Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like Holiday Fling

If you loved Holiday Fling, 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 Holiday Fling.

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#1
Tigertail

Tigertail

2020★ 6.7

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

A man reflects on the lost love of his youth and his long-ago journey from Taiwan to America as he begins to reconnect with his estranged daughter....

#2
The Nest

The Nest

2020★ 6.1

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

Rory is an ambitious entrepreneur who brings his American wife and kids to his native country, England, to explore new business opportunities. After abandoning the sanctuary of the...

#3
Lady Driver

Lady Driver

2020★ 6.4

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

When a rebellious teen embarks on a solo summer journey to connect with her roots, she finds herself in a new world, geared up for the ride of her life, and discovers she had the d...

#4
What Maisie Knew

What Maisie Knew

2013★ 7.1

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

In New York City, a young girl is caught in the middle of her parents' bitter custody battle....

#5
Sky

Sky

2015★ 6.2

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

A woman embarks on a journey alone across the United States after fleeing from her violent husband....

#6
Alex of Venice

Alex of Venice

2015★ 5.9

Why watch this? A perfect follow-up to Holiday Fling for fans of Drama. It captures a similar emotionally gripping atmosphere.

After her stay-at-home husband leaves her, a workaholic lawyer finds that she is not completely up to the tasks of caring for her young son, ailing father and household all by hers...

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