Movies like Christmas Cowboy (2024)
The best movies like Christmas Cowboy (2024) are The Good House (2021), How to Please a Woman (2022) and Our Little Secret (2024). If Christmas Cowboy hooked you with its drama and romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedRosaline (2022)7.1/10 from 346 votes
- NewestWhy Did I Get Married Again? (2026)Released 2026
The Good House (2021)
When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisHow to Please a Woman (2022)
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOur Little Secret (2024)
After discovering their significant others are siblings, two resentful exes must spend Christmas under one roof — while hiding their romantic history.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisStrictly Sexual (2008)
Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisNight Owls (2015)
After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills, Kevin is forced to keep her awake... and over the course of the night the two begin to fall for each other.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisRosaline (2022)
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisJack Goes Boating (2010)
A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisNothing Like the Holidays (2008)
It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisXX/XY (2002)
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisCyrus (2010)
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisEnemies, a Love Story (1989)
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisExtracurricular Activities (2019)
The outrageous life of Reagan Collins, a model high school student with a "killer" after-school job that involves arranging “accidents” for his classmates' parents. When seasoned police detective Cliff Dawkins starts putting the pieces together, it's a battle of wits to see if Reagan can keep business booming.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSidewalks of New York (2001)
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSitting in Bars with Cake (2023)
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces a challenge unlike anything they've experienced before.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisThe Elder Son (2006)
A thief on the run convinces a single father that he is his long-lost son. Complications ensue when he falls in love with his newfound "sister".
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisDirty Sexy Saint (2019)
Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do committed relationships. This is before he meets Samantha Jamieson, an heiress turned runaway in need of help. When she starts to work as a waitress at his bar, he discovers that she is someone truly special and amazing… someone that could warm his damaged heart.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisWhy Did I Get Married Again? (2026)
The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Giant Mechanical Man (2012)
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisMaria's Lovers (1984)
A World War II prisoner returns home to his childhood sweetheart. However, back home, he discovers that he has to compete to win her love.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Christmas Cowboy?
The closest matches to Christmas Cowboy are The Good House (2021), How to Please a Woman (2022) and Our Little Secret (2024). Below are 17 more, each with the reason it matches.
What should I watch after Christmas Cowboy?
Start with The Good House (2021), the closest match to Christmas Cowboy.
What is the highest-rated movie like Christmas Cowboy?
Rosaline (2022), rated 7.1/10 by 346 TMDB users.
What is the newest movie like Christmas Cowboy?
Why Did I Get Married Again? (2026) is the most recent release on this list.
Are there English movies like Christmas Cowboy?
Yes: The Good House (2021), How to Please a Woman (2022) and Our Little Secret (2024).
How are movies similar to Christmas Cowboy chosen?
First come films that Trakt’s viewers watch alongside Christmas Cowboy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.