Movies Like The Crazysitter

If you liked The Crazysitter (1994), a comedy and family movie directed by Michael McDonald, 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
Raising Arizona (1987)
★ 7.1/10Also comedy
When a childless couple—an ex-con and an ex-cop—take one of a wealthy family’s quintuplets to raise as their own, their lives grow more complicated than anticipated.
2
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
3
Serial Mom (1994)
★ 6.7/10Also comedy
Beverly is the perfect happy homemaker, along with her doting husband and two children, but this nuclear family just might explode when her fascination with serial killers collides with her ever-so-proper code of ethics.
4
Caught Stealing (2025)
★ 6.8/10Also comedy
Burned-out ex-baseball player Hank Thompson unexpectedly finds himself embroiled in a dangerous struggle for survival amidst the criminal underbelly of late 1990s New York City, forced to navigate a treacherous…
5
The Happytime Murders (2018)
★ 5.8/10Also comedy
In a world where humans coexist with puppets—who are seen as lesser citizens—cast members of a beloved 1990s children's television series begin getting murdered one by one. Puppet Phil Philips, an ex-LAPD…
6
A Bad Idea Gone Wrong (2017)
★ 6.4/10Also comedy
Two would-be thieves forge a surprising relationship with an unexpected housesitter when they accidentally trap themselves in a house they just broke into.
7
London Calling (2025)
★ 6.4/10Also comedy
After fleeing the UK from a job gone wrong, a down on his luck hitman is forced to babysit the son of his new crime boss and show him how to become a man.
8
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
9
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
10
The Nice Guys (2016)
★ 7.1/10Also comedy
A private eye investigates the apparent suicide of a fading porn star in 1970s Los Angeles and uncovers a conspiracy.
11
The Big Hit (1998)
★ 6/10Also comedy
Affable hit man Melvin Smiley is constantly being scammed by his cutthroat colleagues in the life-ending business. So, when he and his fellow assassins kidnap the daughter of an electronics mogul, it's naturally Melvin…
12
Little Man (2006)
★ 5.9/10Also comedy
After leaving prison, dwarf criminal Calvin Sims joins his moron brother Percy in stealing an expensive huge diamond from a jewelry store for the mobster Walken. They are chased by the police, and Calvin hides the…
13
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
14
Me Time (2022)
★ 5.8/10Also comedy
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
15
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
16
The Boss (2016)
★ 5.8/10Also comedy
A titan of industry is sent to prison after she's caught for insider trading. When she emerges ready to rebrand herself as America's latest sweetheart, not everyone she screwed over is so quick to forgive and forget.
17
The Unbearable Weight of Massive Talent (2022)
★ 6.8/10Also comedy
Creatively unfulfilled and facing financial ruin, Nick Cage must accept a $1 million offer to attend the birthday of a dangerous superfan. Things take a wildly unexpected turn when Cage is recruited by a CIA operative…
18
I Love Boosters (2026)
★ 6.3/10Also comedy
A group of shoplifters take aim at a cutthroat fashion maven by stealing from her stores and reselling them at a lower price — what they call 'fashion-forward philanthropy'.
19
Three O'Clock High (1987)
★ 6.8/10Also comedy
Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally invades Buddy's personal space and…
20
How to Make a Killing (2026)
★ 6.9/10Also comedy
Disowned at birth by his obscenely wealthy family, blue-collar Becket Redfellow will stop at nothing to reclaim his inheritance, no matter how many relatives stand in his way.