Movies Like Lost Holiday

If you liked Lost Holiday (2019), a mystery and comedy movie directed by Thomas Matthews and Michael Kerry Matthews, 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
Shadow of the Thin Man (1941)
★ 7/10Also comedy and mystery
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…
2
Foul Play (1978)
★ 6.3/10Also comedy and mystery
A shy San Francisco librarian and a bumbling cop fall in love as they solve a crime involving albinos, dwarves, and the Catholic Church.
3
The Thursday Murder Club (2025)
★ 6.6/10Also comedy and mystery
A group of senior sleuths passionate about solving cold cases get plunged into a real-life murder mystery in this comic crime caper.
4
Manhattan Murder Mystery (1993)
★ 7.3/10Also comedy and mystery
A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.
5
Psych: The Movie (2017)
★ 7.2/10Also comedy and mystery
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…
6
Mr. Monk's Last Case: A Monk Movie (2023)
★ 6.8/10Also comedy and mystery
Monk steps out of retirement as his stepdaughter's wedding turns tragic when her fiancé dies in a bungee jumping accident.
7
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
8
Hostile Takeover (2025)
★ 6.9/10Also comedy
Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.
9
The Dream Team (1989)
★ 6.1/10Also comedy
Four mental patients on a field trip in New York City must save their caring chaperone, who ends up being taken to a hospital in a coma after accidentally witnessing a murder, before the killers can find him and finish…
10
Click & Collect (2018)
★ 6.6/10Also comedy
To save his daughter's Christmas, Andrew goes on a road trip with Dev, his neighbour from hell, to buy an elusive Sparklehoof the Unicorn Princess.
11
Psych 3: This Is Gus (2021)
★ 6.9/10Also comedy and mystery
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.
12
The Naked Gun (2025)
★ 6.3/10Also comedy
Only one man has the particular set of skills... to lead Police Squad and save the world: Lt. Frank Drebin Jr. Following in his father's footsteps, he must solve a murder case to prevent Police Squad from closure.
13
Stark Raving Mad (2002)
★ 6.1/10Also comedy
A crook quietly plots his revenge against the boss who murdered his brother while working for him.
14
Sherlock Jr. (1924)
★ 8/10Also comedy and mystery
A film projectionist longs to be a detective, and puts his meager skills to work when he is framed by a rival for stealing his girlfriend's father's pocketwatch.
15
National Lampoon's Loaded Weapon 1 (1993)
★ 6.1/10Also comedy
An LA detective is murdered because she has microfilm with the recipe to make cocaine cookies. Two cops partner to find and stop the fiends before they can dope the nation by distributing their wares via the…
16
Candy Cane Lane (2023)
★ 6/10Also comedy
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…
17
Psych 2: Lassie Come Home (2020)
★ 7/10Also comedy
After Santa Barbara Police Chief Carlton Lassiter is ambushed and left for dead, Shawn and Gus return to help him and find themselves embroiled in a case involving the personal, the professional – and even the…
18
The Seven-Ups (1973)
★ 6.3/10Also mystery
A tough detective who is part of an elite New York City unit is trying to find out who killed his partner, but uncovers a plot to kidnap mobsters for money.
19
Batman and Harley Quinn (2017)
★ 6.2/10Also comedy
Batman and Nightwing are forced to team with the Joker's sometimes-girlfriend Harley Quinn to stop a global threat brought about by Poison Ivy and Jason Woodrue, the Floronic Man.
20
Flora & Ulysses (2021)
★ 6.5/10Also comedy
When Flora rescues a squirrel she names Ulysses, she is amazed to discover he possesses unique superhero powers, which take them on an adventure of humorous complications that ultimately change Flora's life--and her…