20 best movies like Holiday (1938)

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in the way.

A young working girl with a blue-collar background is surprised when her new fiancé announces he is actually a prince of a small sovereign country in Europe. After the couple quickly takes off to spend the holidays at his family’s sprawling, royal castle, she must work hard to win over her disapproving and unaccepting future mother-in-law—the Queen—and find out if love truly can conquer all.

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

When a winter storm hits Cleveland and grounds flights, the nearby hotels quickly fill up with stranded travelers. Nina, a pilot, reluctantly agrees to let her arrogant but charming fellow pilot, Brady, stay at her nearby parents' home. But when they discover her family is hosting a tree trimming party that night and that her ex will be there, Brady pretends to be her boyfriend to help her out.

It's New York City in 1981, and various twentysomethings are converging on a New Year's Eve party.

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

Sir Robert Chiltern is a successful Government minister, well-off and with a loving wife. All this is threatened when Mrs Cheveley appears in London with damning evidence of a past misdeed. Sir Robert turns for help to his friend Lord Goring, an apparently idle philanderer and the despair of his father. Goring knows the lady of old, and, for him, takes the whole thing pretty seriously.

Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

As an asteroid nears Earth, a man finds himself alone after his wife leaves in a panic. He decides to take a road trip to reunite with his high school sweetheart. Accompanying him is a neighbor who inadvertently puts a wrench in his plan.

A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

Two top CIA operatives wage an epic battle against one another after they discover they are dating the same woman.

Danny, a commercial editor and documentary filmmaker attempts to finish his film, a study on relationship while navigating the relationships in his own life. Will he continue to chase the unattainable Theresa a hippy new age dancer(Caitlin Fitzgerald) or will he finally admit he's in love with his best friend Carla (Katherine Waterston) who is in an unfulfilling relationship with a political strategist(Gaby Hoffman). Manhattan Romance is a funny insightful look at contemporary life in Manhattan. It explores new age ideas and open relationship as well as true friendship and connection.

When a huge blizzard (that doesn't show signs of stopping) hits, Gracetown is completely snowed in. But even though it's cold outside, things are heating up inside, proving that Christmas is magical when it comes to love.

A young woman with Asperger's tries to find her first boyfriend with a little help from her older sister.

Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it's like to fall in love for the first time.

Jang-bu was an ordinary boy except his special talent; To see every moving thing like a slow motion video. As friends teased him by calling ‘monster eyes’, he decided to stick at home and not to go out. Television has been his only friend. Time passes by, and now grown-up Jang-bu works at the CCTV control center which is the best job for him. When he sees people’s life through camera, he feels he’s sharing their ordinary life that he’s never had. This new job opens his heart to the world and Jang-bu starts to make some friends out of the control center. With his dear friends he receives sense of himself and finally decides to propose a girl that he loved for long from CCTV…

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

The story of a young man disillusioned by love who meets a breathtaking young woman at a charity dinner by pretending to be a philanthropist. Turns out that she’s engaged to a guy who doesn’t like her going on dates. Challenged by the chase, and egged on by his eclectic friends, he feigns a platonic relationship in order to keep seeing her as he tries to conquer her heart

Christina Masters, the manager of McDougal’s flagship department store, is determined to land the manager position for their new Paris location. She sets out to impress Victoria, the store’s owner, by creating the best holiday display in McDougal’s history. Fresh out of inspiration despite assuring Victoria otherwise, Christina turns to a recently-fired store employee who also happens to be a talented artist and single dad to his young son. As they work side-by-side, the business relationship becomes personal and she finds herself falling in love. Will the allure of her dream be too strong or will she choose to follow her heart?

Otto Wall is just a little unlucky in life, and unbeknownst to him, in love. When his wife suddenly asks for a divorce, he bounces between a search for answers, desperate attempts to stay connected to his daughter, and his fateful reentry into the dating pool.

Rahul and Riana meet each other for the first time, get drunk, and awake the next morning to find that they have gotten legally married to each other.

Lovely Linda Mason has crooner Jim Hardy head over heels, but suave stepper Ted Hanover wants her for his new dance partner after femme fatale Lila Dixon gives him the brush. Jim's supper club—Holiday Inn—is the setting for the chase by Hanover and manager Danny Reed. The music's the thing.

Christmas is approaching, and Paul's adopted sister Alana is coming home for the holidays. This won't be just a regular family celebration, as she's recently engaged and the weekend will be spent planning her June wedding with her best friends Roy and Vicki. Problem is that Roy is Paul's ex-boyfriend, and the two young men haven't seen each other since their very messy breakup. Nervous about seeing his ex again, Roy talks his good friend Gavin into joining him for the weekend, and pretending to be his new boyfriend. When Paul and Gavin meet, sparks of attraction fly, but Gavin thinks Roy's still hung up on Paul. This charming romantic comedy is a funny look at family bonds, misunderstandings and the "perfect wedding

After breaking up with her long-term boyfriend just before the holidays, passionate baker Kylie reconnects with her high school sweetheart, Nick. Thanks to their newly rekindled friendship, Kylie uses Nick’s restaurant to prepare for a gingerbread baking competition with a large cash prize that would help her open her own bakery.

Former prom king and college freshman Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

Though Rachel (Ginnifer Goodwin) is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.

Kate is a young woman subscribed to bad decisions. Her last date with disaster? That of having accepted to work as Santa's elf for a department store. However, she meets Tom there. Her life takes a new turn. For Kate, it seems too good to be true.

Jenny Farrell is getting married. But how will her straight-laced family react when they find out that the woman they thought was their daughter’s roommate is actually her fiancée? As the old-fashioned Farrells attempt to come to terms with the prospect of a surprise daughter-in-law, they face a difficult choice: either adapt with the times or risk being left behind.

Two talented song-and-dance men team up after the war to become one of the hottest acts in show business. In time they befriend and become romantically involved with the beautiful Haynes sisters who comprise a sister act.

Advertising execs Melanie Welsh and Donovan Goodwin disagree on a cellphone Christmas commercial they’re pitching. He says his sleek design will win over the client but she knows it lacks holiday spirit.

The love story between a pampered Cocker Spaniel named Lady and a streetwise mongrel named Tramp. Lady finds herself out on the street after her owners have a baby and is saved from a pack by Tramp, who tries to show her to live her life footloose and collar-free.

Revolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.

After being fired, Rebecca hours back to her old home town to attend her friends wedding on Christmas Eve and visit her mother. But when she tries to return home she finds she must relive Christmas Eve over and over until she gets it right.

Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.

Rebellious Mickey and good-natured Gus navigate the thrills and agonies of modern relationships.

In an attempt to win back her ex-boyfriend on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is given the chance to re-live Christmas Eve twelve times.

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

Feeling abandoned by her therapist who's gone on an extended vacation, beautiful Lindsay gets help with her fear of commitment from an ad hoc support group formed by other New Yorkers also left high and dry by their shrinks. But when her pals dare her to date fellow group member A.J., Lindsay begins to wonder if she's finally found her match.

All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.

'Guns' Donovan prefers carousing with his pals Doc Dedham and 'Boats' Gilhooley, until Dedham's high-society daughter Amelia shows up in their South Seas paradise.

Billy, a struggling young gay photographer (who likes Polaroids), tired of being the "other man", falls in love with Gabriel, a waiter and aspiring musician who is probably straight but possibly gay or at least curious. Billy tries to get Gabriel to model for his latest project, a series of remakes of famous Hollywood screen kisses, featuring male couples, while also trying to win his affections.

In 1850 Oregon, when a backwoodsman brings a wife home to his farm, his six brothers decide that they want to get married too.

During the Blitz of World War II, a female screenwriter (Gemma Arterton) works on a film celebrating England's resilience as a way to buoy a weary populace's spirits. Her efforts to dramatise the true story of two sisters (Lily Knight and Francesca Knight) who undertook their own maritime mission to rescue wounded soldiers are met with mixed feelings by a dismissive all-male staff.

Danny is a blind man who does not let his impairment get in the way of living his life to the fullest, except when it comes to love. Danny's brother sets him up on a series of blind dates, but all of them go disastrously wrong. Just when Danny is about to give up, he meets Leeza, a nurse who works for Danny's doctor. There is just one catch: Leeza, who is from India, is promised to another man.

Miranda Presley moves from New York to Nashville to become a songwriter. At an unsuccessful audition she meets James Wright, a promising newcomer. After only a few days they marry but start to quickly regret it.

A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.