Ranking The 25 Best Rom-Coms of All-Time

19. The Holiday (2006)

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In London, Iris Simpkins (Kate Winslet) writes a wedding column in a newspaper. She simultaneously fosters an unrequited and unhealthy love for her colleague Jasper. Near Christmas, she is informed that he is in fact newly engaged (thus turning her life upside down). In Los Angeles, Amanda (Cameron Diaz) has just split her boyfriend after finding out he has cheated on her. Both needing to escape, they impulsively agree to swap houses for the holidays. While in Surrey, Amanda meets the very attractive brother of Iris (umm..hi Jude Law). Iris meets film composer Miles (Jack Black). This film is definitely a must-see for this holiday season!