Movies Like An Heiress for Two

If you liked An Heiress for Two (1913), a comedy movie directed by Al Christie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Teen Beach Movie (2013)
★ 6.9/10Also comedy
Life's a beach for surfers Brady and McKenzie – until a rogue wave magically transports them inside the classic '60s beach party flick, "Wet Side Story," where a full-blown rivalry between bikers and surfers threatens…
2
Scooby-Doo! Curse of the Lake Monster (2010)
★ 6.2/10Also comedy
Scooby-Doo and the gang are on the case when a mysterious lake monster starts scaring the guests at a summer resort in Erie Point, where Fred, Daphne, Velma and Shaggy have taken on seasonal jobs to pay for a barn they…
3
Weekend at Bernie's (1989)
★ 6.4/10Also comedy
Two young insurance corporation employees try to pretend that their murdered employer is alive by puppeteering his dead body, leading a hitman to attempt to track him down to finish him off.
4
Hotel Transylvania 3: Summer Vacation (2018)
★ 6.8/10Also comedy
Dracula, Mavis, Johnny and the rest of the Drac Pack take a vacation on a luxury Monster Cruise Ship, where Dracula falls in love with the ship’s captain, Ericka, who’s secretly a descendant of Abraham Van Helsing, the…
5
High School Musical 2 (2007)
★ 6.5/10Also comedy
The East High Wildcats are gearing up for big fun as they land the coolest summer jobs imaginable. Troy, Gabriella, Chad, and Taylor have scored sweet gigs at the Lava Springs Country Club owned by Sharpay and Ryan's…
6
The Proud Family Movie (2005)
★ 5.8/10Also comedy
Penny and her family are lured on an all expenses paid vacation where a mad scientist captures them, refusing to let them go because Oscar won't reveal his on of his secret Proud Snacks formulas.
7
Vegas Vacation (1997)
★ 6/10Also comedy
The Griswold family hits the road again for a typically ill-fated vacation, this time to the glitzy mecca of slots and showgirls—Las Vegas.
8
Mr. Hobbs Takes a Vacation (1962)
★ 6.5/10Also comedy
Banker Roger Hobbs wants to spend his vacation alone with his wife, Peggy, but she insists on a family vacation at a California beach house that turns out to be ugly and broken down. Daughter Katey, embarrassed by her…
9
Pee-wee's Big Holiday (2016)
★ 6.1/10Also comedy
A fateful meeting with a mysterious stranger inspires Pee-wee Herman to take his first-ever holiday.
10
Teen Beach 2 (2015)
★ 6.8/10Also comedy
When characters from the movie musical “Wet Side Story” get stuck in the real world, teens Brady and Mack must find a way to return them home.
11
Judy Moody and the Not Bummer Summer (2011)
★ 6/10Also comedy
Third-grader Judy Moody sets out to have the most thrilling summer of her life.
12
Diary of a Wimpy Kid: Dog Days (2012)
★ 6.4/10Also comedy
It's summertime, and Greg Heffley is looking forward to playing video games and spending time with his friends. However, Greg's dad has other plans: He's decided that some father-son bonding time is in order. Desperate…
13
City Slickers (1991)
★ 6.5/10Also comedy
Three New York businessmen decide to take a "Wild West" vacation that turns out not to be the relaxing vacation they had envisioned.
14
National Lampoon's Vacation (1983)
★ 7.1/10Also comedy
Clark Griswold is on a quest to take his family to the Walley World theme park for a vacation, but things don't go exactly as planned.
15
Sketch (2025)
★ 7/10Also comedy
When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to…
16
Perfect Day (1929)
★ 7/10Also comedy
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and…
17
How High 2 (2019)
★ 6.2/10Also comedy
When two jobless friends discover a hidden weed bible and the ultimate bud, they think that they’ve got it made…with 'seed' money to start a new snack delivery app. But, when nearly all of their stash and weed bible…
18
LEGO Star Wars Summer Vacation (2022)
★ 6.3/10Also comedy
Looking for a much-needed break, Finn arranges a surprise vacation for his friends Rey, Poe, Rose, Chewie, BB-8, R2-D2, and C-3PO, aboard the luxurious Halcyon. However, Finn's plan to have one last hurrah together…
19
Scooby-Doo! and the Gourmet Ghost (2018)
★ 7.9/10Also comedy
The Scooby gang visits a culinary resort run by Fred's uncle, Bobby Flay. While enjoying the sights, a ghost attacks the guests and destroys the resort, leaving the gang to put a stop to its threat.
20
Camp Nowhere (1994)
★ 6/10Also comedy
Morris "Mud" Himmel has a problem. His parents desperately want to send him away to summer camp. He hates going to summer camp, and would do anything to get out of it. Talking to his friends, he realizes that they are…