Movies like Sitting Pretty (1948)
The best movies like Sitting Pretty (1948) are Don't Tell Mom the Babysitter's Dead (1991), Three O'Clock High (1987) and St. Vincent (2014). If Sitting Pretty hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedRiders of Justice (2020)7.3/10 from 1,189 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Don't Tell Mom the Babysitter's Dead (1991)
Sue Ellen Crandell is a teenager eagerly awaiting her mother's summer-long absence. While the babysitter looks after her rambunctious younger siblings, Sue Ellen can party and have fun. But then the babysitter abruptly dies, leaving the Crandells short on cash. Sue Ellen finds a sweet job in fashion by lying about her age and experience on her résumé. But, while her siblings run wild, she discovers the downside of adulthood
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThree O'Clock High (1987)
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 touches him, Buddy challenges Jerry to an afterschool fight in the parking lot, which Jerry tries to avoid at all costs.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSt. Vincent (2014)
A young boy whose parents just divorced finds an unlikely friend and mentor in the misanthropic, bawdy, hedonistic, war veteran who lives next door.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDennis the Menace (1993)
Mr. Wilson's ever-present annoyance comes in the form of one mischievous kid named Dennis. But he'll need Dennis's tricks to uncover a collection of gold coins that go missing when a shady drifter named Switchblade Sam comes to town.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAdventures in Babysitting (2016)
Two teen rival babysitters, Jenny and Lola, team up to hunt down one of their kids who accidentally ran away into the big city without any supervision.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisOld Dads (2023)
A cranky middle-aged dad and his two best friends find themselves out of step in a changing world of millennial CEOs and powerful preschool principals.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Errand Boy (1961)
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPretty Persuasion (2005)
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisA Bad Idea Gone Wrong (2017)
Two would-be thieves forge a surprising relationship with an unexpected housesitter when they accidentally trap themselves in a house they just broke into.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMy Babysitter's a Vampire (2010)
Geeky 14-year old Ethan is left to babysit his younger sister, Jane, with his best friend Benny but after Ethan inadvertently puts Jane in harm's way, his parents hire a professional babysitter, the beautiful yet mysterious 17-year-old Sarah who, unbeknownst to them, is actually a fledgling vampire.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisA Babysitter's Guide to Monster Hunting (2020)
Recruited by a secret society of babysitters, a high schooler battles the Boogeyman and his monsters when they nab the boy she's watching on Halloween.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Bad Moms Christmas (2017)
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 wasn’t hard enough, they have to do all of that while hosting and entertaining their own mothers.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisStewie Griffin: The Untold Story (2005)
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Ridiculous (2026)
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDylan Moran: Like, Totally (2006)
Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisSeriously Single (2020)
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDylan Moran: Monster (2004)
Irish comedian Dylan Moran live at Vicar Street, Dublin.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRiders of Justice (2020)
Markus returns home to care for his daughter when his wife dies in a tragic train accident. However, when a survivor of the wreck surfaces and claims foul play, Markus suspects his wife was murdered and embarks on a mission to find those responsible.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBromates (2022)
Longtime best friends Sid and Jonesie are dumped by their respective girlfriends. Both without a living situation, they decide to become "bromates", bros who are roommates, which puts their relationship to the ultimate test.
Why it matches: Similar story and style · both comedy
Downtown '81 (2001)
The film is a day in the life of a young artist, Jean-Michel Basquiat, who needs to raise money to reclaim the apartment from which he has been evicted. He wanders the downtown streets carrying a painting he hopes to sell, encountering friends, whose lives (and performances) we peek into.
Why it matches: Similar story and style · both comedy
Soapdish (1991)
Celeste Talbert is the star of the long-running soap opera "The Sun Also Sets." With the show's ratings down, Celeste's ruthlessly ambitious co-star, Montana Moorehead, and the show's arrogant producer, David Seton Barnes, plot to aggravate her into leaving the show by bringing back her old flame, Jeffrey Anderson, and hiring her beautiful young niece, Lori Craven.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisAdventures in Babysitting (1989)
After their trip into the big city in the movie Chris once again is asked to baby sit Brad, Sara and Daryl for the night when a simple trip to the store turns into a hostage situation. Chris and the kids have themselves yet another adventure.
Why it matches: Similar story and style · both comedy
The Lost Boys (1987)
When an unsuspecting town newcomer is drawn to local blood fiends, the Frog brothers and other unlikely heroes gear up to rescue him.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe Private Life of Sherlock Holmes (1970)
When a bored Sherlock eagerly takes the case of Gabrielle Valladon following an attempt on her life, the search for her missing husband leads to Loch Ness and the legendary monster.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisJamon Jamon (1992)
José Luis has a cushy corporate job at the lingerie factory his mom owns. After he falls in love and proposes to Silvia, a beautiful laborer on the underwear assembly line, his mom enlists Raul, a potential underwear model and would-be bullfighter, to seduce Silvia.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThree to Tango (1999)
Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisDistinguished Feelings (2019)
After hearing that her boyfriend lacks the courage to break up with her, plucky Elena decides she’d be less humiliated if Arturo was ensnared by a man rather than a woman.
Why it matches: Similar story and style · both comedy
Like Sitting Pretty and something else?
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Frequently asked questions
What are the best movies like Sitting Pretty?
The closest matches to Sitting Pretty are Don't Tell Mom the Babysitter's Dead (1991), Three O'Clock High (1987) and St. Vincent (2014). Below are 27 more, each with the reason it matches.
What should I watch after Sitting Pretty?
Start with Don't Tell Mom the Babysitter's Dead (1991), the closest match to Sitting Pretty.
What is the highest-rated movie like Sitting Pretty?
Riders of Justice (2020), rated 7.3/10 by 1,189 TMDB users.
What is the newest movie like Sitting Pretty?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
Are there English movies like Sitting Pretty?
Yes: Don't Tell Mom the Babysitter's Dead (1991), Three O'Clock High (1987) and St. Vincent (2014).
How are movies similar to Sitting Pretty chosen?
First come films that Trakt’s viewers watch alongside Sitting Pretty, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.