Movies like Housesitter (1999)
The best movies like Housesitter (1999) are Sitting Pretty (1948), Duplex (2003) and Don't Tell Mom the Babysitter's Dead (1991). If Housesitter hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedSt. Vincent (2014)7.1/10 from 2,176 votes
- NewestSpa Weekend (2026)Released 2026
Sitting Pretty (1948)
Tacey and Harry King are a suburban couple with three sons and a serious need of a babysitter. Tacey puts an ad in the paper for a live-in babysitter, and the ad is answered by Lynn Belvedere. But when she arrives, she turns out to be a man. And not just any man, but a most eccentric, outrageously forthright genius with seemingly a million careers and experiences behind him.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisDuplex (2003)
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!
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDon'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
Popcorn FlickMovies like thisSnoopy Presents: There's No Place Like Home, Snoopy (2026)
When Snoopy's beloved doghouse goes missing, he tries to track it down, and learns what makes a house feel like home.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisSymptoms (1974)
A young woman is invited by her girlfriend, who lives in an English country mansion, to stay there with her. The estate, however, isn't quite what it seems--and neither is the friend who issued the invitation.
Why it matches: Recommended by TMDB viewers
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
Worth the HypeMovies like thisThe Thrill of It All (1963)
A housewife's sudden rise to fame as a soap spokesperson leads to chaos in her home life.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisJoy Ride (2023)
When Audrey's business trip to Asia goes sideways, she enlists the aid of Lolo, her irreverent, childhood best friend who also happens to be a hot mess; Kat, her college friend turned Chinese soap star; and Deadeye, Lolo's eccentric cousin. Their no-holds-barred, epic experience becomes a journey of bonding, friendship, belonging, and wild debauchery that reveals the universal truth of what it means to know and love who you are.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLife of the Party (2018)
When her husband suddenly dumps her, longtime dedicated housewife Deanna turns regret into re-set by going back to college... landing in the same class and school as her daughter, who's not entirely sold on the idea. Plunging headlong into the campus experience, the increasingly outspoken Deanna – now Dee Rock – embraces freedom, fun, and frat boys on her own terms, finding her true self in a senior year no one ever expected.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Super (1991)
Louie Kritski is a heartless landlord who has been so negligent in keeping up his ghetto apartment that he is threatened with jail time. The judge gives him another option -- he must live in his rat-infested hell hole until he brings it up to liveable standards.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Dreadful (2026)
In medieval England, Anne and her domineering mother-in-law Morwen struggle to survive on the outskirts of society. But when a man from Anne's past returns from war, a curse begins to take shape through a mysterious knight and threatens to destroy them all.
Why it matches: Recommended by TMDB viewers
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
Popcorn FlickMovies like thisHide and Seek (2005)
David Callaway tries to piece together his life in the wake of his wife's suicide and has been left to raise his nine-year-old daughter, Emily on his own. David is at first amused to discover that Emily has created an imaginary friend named 'Charlie', but it isn't long before 'Charlie' develops a sinister and violent side, and as David struggles with his daughter's growing emotional problems, he comes to the frightening realisation that 'Charlie' isn't just a figment of Emily's imagination.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies 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
Popcorn FlickMovies like thisSpa Weekend (2026)
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBad Sister (2015)
As a top student at St. Adeline's Catholic Boarding School, Zoe senses that something is not quite right about the school's new nun-- a sense proven to be true when it is revealed the "good' nun is an imposter with a fatal attraction to Zoe's brother.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Stepford Wives (1975)
Joanna Eberhart comes to the town of Stepford, Connecticut with her family, but soon discovers there lies a sinister truth in the all too perfect behavior of the female residents.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHouseboat (1958)
An Italian socialite on the run signs on as housekeeper for a widower with three children.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMr. Hobbs Takes a Vacation (1962)
Banker Roger Hobbs wants to spend his vacation alone with his wife, Peggy, but she insists on a family vacation at a California beach house that turns out to be ugly and broken down. Daughter Katey, embarrassed by her braces, refuses to go to the beach, as does TV-addicted son Danny. When the family is joined by Hobbs' two unhappily married daughters and their husbands, he must help everyone with their problems to get some peace.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisYou, Me & Tuscany (2026)
When a woman crashes at an empty Italian villa, posing as the owner's fiancée, she discovers an unexpected romance that could transform her life.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Housesitter?
The closest matches to Housesitter are Sitting Pretty (1948), Duplex (2003) and Don't Tell Mom the Babysitter's Dead (1991). Below are 17 more, each with the reason it matches.
What should I watch after Housesitter?
Start with Sitting Pretty (1948), the closest match to Housesitter.
What is the highest-rated movie like Housesitter?
St. Vincent (2014), rated 7.1/10 by 2,176 TMDB users.
What is the newest movie like Housesitter?
Spa Weekend (2026) is the most recent release on this list.
Are there English movies like Housesitter?
Yes: Sitting Pretty (1948), Duplex (2003) and Don't Tell Mom the Babysitter's Dead (1991).
How are movies similar to Housesitter chosen?
First come films that Trakt’s viewers watch alongside Housesitter, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.