Dynamic Watchlist Hub: May 17, 2026

10 Best Movies Like Cupid Takes a Holiday

If you loved Cupid Takes a Holiday, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Cupid Takes a Holiday.

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#1
The Wedding Year

The Wedding Year

2019★ 6.0

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

#2
How to Murder Your Wife

How to Murder Your Wife

1965★ 6.3

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

Stanley Ford leads an idyllic bachelor life. He is a nationally syndicated cartoonist whose Bash Brannigan series provides him with a luxury townhouse and a full-time valet, Charle...

#3
Sextuplets

Sextuplets

2019★ 6.2

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their ...

#4
Duplex

Duplex

2003★ 6.1

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!...

#5
After the Ball

After the Ball

2015★ 6.3

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one t...

#6
Class Rank

Class Rank

2017★ 6.9

Why watch this? A perfect follow-up to Cupid Takes a Holiday for fans of Comedy. It captures a similar light-hearted atmosphere.

Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn ...

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