15 Best Movies To Watch if You Like The Parent Trap, Ranked

Here are some more movies with the similar "family-friendly chaos with a sprinkle of mischief" vibe to check out instead of rewatching The Parent Trap for the Nth time.

15. Freaky Friday (2003)

Another Lindsay Lohan starrer. In Freaky Friday, Lohan plays Anna, a rebellious teenager who's always at odds with her mom, Tess (played by Jamie Lee Curtis). But what if they could literally swap lives for a day? Thanks to some magical fortune cookies, that's exactly what happens. Anna has to navigate her mom's job as a psychologist, and Tess, well, she has to be a teenager again.

14. The Princess Diaries (2001)

Ever wondered what it would be like to wake up and discover you're royalty? Mia Thermopolis (Anne Hathaway) lives this dream—or nightmare—in The Princess Diaries. A high schooler from San Francisco, Mia learns she's the heir to the throne of Genovia. Her grandmother, played by Julie Andrews, offers princess lessons that are hilariously disastrous.

13. It Takes Two (1995)

The Olsen twins play Amanda and Alyssa, two girls who look identical but have no blood relation. Alyssa's rich, Amanda's an orphan. They meet at summer camp (yes, again with the camp!) and hatch a plan to get Alyssa's dad to not marry his gold-digging fiancée, Clarice. They switch places and stir the pot. Alyssa experiences the joy of a food fight in the cafeteria, and Amanda rubs elbows with New York's high society.

12. Yours, Mine & Ours (2005)

Imagine your single parent marrying someone who has ten kids. Yeah, a household of 20! When Frank Beardsley, a Coast Guard admiral, marries Helen North, an artsy woman with ten kids, their families have to blend. It's a mess – think paint flying and pet pigs running amok. The kids try to sabotage the union, but end up understanding the value of a big, crazy family.

11. Home Alone (1990)

If The Parent Trap gave you a taste for child ingenuity, Home Alone turns it up a notch. When 8-year-old Kevin McCallister is accidentally left behind during Christmas vacation, he isn't complaining. That is, until two burglars target his house. What does Kevin do? He booby traps the place, of course! We're talking hot irons, paint cans, a giant spider, the works. And yeah, the burglars never see it coming.

10. Little Giants (1994)

What do you get when you pit a Heisman Trophy winner against his underdog, awkward brother in a kids' football game? Pure, unadulterated comedy, that's what. In Little Giants, Kevin and Danny O'Shea (brothers, obviously) coach rival Pee-Wee football teams. Kevin's team is stacked with young athletes, while Danny's Little Giants are a misfit crew including his own tomboyish daughter.

9. Mrs. Doubtfire (1993)

Who could forget Robin Williams dressing up as an elderly British nanny? After a bitter divorce, Daniel Hillard, played by Williams, is crushed to lose custody of his kids. The solution? Disguise himself as Mrs. Doubtfire, the housekeeper/nanny so he can spend time with them. He's cooking, he's cleaning, he's even saving a choking dude at a restaurant – all in the guise of a sweet old lady. The kids are clueless but happy, which makes it all the more heartwrenching when the charade eventually comes to an end.

8. The Pacifier (2005)

You've seen Vin Diesel take down bad guys and race cars, but have you seen him change diapers? Diesel plays Navy SEAL Shane Wolfe, assigned to protect the kids of a deceased scientist while their mom is away. Easy-peasy, right? Wrong! From driving kids to school to dealing with a pet duck, Wolfe is hilariously out of his depth.

7. Big (1988)

Twelve-year-old Josh wishes to be "big" on a magical fortune-telling machine and wakes up as a 30-year-old man, played by Tom Hanks. He gets a job, starts a relationship, and basically lives the adult life, all while trying to find that darn machine to reverse the spell. It's adorable seeing him navigate the grown-up world, but let's be real, adulting is overrated.

6. Cheaper by the Dozen (2003)

Steve Martin and Bonnie Hunt play the parents of – you guessed it – a dozen kids. They're both successful in their careers, but when the opportunity of a lifetime takes them to Chicago, chaos reigns. From pranks that go awry to rebellion among the older kids, they soon realize that managing a football team is easier than parenting a large family. The box office agrees; this one raked in a whopping $190.5 million.

5. The Goonies (1985)

A group of kids finds an old treasure map and embarks on an adventure to find a pirate's treasure to save their homes from being demolished. They venture into underground caves, dodge booby traps, and face off against a family of criminals who also want the treasure. Between Sloth, the deformed but lovable captive of the villains, and the iconic Truffle Shuffle, it's pure 80's gold.

4. Night at the Museum (2006)

Ever wondered what happens in a museum after hours? Larry Daley, played by Ben Stiller, finds out the hard way when he takes a job as a night guard. Turns out, everything comes to life, from a T-Rex skeleton to Teddy Roosevelt. Larry's got to wrangle this wild bunch while solving the mystery of an Egyptian artifact that holds the secret to the magic.

3. Matilda (1996)

Roald Dahl's beloved character comes to life in this '90s classic. Matilda is a child prodigy stuck with the world's worst parents and school principal, aptly named Ms. Trunchbull. She soon discovers she has telekinetic powers and decides enough is enough. She puts her powers to good use, making the lives of every nasty adult a living hell.

2. Parental Guidance (2012)

Billy Crystal and Bette Midler play grandparents who agree to babysit their three grandkids while the parents are away for work. Let's just say their old-school methods of discipline and fun clash horrendously with the kids' high-tech, overly scheduled lives.

1. Spy Kids (2001)

Action-packed family film follows Carmen and Juni Cortez, who think their parents are boring, only to discover they're retired spies. When the parents get kidnapped, it's up to the kids to save them. They have to navigate a safe house full of gadgets, battle robot children, and defeat the evil TV host Fegan Floop.