owner of Bella’s Boutique, takes on a demanding new client named Stefan, who needs to be outfitted for a week of high-stakes meetings and events after his luggage goes missing. Imagine Bella’s reaction…
7
Four Christmases and a Wedding (2017)
★ 6.3/10Also tv movie and romance
When event planner Chloe is hired to plan the local Christmas Festival, she is beyond thrilled to embrace the challenge. Professionally, everything is going great, but much to the dismay of her mother, Chloe confesses…
8
A Merry Christmas Wish (2022)
★ 5.9/10Also tv movie and comedy
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…
9
A Christmas Prince: The Royal Wedding (2018)
★ 6.4/10Also romance and comedy
A year after Amber helped Richard secure the crown. The two are set to tie the knot in a royal Christmas wedding — but their plans are jeopardized when Amber finds herself second-guessing whether or not she's cut out…
10
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
11
Candy Cane Lane (2023)
★ 6/10Also comedy and fantasy
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…
12
The Mistle-Tones (2012)
★ 6.1/10Also tv movie and comedy
Holly, blessed with an amazing singing voice, is all set to audition for the newly vacated spot in a legendary local Christmas group which was founded by her late mother years ago. Shocked and upset when the slot goes…
13
Christmas on Windmill Way (2023)
★ 5.9/10Also romance and comedy
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…
14
Catering Christmas (2022)
★ 6.3/10Also tv movie and comedy
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…
15
Winter Castle (2019)
★ 6.8/10Also tv movie and romance
When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.
16
Jingle Around the Clock (2018)
★ 6.7/10Also comedy and romance
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…
17
The 12 Days of Christmas Eve (2022)
★ 6.1/10Also tv movie and comedy
When Brian Conway, a successful businessman whose family relationships have suffered, gets in a car accident on Christmas Eve, Santa gives him twelve chances to redo the day and repair the relationships in his life…
18
Love Hard (2021)
★ 6.9/10Also comedy and romance
An LA girl, unlucky in love, falls for an East Coast guy on a dating app and decides to surprise him for Christmas, only to discover that she's been catfished. But the object of her affection actually lives in the same…
19
The Holiday Calendar (2018)
★ 6.6/10Also romance and comedy
A talented photographer stuck in a dead-end job inherits an antique Advent calendar that may be predicting the future -- and pointing her toward love.
20
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.