15 Fun Family Movies like 'The Parent Trap'

Lila Sommers

Lila Sommers

Movies like 'The Parent Trap'

The magic of "The Parent Trap" isn't just in the clever switcheroo or the heartwarming family reunions. It's in the laughter, the tears, and the sheer joy of watching two worlds collide and blend into one beautiful story.

If you've ever found yourself yearning for more films that capture that same enchanting blend of humor, heart, and a dash of mischief, you're in for a treat! We've scoured the cinematic universe to curate a list of 15 movies that echo the charm of The Parent Trap.

Whether you're snuggling up for a movie night or simply looking to relive the nostalgia, these films promise to whisk you away on delightful adventures. So, grab your popcorn and let's dive in!

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Rotten tomatoes70%
iMBD53
Metacritic7.1

In the heart of San Francisco, a desperate father's love knows no bounds. When Daniel Hillard, played by the incomparable Robin Williams, faces the heartbreak of separation and the possibility of losing his children, he crafts an audacious plan. Enter Mrs. Doubtfire: a charming, elderly British nanny who is, unbeknownst to everyone, Daniel in disguise. As he navigates the world of housekeeping, parenting, and the occasional kitchen fire, Daniel discovers the lengths he'll go to for family. This touching comedy reminds us that love can often be found in the most unexpected places, even behind layers of makeup and a fake bosom.

CAST

Robin Williams

Robin Williams

Sally Field

Sally Field

Pierce Brosnan

Pierce Brosnan

Lisa Jakub

Lisa Jakub

Matthew Lawrence

Matthew Lawrence

Mara Wilson

Mara Wilson

Robert Prosky

Robert Prosky

Anne Haney

Anne Haney

Harvey Fierstein

Harvey Fierstein

Scott Capurro

Scott Capurro

Directed by Chris Columbus
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Rotten tomatoes92%
iMBD7.2
Metacritic7

In a world where adults often forget the magic of childhood, Matilda Wormwood stands out. Born into a family that's blind to her brilliance, Matilda, with her voracious appetite for books and a mind that dances with wonders, discovers she has a unique gift. As she navigates the treacherous waters of Crunchem Hall Elementary School and its tyrannical principal, Miss Trunchbull, Matilda finds solace in her kind-hearted teacher, Miss Honey. This enchanting tale, sprinkled with Roald Dahl's signature whimsy, teaches us the power of resilience, the importance of kindness, and that sometimes, the smallest people can make the biggest changes.

CAST

Mara Wilson

Mara Wilson

Danny DeVito

Danny DeVito

Rhea Perlman

Rhea Perlman

Embeth Davidtz

Embeth Davidtz

Pam Ferris

Pam Ferris

Paul Reubens

Paul Reubens

Tracey Walter

Tracey Walter

Jean Speegle Howard

Jean Speegle Howard

Brian Levinson

Brian Levinson

Sara Magdalin

Sara Magdalin

Directed by Danny DeVito
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Rotten tomatoes82%
iMBD66
Metacritic6.5

Friendship has a magical way of connecting souls, and for Carmen, Tibby, Bridget, and Lena, that magic is embodied in a pair of jeans. As they prepare to spend their first summer apart, the girls stumble upon a pair of pants that, miraculously, fits each of them perfectly. Deciding to share the jeans as a way to stay connected, the pants become a symbol of their bond, witnessing their adventures, heartbreaks, and moments of self-discovery. Set against the backdrop of Greece's cerulean waters, soccer camps, and the aisles of a department store, this heartwarming tale celebrates the unbreakable ties of friendship and the memories that define our lives.

CAST

Amber Tamblyn

Amber Tamblyn

America Ferrera

America Ferrera

Blake Lively

Blake Lively

Alexis Bledel

Alexis Bledel

Bradley Whitford

Bradley Whitford

Nancy Travis

Nancy Travis

Rachel Ticotin

Rachel Ticotin

Jenna Boyd

Jenna Boyd

Mike Vogel

Mike Vogel

Michael Rady

Michael Rady

Directed by Ken Kwapis
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Rotten tomatoes88%
iMBD70
Metacritic6.3

Imagine waking up one day and realizing you're not in your own body, but in your mother's! That's the wild ride Anna and her mom, Tess, find themselves on in "Freaky Friday." Through a twist of fate and a magical fortune cookie, this mother-daughter duo swaps lives, giving them a chance to walk in each other's shoes. As they navigate high school drama and work crises, they discover the challenges and joys of each other's worlds. It's a heartwarming, hilarious journey of understanding, patience, and the unbreakable bond of family. By the time Friday rolls around, they'll learn more about each other than they ever imagined.

CAST

Lindsay Lohan

Lindsay Lohan

Jamie Lee Curtis

Jamie Lee Curtis

Harold Gould

Harold Gould

Chad Michael Murray

Chad Michael Murray

Mark Harmon

Mark Harmon

Stephen Tobolowsky

Stephen Tobolowsky

Christina Vidal

Christina Vidal

Ryan Malgarini

Ryan Malgarini

Haley Hudson

Haley Hudson

Rosalind Chao

Rosalind Chao

Directed by Mark Waters
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Rotten tomatoes49%
iMBD52
Metacritic6.4

Mia Thermopolis is your average teenager, dealing with school, crushes, and a little bit of teenage angst. But her world turns upside down when she discovers she's not just Mia from San Francisco, but Amelia Mignonette Thermopolis Renaldi, Princess of Genovia! With the help of her elegant grandmother, Queen Clarisse, Mia embarks on a transformational journey from a shy, clumsy schoolgirl to a potential heir to the throne. Amidst royal etiquette lessons and tiara mishaps, "The Princess Diaries" is a delightful tale of self-discovery, embracing one's heritage, and the timeless lesson that being true to oneself is the greatest crown one can wear.

CAST

Anne Hathaway

Anne Hathaway

Julie Andrews

Julie Andrews

Patrick John Flueger

Patrick John Flueger

Heather Matarazzo

Heather Matarazzo

Hector Elizondo

Hector Elizondo

Mandy Moore

Mandy Moore

Caroline Goodall

Caroline Goodall

Robert Schwartzman

Robert Schwartzman

Erik von Detten

Erik von Detten

Sean O'Bryan

Sean O'Bryan

Directed by Garry Marshall

2 degrees of seperation (similar to The Princess Diaries)

Mean Girls
The Devil Wears Prada
Legally Blonde
Clueless
10 Things I Hate About You
Bridget Jones's Diary
Freaky Friday
Miss Congeniality
A Cinderella Story
13 Going on 30
Ella Enchanted
The Parent Trap
EverAfter
She's the Man
Sixteen Candles
Pretty in Pink
Never Been Kissed
Confessions of a Shopaholic
Wild Child
What a Girl Wants
Monte Carlo
Ice Princess
Sydney White
The Perfect Man
Avalon High
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Rotten tomatoes93%
iMBD73
Metacritic7.1

From the animated fairy-tale realm of Andalasia to the bustling streets of New York City, "Enchanted" is a whimsical blend of magic and reality. Giselle, a cheerful princess-to-be, finds herself thrust into a world where "happily ever after" isn't guaranteed. As she navigates taxis, tries to understand why no animals help her clean, and grapples with the complexities of modern love, Giselle discovers that true love isn't just the stuff of fairy tales. With catchy songs, endearing characters, and a touch of enchantment around every corner, this film reminds us that sometimes, the real world can be just as magical as the ones we dream about.

CAST

Amy Adams

Amy Adams

Patrick Dempsey

Patrick Dempsey

James Marsden

James Marsden

Timothy Spall

Timothy Spall

Idina Menzel

Idina Menzel

Rachel Covey

Rachel Covey

Susan Sarandon

Susan Sarandon

Julie Andrews

Julie Andrews

Jeff Bennett

Jeff Bennett

Directed by Kevin Lima
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Rotten tomatoes56%
iMBD48
Metacritic4.4

Life has a funny way of throwing curveballs, and for Mike O'Donnell, it's a fastball back to his teenage years. Imagine waking up one day to find yourself trapped in the body of a 17-year-old, with all the angst, confusion, and high school drama! As Mike navigates the treacherous waters of teen life, he discovers that this unexpected detour might just be the universe's way of giving him a second chance. It's a heartwarming tale of redemption, love, and the age-old question: If you could go back, would you do it all differently? Dive into a journey where age is but a number, and the heart remains evergreen.

CAST

Zac Efron

Zac Efron

Leslie Mann

Leslie Mann

Thomas Lennon

Thomas Lennon

Michelle Trachtenberg

Michelle Trachtenberg

Sterling Knight

Sterling Knight

Matthew Perry

Matthew Perry

Tyler Steelman

Tyler Steelman

Allison Miller

Allison Miller

Adam Gregory

Adam Gregory

Hunter Parrish

Hunter Parrish

Directed by Burr Steers

2 degrees of seperation (similar to 17 Again)

Back to the Future
It's a Wonderful Life
Groundhog Day
Big
Mrs. Doubtfire
Freaky Friday
Bruce Almighty
13 Going on 30
The Curious Case of Benjamin Button
About Time
The Family Man
Pleasantville
The Kid
Click
Liar Liar
Vice Versa
Peggy Sue Got Married
The Age of Adaline
Begin Again
Dan in Real Life
The Way Way Back
Flipped
Secondhand Lions
Liberal Arts
In Your Eyes
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Rotten tomatoes24%
iMBD46
Metacritic5.9

When you mix a dozen kids, ranging from tots to teens, with two ambitious parents, you're bound to get a cocktail of chaos and comedy! The Baker family is anything but ordinary. As Tom and Kate chase their dreams, they find themselves juggling the wild antics of their 12 children. From misadventures at school to uproarious family dinners, every day is an unpredictable adventure. But beneath the mayhem lies a heartwarming story of a family that sticks together, no matter what. Join the Bakers as they navigate the beautiful mess of life, reminding us that family, in all its chaotic glory, is truly life's greatest gift.

CAST

Steve Martin

Steve Martin

Bonnie Hunt

Bonnie Hunt

Piper Perabo

Piper Perabo

Tom Welling

Tom Welling

Hilary Duff

Hilary Duff

Kevin G. Schmidt

Kevin G. Schmidt

Alyson Stoner

Alyson Stoner

Jacob Smith

Jacob Smith

Liliana Mumy

Liliana Mumy

Morgan York

Morgan York

Directed by Shawn Levy
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Rotten tomatoes44%
iMBD45
Metacritic6.4

Viola has a plan, and it involves trading her skirts for shin guards. When her school cuts the girls' soccer team, she's determined to prove a point. Disguising herself as her twin brother, Sebastian, she dives headfirst into the world of an all-boys boarding school, soccer, and... unexpected romance? As Viola juggles soccer matches, newfound bros, and avoiding being caught, she learns more about herself than she ever imagined. It's a hilarious roller-coaster of mistaken identities, teenage drama, and the quest to follow one's passion. "She's the Man" serves up laughter, love, and a lesson in being true to oneself, all with a side of unforgettable one-liners.

CAST

Amanda Bynes

Amanda Bynes

Channing Tatum

Channing Tatum

Laura Ramsey

Laura Ramsey

Vinnie Jones

Vinnie Jones

David Cross

David Cross

Julie Hagerty

Julie Hagerty

Robert Hoffman

Robert Hoffman

Alexandra Breckenridge

Alexandra Breckenridge

Jonathan Sadowski

Jonathan Sadowski

Amanda Crew

Amanda Crew

Directed by Andy Fickman
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Rotten tomatoes8%
iMBD45
Metacritic5.9

In a world where fate loves to play matchmaker, two identical girls from wildly different backgrounds stumble upon each other at a summer camp. Amanda, an orphan with street smarts, and Alyssa, a refined heiress, hatch a mischievous plan to switch places. As they navigate each other's lives, they discover that maybe, just maybe, they can use their uncanny resemblance to give destiny a little nudge. Amidst the chaos, laughter, and unexpected friendships, a bigger plot unfolds: uniting two souls meant for each other. Dive into this heartwarming tale where love, mischief, and a sprinkle of serendipity come together in the most delightful way.

CAST

Kirstie Alley

Kirstie Alley

Steve Guttenberg

Steve Guttenberg

Ashley Olsen

Ashley Olsen

Mary-Kate Olsen

Mary-Kate Olsen

Jane Sibbett

Jane Sibbett

Philip Bosco

Philip Bosco

Michelle Grisom

Desmond Robertson

Tiny Mills

Shanelle Henry

Directed by Andy Tennant
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Rotten tomatoes48%
Metacritic5.6

When young Casey attempts a magical spell to bring back her departed mother, she inadvertently brings her doll, Eve, to life instead. Suddenly, the glossy world of fashion dolls collides with the challenges of the real world. Eve, with her impeccable style and boundless optimism, navigates the complexities of human life, from jobs to heartbreaks, with a childlike wonder. As Casey grapples with the chaos of her enchanted mistake, a beautiful bond forms between her and Eve. This enchanting tale reminds us of the magic that exists in unexpected places and the lessons we can learn when worlds collide.

CAST

Lindsay Lohan

Lindsay Lohan

Tyra Banks

Tyra Banks

Jere Burns

Jere Burns

Anne Marie DeLuise

Anne Marie DeLuise

Garwin Sanford

Garwin Sanford

Tom Butler

Tom Butler

Jillian Fargey

Katelyn Wallace

Shaina Tianne Unger

Directed by Mark Rosman
Image
Rotten tomatoes65%
Metacritic6.1

Christmas in the kingdom of Belgravia is nothing short of magical, but for Stacy, a talented baker from Chicago, it's about to get a whole lot more enchanting. When she crosses paths with Duchess Margaret, her royal doppelgänger, the two hatch a plan to switch lives for a couple of days. As they step into each other's shoes, they embark on whirlwind adventures filled with royal duties, baking mishaps, and, of course, unexpected romances. Amidst the twinkling lights and snowy landscapes, two women discover the beauty of walking in another's shoes and the heartwarming power of Christmas love. Join them on this festive journey where fairytales come to life in the most delightful ways.

CAST

Vanessa Hudgens

Vanessa Hudgens

Sam Palladio

Sam Palladio

Nick Sagar

Nick Sagar

Alexa Adeosun

Alexa Adeosun

Suanne Braun

Suanne Braun

Mark Fleischmann

Mark Fleischmann

Sara Stewart

Sara Stewart

Pavel Douglas

Pavel Douglas

Amy Griffiths

Amy Griffiths

Robin Soans

Robin Soans

Directed by Mike Rohl
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Rotten tomatoes6%
iMBD38
Metacritic5.5

In a world where love knows no boundaries, Frank and Helen, both widowed, find their hearts entwined. But here's the twist: Frank has 8 kids, and Helen? A whopping 10! When they decide to merge their massive broods, chaos reigns supreme. From paint wars to dance-offs, the house is a whirlwind of laughter, pranks, and the occasional tear. As the family navigates the challenges of blending two distinct worlds, they discover that love, patience, and a sense of humor are the ultimate keys to unity. Dive into this heartwarming tale and witness the roller-coaster journey of the most unconventional family you'll ever meet!

CAST

Dennis Quaid

Dennis Quaid

Rene Russo

Rene Russo

Sean Faris

Sean Faris

Danielle Panabaker

Danielle Panabaker

Miranda Cosgrove

Miranda Cosgrove

Drake Bell

Drake Bell

Katija Pevec

Katija Pevec

Dean Collins

Dean Collins

Tyler Patrick Jones

Haley Ramm

Haley Ramm

Directed by Raja Gosnell
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Rotten tomatoes75%
Metacritic7.3

St. Francis Academy, a serene all-girls Catholic school, is about to have its tranquility tested by two mischievous newcomers: Mary Clancy and Rachel Devery. Their endless pranks and rebellious spirit turn the school upside down, much to the chagrin of the ever-patient Mother Superior. But beneath the laughter and mischief lies a deeper tale of friendship, growth, and the age-old struggle between tradition and youthful exuberance. As Mary and Rachel navigate their teenage years, they learn valuable lessons about love, faith, and the true meaning of sisterhood. Join them on this delightful journey and rediscover the joys and challenges of adolescence.

CAST

Hayley Mills

Hayley Mills

June Harding

June Harding

Rosalind Russell

Rosalind Russell

Binnie Barnes

Binnie Barnes

Camilla Sparv

Camilla Sparv

Mary Wickes

Mary Wickes

Marge Redmond

Marge Redmond

Dolores Sutton

Dolores Sutton

Margalo Gillmore

Margalo Gillmore

Portia Nelson

Portia Nelson

Directed by Ida Lupino
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Metacritic5.9

In a twist of fate, two look-alikes, Alex, a high school nerd, and Janine, a famous teen model, cross paths. Seizing the opportunity for a brief escape from their worlds, they decide to switch lives. As Alex steps into the glamorous world of fashion, and Janine dives into the challenges of high school, both girls embark on adventures they never dreamed of. From runway mishaps to school dance dramas, their swapped lives are filled with surprises at every turn. But as they walk in each other's shoes, they discover the grass isn't always greener on the other side. This enchanting tale of identity, friendship, and unexpected romance will remind you of the simple joys of being yourself.

CAST

Maggie Lawson

Maggie Lawson

Jim Abele

Jim Abele

Daniel Clark

Daniel Clark

Karen Hines

Justin Timberlake

Justin Timberlake

Jesse Nilsson

Kathie Lee Gifford

Kathie Lee Gifford

Vendela Kirsebom

Vendela Kirsebom

Jake Steinfeld

Jake Steinfeld

Lisa Ng

Directed by Mark Rosman

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Lila Sommers

About Lila Sommers

Lila is your media maven with a passion for the extraordinary! Spot her at the local bookstore or crafting her own stories on lazy Sunday afternoons. From indie flicks to hidden gem tracks, Lila's knack for weaving words and tunes is unmatched, making her your ultimate companion in the exciting world of media and entertainment.

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