20 Best Movies Like Holidate

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Holidate

Holidate

Holidate brings a humorous and festive twist to the romantic comedy genre. Emma Roberts and Luke Bracey play two singles tired of holiday family pressure who make a pact to be each other’s “holidate.” Their plan leads to hilarious mishaps and heartfelt moments as they navigate the ups and downs of their fake relationship turning real. The film balances romantic tropes with modern dating humor.

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10 Things I Hate About You
▶ Watch Trailer
⭐
7.3
📅
March 31, 1999
🕒
97 minutes
👥
Teens, Young Adults, Cult Fans
10 Things I Hate About You
Teen ComedyRomanceDrama
Story
Cameron can’t date his crush Bianca until her antisocial sister Kat does, so Cameron hires Patrick to woo her—leading to unexpected romance and lessons in self-awareness.
Cast:
Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik, David Krumholtz
Directors:
Gil Junger
Writers:
Karen McCullah, Kirsten Smith (based loosely on Shakespeare’s The Taming of the Shrew)
Producers:
Andrew Lazar
Available On
Not on OTT
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The Ugly Truth
▶ Watch Trailer
⭐
6.4
📅
July 24, 2009
🕒
96 minutes
👥
Adults, Young Adults
The Ugly Truth
Romantic Comedy
Story
A romantically challenged morning show producer reluctantly teams up with a chauvinistic correspondent to improve her love life.
Cast:
Katherine Heigl, Gerard Butler, Eric Winter
Directors:
Robert Luketic
Writers:
Nicole Eastman
Producers:
Mike Karz, Gary Lucchesi, Tom Rosenberg
Available On
Not on OTT
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How to Lose a Guy in 10 Days
▶ Watch Trailer
⭐
6.4
📅
February 7, 2003
🕒
116 minutes
👥
Adults, Young Adults
How to Lose a Guy in 10 Days
Romantic Comedy
Story
A magazine writer tries to drive away a man in 10 days to prove a point, while the man bets he can make her fall in love with him.
Cast:
Kate Hudson, Matthew McConaughey, Kathryn Hahn
Directors:
Donald Petrie
Writers:
Kristin Rusk Robinson
Producers:
Denise Di Novi, Mark Ordesky
Available On
Netflix
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Friends with Benefits
▶ Watch Trailer
⭐
6.5
📅
July 22, 2011
🕒
109 minutes
👥
Adults, Young Adults
Friends with Benefits
Romantic Comedy
Story
Two friends decide to add sex to their relationship without emotional attachment, but things get complicated.
Cast:
Justin Timberlake, Mila Kunis, Patricia Clarkson
Directors:
Will Gluck
Writers:
Will Gluck, Keith Merryman, David A. Newman
Producers:
Eric Eisner, Adam Shulman
Available On
Netflix
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No Strings Attached
▶ Watch Trailer
⭐
6.2
📅
January 21, 2011
🕒
109 minutes
👥
Adults, Young Adults
No Strings Attached
Romantic Comedy
Story
Two friends try to keep their relationship purely physical but soon face emotional complications.
Cast:
Natalie Portman, Ashton Kutcher, Kevin Kline
Directors:
Ivan Reitman
Writers:
Elizabeth Meriwether
Producers:
Nicole Kidman, Ann Ruark
Available On
Not on OTT
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She's All That
▶ Watch Trailer
⭐
5.9
📅
January 21, 1999
🕒
95 minutes
👥
Teens, Young Adults
She’s All That
Teen RomanceComedy
Story
A high school jock makes a bet that he can transform a nerdy girl into the prom queen.
Cast:
Freddie Prinze Jr., Rachael Leigh Cook, Paul Walker
Directors:
Robert Iscove
Writers:
R. Lee Fleming Jr.
Producers:
Michael Tollin, Brian Robbins
Available On
Not on OTT
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The Proposal
▶ Watch Trailer
⭐
6.7
📅
June 19, 2009
🕒
108 minutes
👥
Adults, Young Adults
The Proposal
Romantic Comedy
Story
A demanding book editor convinces her assistant to marry her to avoid deportation, leading to unexpected romance.
Cast:
Sandra Bullock, Ryan Reynolds, Betty White
Directors:
Anne Fletcher
Writers:
Pete Chiarelli
Producers:
Jennifer Todd, Suzanne Todd
Available On
Netflix
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Notting Hill
▶ Watch Trailer
⭐
7.1
📅
May 21, 1999
🕒
124 minutes
👥
Adults, Young Adults
Notting Hill
Romantic ComedyDrama
Story
A bookshop owner’s life changes when a famous actress walks into his shop, leading to an unlikely romance.
Cast:
Julia Roberts, Hugh Grant, Rhys Ifans
Directors:
Roger Michell
Writers:
Richard Curtis
Producers:
Duncan Kenworthy, Tim Bevan, Eric Fellner
Available On
Netflix
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Something Borrowed
▶ Watch Trailer
⭐
5.9
📅
May 6, 2011
🕒
112 minutes
👥
Adults, Young Adults
Something Borrowed
Romantic ComedyDrama
Story
A woman struggles with her feelings for her best friend’s fiancé, leading to complicated relationships.
Cast:
Ginnifer Goodwin, Kate Hudson, Colin Egglesfield
Directors:
Luke Greenfield
Writers:
Jessie Gabe, based on Emily Giffin’s novel
Producers:
Denise Di Novi, Alison Greenspan
Available On
Not on OTT
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Just Go with It
▶ Watch Trailer
⭐
6.4
📅
February 11, 2011
🕒
117 minutes
👥
Adults
Just Go with It
Romantic Comedy
Story
A plastic surgeon convinces his assistant to pose as his soon-to-be-divorced wife to cover up a lie.
Cast:
Adam Sandler, Jennifer Aniston, Brooklyn Decker
Directors:
Dennis Dugan
Writers:
Allan Loeb, Timothy Dowling
Producers:
Adam Sandler, Jack Giarraputo
Available On
Not on OTT
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Two Weeks Notice
▶ Watch Trailer
⭐
6.1
📅
December 21, 2002
🕒
109 minutes
👥
Adults, Young Adults
Two Weeks Notice
Romantic Comedy
Story
A lawyer decides to quit her demanding boss after realizing their toxic dynamic but struggles with her feelings.
Cast:
Sandra Bullock, Hugh Grant, Alicia Witt
Directors:
Marc Lawrence
Writers:
Marc Lawrence
Producers:
Whitney Houston, Matthew Carnahan
Available On
Netflix
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▶ Watch Trailer
⭐
5.8
📅
February 10, 2005
🕒
96 minutes
👥
Adults
The Wedding Date
Romantic Comedy
Story
A woman hires a male escort to accompany her to her sister’s wedding to make her ex jealous.
Cast:
Debra Messing, Dermot Mulroney, Amy Adams
Directors:
Clare Kilner
Writers:
Dana Fox
Producers:
Debra Messing, Richard Saperstein
Available On
Not on OTT
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Love, Rosie
▶ Watch Trailer
⭐
7.2
📅
October 4, 2014
🕒
102 minutes
👥
Adults, Young Adults
Love, Rosie
Romantic DramaComedy
Story
Childhood friends struggle with their feelings and circumstances over the years.
Cast:
Lily Collins, Sam Claflin, Christian Cooke
Directors:
Christian Ditter
Writers:
Juliette Towhidi
Producers:
Elizabeth Karlsen, Stephen Woolley
Available On
Netflix
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Crazy, Stupid, Love
▶ Watch Trailer
⭐
7.4
📅
July 29, 2011
🕒
118 minutes
👥
Adults, Young Adults
Crazy, Stupid, Love
Romantic ComedyDrama
Story
A middle-aged man’s life changes after his wife asks for a divorce; a young player helps him rediscover dating.
Cast:
Steve Carell, Ryan Gosling, Julianne Moore, Emma Stone
Directors:
Glenn Ficarra, John Requa
Writers:
Dan Fogelman
Producers:
Jessica Elbaum, Stuart Cornfeld
Available On
Netflix
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▶ Watch Trailer
⭐
5.7
📅
May 30, 2008
🕒
101 minutes
👥
Adults
What Happens in Vegas
Romantic Comedy
Story
Two strangers get married in Las Vegas after a night of partying and then fight over the jackpot money.
Cast:
Cameron Diaz, Ashton Kutcher, Rob Corddry
Directors:
Tom Vaughan
Writers:
Dana Fox, John Quaintance
Producers:
Andrew Panay, Jenno Topping
Available On
Not on OTT
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The Perfect Date
▶ Watch Trailer
⭐
5.8
📅
April 12, 2019
🕒
90 minutes
👥
Teens, Young Adults
The Perfect Date
Romantic ComedyTeen
Story
A high school student creates an app offering himself as a fake date to earn money and impress his crush.
Cast:
Noah Centineo, Laura Marano, Camila Mendes
Directors:
Chris Nelson
Writers:
Steve Bloom, Chris Nelson
Producers:
Laura Leschin, Nicole Yaron, Dan Angel
Available On
Netflix
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To All the Boys I’ve Loved Before
▶ Watch Trailer
⭐
7.1
📅
August 17, 2018
🕒
99 minutes
👥
Teens, Young Adults
To All the Boys I’ve Loved Before
Teen RomanceComedyDrama
Story
A shy high schooler’s secret love letters are exposed, forcing her to face her feelings and relationships.
Cast:
Lana Condor, Noah Centineo, Janel Parrish
Directors:
Susan Johnson
Writers:
Sofia Alvarez, based on Jenny Han’s novel
Producers:
Matt Kaplan
Available On
Netflix
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The Kissing Booth
▶ Watch Trailer
⭐
6.0
📅
May 11, 2018
🕒
105 minutes
👥
Teens, Young Adults
The Kissing Booth
Teen RomanceComedy
Story
A high school student falls for her best friend’s older brother, complicating friendships and romance.
Cast:
Joey King, Joel Courtney, Jacob Elordi
Directors:
Vince Marcello
Writers:
Vince Marcello, based on Beth Reekles’ novel
Producers:
Marty Bowen, Wyck Godfrey
Available On
Netflix
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Set It Up
▶ Watch Trailer
⭐
6.5
📅
June 15, 2018
🕒
105 minutes
👥
Adults, Young Adults
Set It Up
Romantic Comedy
Story
Two overworked assistants try to set up their demanding bosses to get some free time, but end up falling for each other.
Cast:
Zoey Deutch, Glen Powell, Lucy Liu
Directors:
Claire Scanlon
Writers:
Katie Silberman
Producers:
Rachel Lee Goldenberg
Available On
Netflix
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Anyone But You
▶ Watch Trailer
⭐
Not yet rated
📅
2023 (Expected)
🕒
Approx. 110 minutes (expected)
👥
Adults, Young Adults
Anyone But You
Romantic Comedy
Story
Two polar opposites are forced to work together and discover unexpected romance.
Cast:
Sydney Sweeney, Glen Powell
Directors:
Will Gluck
Writers:
Will Gluck, Elizabeth Raposo
Producers:
Elizabeth Raposo, Ben Nearn
Available On
Not on OTT
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