Movies Like How to Marry a Billionaire: A Christmas Tale

If you liked How to Marry a Billionaire: A Christmas Tale (2000), a comedy and tv movie movie directed by Rod Daniel, 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
Merry Christmas, Drake & Josh (2008)
★ 7.3/10Also comedy and tv movie
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.
2
Once Upon a Deadpool (2018)
★ 7.1/10Also comedy
A kidnapped Fred Savage is forced to endure Deadpool's PG-13 rendition of Deadpool 2, as a Princess Bride-esque story full of magic, wonder, and zero Fs.
3
Who Killed Santa? A Murderville Murder Mystery (2022)
★ 6/10Also comedy and tv movie
A holiday-hating detective is forced to solve a murder — and save Christmas — with help from famous trainees who must improv their way through the case.
4
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…
5
A Christmas Story Christmas (2022)
★ 6.3/10Also comedy
Follows Ralphie, now adult, who returns to the house on Cleveland Street to give his kids a magical Christmas like the one he had as a child, reconnecting with childhood friends, and reconciling the passing of his Old…
6
Psych: The Movie (2017)
★ 7.2/10Also comedy and tv movie
The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and…
7
Clear History (2013)
★ 6.1/10Also comedy and tv movie
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
8
The Trailer Park Boys Xmas Special (2004)
★ 6.9/10Also comedy and tv movie
In this holiday prequel, it’s 1997 and Sunnyvale Trailer Park is getting ready for the holiday season. Julian’s got a great idea to make money this Christmas, Ricky gets confused between God and Santa, and Bubbles…
9
A Bad Moms Christmas (2017)
★ 6.3/10Also comedy
Amy, Kiki and Carla – three under-appreciated and over-burdened women – rebel against the challenges and expectations of the Super Bowl for mothers: Christmas. And if creating a more perfect holiday for their families…
10
The Best Man Holiday (2013)
★ 6.5/10Also comedy
When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.
11
Under Wraps (2021)
★ 6.7/10Also comedy and tv movie
Three friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.
12
Psych 3: This Is Gus (2021)
★ 6.9/10Also comedy and tv movie
In preparation for a shotgun wedding before the birth of Baby Guster, Shawn and Gus go rogue in an attempt to track down Selene’s estranged husband, as Lassiter grapples with the future of his career.
13
Dolly Parton's Christmas on the Square (2020)
★ 5.9/10Also comedy and tv movie
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…
14
Beethoven's Christmas Adventure (2011)
★ 6/10Also comedy
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…
15
Kristin's Christmas Past (2013)
★ 5.9/10Also tv movie and comedy
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…
16
Mickey and Minnie Wish Upon a Christmas (2021)
★ 7/10Also tv movie and comedy
After a series of mishaps, Mickey, Minnie and the gang are separated all over the world and must try to get back to Hot Dog Hills by Christmas Eve. A mysterious and jolly stranger shows up to tell them about The…
17
Cheaper by the Dozen (2022)
★ 6.3/10Also comedy
This remake of the beloved classic follows the raucous exploits of a blended family of 12, the Bakers, as they navigate a hectic home life while simultaneously managing their family business.
18
Get Santa (2014)
★ 6.1/10Also comedy
A father and son must team up to save Christmas when they discover Santa Claus sleeping in their garage, having crashed his sleigh and found himself on the run from the police.
19
How High 2 (2019)
★ 6.2/10Also comedy and tv movie
When two jobless friends discover a hidden weed bible and the ultimate bud, they think that they’ve got it made…with 'seed' money to start a new snack delivery app. But, when nearly all of their stash and weed bible…
20
To Grandmother's House We Go (1992)
★ 6.5/10Also comedy and tv movie
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.