Movies Like Holiday

If you liked Holiday (1930), a romance and drama movie directed by Edward H. Griffith, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Monster-in-Law (2005)
★ 6.2/10Also romance and comedy
Office temp Charlotte Cantilini thinks she's found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there's a problem standing in the way of everlasting bliss: Kevin's overbearing and controlling…
2
Sabrina (1995)
★ 6.2/10Also romance and comedy
After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns…
3
200 Cigarettes (1999)
★ 5.8/10Also comedy and drama
In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.
4
Father of the Bride (2022)
★ 6.3/10Also romance and comedy
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
5
Crazy Rich Asians (2018)
★ 7/10Also comedy and romance
An American-born Chinese economics professor accompanies her boyfriend to Singapore for his best friend's wedding, only to get thrust into the lives of Asia's rich and famous.
6
Breakfast at Tiffany's (1961)
★ 7.6/10Also comedy and romance
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.
7
Café Society (2016)
★ 6.4/10Also comedy and drama
The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.
8
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
9
Something New (2006)
★ 6.4/10Also romance and comedy
Kenya McQueen thought she had it all: a successful career, good friends and family. There was just one thing she didn't have under control: her love life. All that changes when she meets sexy, free-spirited Brian…
10
The Age of Innocence (1993)
★ 7/10Also drama and romance
In 19th century New York high society, a young lawyer falls in love with a woman separated from her husband, while he is engaged to the woman's cousin.
11
Something from Tiffany's (2022)
★ 6.7/10Also romance and comedy
One woman's life is forever changed by an engagement ring meant for someone else.
12
Prime (2005)
★ 6/10Also comedy and drama
A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.
13
When Harry Met Sally... (1989)
★ 7.4/10Also comedy and romance
Sex always gets in the way of friendships between men and women. At least, that's what Harry Burns believes. So when Harry meets Sally Albright and a deep friendship blossoms between them, Harry's determined not to let…
14
Materialists (2025)
★ 6.3/10Also romance and drama
A young, ambitious New York City matchmaker finds herself torn between the perfect match and her imperfect ex.
15
The Family Man (2000)
★ 6.8/10Also comedy and drama
Jack's lavish, fast-paced lifestyle changes one Christmas night when he stumbles into a grocery store holdup and disarms the gunman. The next morning he wakes up in bed lying next to Kate, his college sweetheart he…
16
Sabrina (1954)
★ 7.5/10Also comedy and romance
After two years in Paris, chauffeur's daughter Sabrina returns home elegantly transformed and immediately catches the attention of David, the playboy son of her father's rich employers. David woos and wins Sabrina, who…
17
You've Got Mail (1998)
★ 6.7/10Also comedy and romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.
18
Love in Taipei (2023)
★ 6.8/10Also romance and comedy
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
19
Fools Rush In (1997)
★ 6.5/10Also comedy and drama
After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.
20
Sweet Home Alabama (2002)
★ 6.4/10Also comedy and romance
New York fashion designer Melanie Carmichael suddenly finds herself engaged to the city's most eligible bachelor. But her past holds many secrets—including Jake, the redneck husband she married in high school, who…