Movies like Playing Cupid (2021)
The best movies like Playing Cupid (2021) are Roadhouse Romance (2021), Home Sweet Home (2020) and Just for the Summer (2020). If Playing Cupid hooked you with its romance and tv movie, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLetters to Juliet (2010)7.0/10 from 3,081 votes
- NewestBecause of Cupid (2026)Released 2026
Roadhouse Romance (2021)
When Callie returns home, she finds her hometown has changed - her first love has a new girl and her family's BBQ restaurant has hit hard times. She clashes with a marooned bigshot director who might hold the key to saving the restaurant.
Why it matches: Fans watch both · both comedy & romance
Home Sweet Home (2020)
Bored with her social butterfly lifestyle, Victoria Tremont longs to find that special someone. Naturally, when a handsome stranger walks into the coffee shop where she works, she turns on the charm. But when he fails to respond to her flirting the way men usually do, she’s perplexed. She finds out that he runs a ministry that builds affordable housing, and sees that if she wants to get his attention, all she has to do is volunteer.
Why it matches: Fans watch both · both romance & comedy
Just for the Summer (2020)
Penelope Campbell loves her annual summer vacations visiting her Grandma Dot, despite Dot's constant attempts to set her up with every single man in town. This year, she bumps into Jason Humphrey, her childhood sweetheart. In order to evade the efforts of their matchmaking grandmothers, they make a pact pretending to date each other, but will the old sparks return?
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisRoyally Ever After (2018)
Sara's dream of finding the perfect mate is realized when boyfriend Daniel proposes marriage, but there is one tiny hitch. It turns out he is the real-life prince of a small European monarchy, and his marriage requires the approval of his royal parents. Commoner Sara will have to do more than simply impress the in-laws-to-be. If she wants to become Daniel’s wife, she’ll have to prove she’s got all the makings of an honest-to-goodness princess.
Why it matches: Fans watch both · both drama & comedy
Popcorn FlickMovies like thisA Royal Runaway Romance (2022)
Princess Amelia of Bundbury travels across America to explore a budding romance with an artist, only to fall in love with her bodyguard, Grady.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like thisLetters to Juliet (2010)
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.
Why it matches: Fans watch both · both comedy & drama
Worth the HypeMovies like thisMix Up in the Mediterranean (2021)
A small-town cook impersonates his big city chef twin to compete in a culinary contest and falls for the woman in charge of the event, who thinks he is the brother who is married.
Why it matches: Fans watch both · both romance
A Prince in Paradise (2023)
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.
Why it matches: Fans watch both · both romance & comedy
Worth the HypeMovies like thisJust My Type (2020)
Pop culture writer and aspiring novelist Vanessa Sills lands the interview of a lifetime with the illustrious, elusive and reclusive mystery author Martin Clayborne in his quaint rural town only to realize her own aspirations, dreams and romantic life have taken a back seat along the way. When Vanessa returns home to Portland and a mysterious gift arrives from Martin, she then makes a surprise decision, and finally takes her own advice to “go boldly in the direction of your dreams and live the life you imagine.”
Why it matches: Fans watch both · both romance & drama
Popcorn FlickMovies like thisRoyal-ish (2025)
Lacey is an amusement park princess who befriends 8-year-old Rose, a real-life princess, and is recruited by her handsome father to travel to their kingdom and be the new governess.
Why it matches: Fans watch both · both comedy & romance
Tall Girl 2 (2022)
After Jodi Kreyman gains popularity, her miscommunications start causing rifts with those around her and now she really needs to "stand tall".
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisThe Love Club: Nicole’s Pen Pal (2023)
Freshly engaged Nicole is having second thoughts as she wonders if the one she's really meant to be with is her mystery college pen pal whose letters she has kept all these years.
Why it matches: Fans watch both · both comedy & romance
Right in Front of Me (2021)
Carly gets a second chance at romance with her college crush but isn’t sure how to impress him until her new friend Nick starts giving her advice. Soon she learns who the right man for her really is.
Why it matches: Fans watch both · both romance & comedy
Sand Dollar Cove (2021)
Real estate development project manager Elli is sent by her company to the quaint, seaside Connecticut town of Sand Dollar Cove to acquire the beachfront property they’ve chosen as the site of their new resort. Brody, the charming local who holds the deed, wants to make sure the town’s beloved pier -- where many memories have been made over the years -- remains intact. Elli and Brody spend time together while she tries to figure out a way to make the deal work and the undeniable connection between them grows.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisSweet on You (2023)
Kate, a small town pie shoppe owner, encounters city boy Drew who, unbeknownst to Kate, is in town to build tract homes that would run straight through her shoppe… until Drew finds his heart stuck between his family’s wishes and a chance at love.
Why it matches: Fans watch both · both comedy & drama
Because of Cupid (2026)
Best friends Naomi and Marcus participate in a Valentine's Day mocktail competition but things go awry when Cupid interferes with a love potion that affects Marcus and several of their friends.
Why it matches: Fans watch both · both romance & comedy
Her Pen Pal (2021)
Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisThe Princess Diaries 2: Royal Engagement (2004)
Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Accompanied by her friend Lilly, Mia continues her 'princess lessons', like riding horses side-saddle and archery. But her already complicated life is turned upside down once again when she learns that she is to take the crown as queen earlier than expected, all while she meets a mysteriously charming young man.
Why it matches: Fans watch both · both comedy & drama
Popcorn FlickMovies like thisButlers in Love (2022)
In a prestigious butler academy, passionate Emma and rebellious Henry train to become royal butlers where the competition is fierce and sparks fly.
Why it matches: Fans watch both · both romance & comedy
The Prince & Me (2004)
A fairy tale love-story about pre-med student Paige who falls in love with a Danish Prince "Eddie" who refused to follow the traditions of his parents and has come to the US to quench his thirst for rebellion. Paige and Edward come from two different worlds, but there is an undeniable attraction between them.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisSeason for Love (2018)
When a talented chef returns to her Texas hometown, she winds up entering the town's famous BBQ cook off and gets more than she bargained for when the surprise judge turns out to be her high school love.
Why it matches: Fans watch both · both comedy & romance
Secret Summer (2016)
Appraiser Rachel (Lindsey Shaw) receives the news that her top-notched client wants to buyout a small town’s beloved library to build a resort and spa on the land. Rachel is completely against the idea of leaving NYC but loses the argument to her boss. So Rachel packs her bags and flies out to California. During her first visit to the library she runs into writer, Jake (Derek Theler), who is researching the tale of Captain Black Bart’s hidden treasures for his next novel. With hopes of saving the library, Mrs. Archer (Rachel Ticotin), the librarian, pushes Jake to show Rachel what the library means to the town. Jake’s already got a lot on his plate with his research and taking care of his niece, Hailey (Chiara Aurelia), and nephew, Noah (Max Page), for the summer but he agrees to help out. As Rachel learns what the library means to the community she must find away to save it before it’s too late.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisUnleashing Mr. Darcy (2016)
Fishing for direction in life, Elizabeth gets the opportunity of showing her dog in a fancy New York dog show. The judge, Donovan Darcy, comes across as aristocratic and rude, and a chain of misunderstandings unfold during the competition, complicating their attraction to one another.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisRomance in the Outfield (2015)
Heather is an attractive, competitive, softball player used to winning. Tyler is a competitive baseball player, charming, and saintly, who hasn't kissed. So what happens when Heather tries to get his first kiss, and Tyler tries to win her heart to help launch his baseball career? It results in a head-on competition igniting a series of of light-hearted ploys of cat-and-mouse that will keep you interested to the end. To top it off falling in love wasn't a part of their plan...so now Tyler must choose between his dream, and Heather. And she must choose between love, and changing who she was.
Why it matches: Fans watch both · both romance
Summer Villa (2016)
Although a successful romance novelist, Terry Russell hasn't had luck in her own love life. After a disastrous first date with cocky, hot-shot New York chef Matthew Everston, she retreats to her friend's French villa for the summer to finish her latest novel, with her reluctant teenage daughter in tow.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisAn Autumn Romance (2021)
When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who wants to renovate it.
Why it matches: Fans watch both · both romance & drama
Worth the HypeMovies like thisA Novel Romance (2015)
Romance novelist Liam Bradley (Dylan Bruce) has already found massive success with three books written under the pen name Gabriel August, but he's mysteriously unknown to his legions of readers. With his first book written as a way to heal after a broken relationship, Liam has slowly become disheartened with writing strictly for romantic fantasy, something evident to a sweet, but honest, journalist who reviews books, Sophie Atkinson (Amy Acker), whom he meets by chance on a plane. The two begin a tentative relationship in Sophie’s home town of Portland, Oregon, where Liam has come to find inspiration for his newest entry. Liam’s agent puts him on the spot with a long-planned reveal of Gabriel August’s true identity, but Sophie doesn’t know of his public persona. The longer Liam avoids telling her the truth, the deeper a hole he digs for himself. Will their romance survive once his true identity comes to light?
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisScents and Sensibility (2011)
In this modern adaptation of Jane Austen’s Sense and Sensibility, Elinor and Marianne find themselves penniless after their father’s fortune is taken away. As they look for ways to pay the bills, they encounter people who judge them and try to keep them down in the dumps. Add falling in love into the mix, and determining whom to trust becomes a mine field. Can the sisters find a balance between relying on their hearts and using good sense without losing everything they hold dear?
Why it matches: Fans watch both · both drama & romance
SnoozefestMovies like thisAirplane Mode (2020)
When Ana, an influencer, crashes her car while talking on the phone, she's shipped to her grumpy grandfather's farm -- and forced into a digital detox.
Why it matches: Fans watch both · both comedy & drama
Popcorn FlickMovies like thisModern Persuasion (2020)
A single woman focused on her career in New York is forced to deal with the aftermath of a failed relationship when an ex-boyfriend is hired by her company.
Why it matches: Fans watch both · both romance & comedy
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Frequently asked questions
What are the best movies like Playing Cupid?
The closest matches to Playing Cupid are Roadhouse Romance (2021), Home Sweet Home (2020) and Just for the Summer (2020). Below are 27 more, each with the reason it matches.
What should I watch after Playing Cupid?
People who watched Playing Cupid most often go on to Roadhouse Romance (2021), Home Sweet Home (2020) and Just for the Summer (2020).
What is the highest-rated movie like Playing Cupid?
Letters to Juliet (2010), rated 7.0/10 by 3,081 TMDB users.
What is the newest movie like Playing Cupid?
Because of Cupid (2026) is the most recent release on this list.
Are there English movies like Playing Cupid?
Yes: Roadhouse Romance (2021), Home Sweet Home (2020) and Just for the Summer (2020).
How are movies similar to Playing Cupid chosen?
First come films that Trakt’s viewers watch alongside Playing Cupid, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.