Movies Like Christmas in the Clouds

If you liked Christmas in the Clouds (2001), a family and romance movie directed by Kate Montgomery, 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
Jingle Bell Heist (2025)
★ 6/10Also romance and comedy
Two down-on-their-luck hourly workers team up to rob a posh London department store on Christmas Eve. Will they steal each other's hearts along the way?
2
Your Christmas or Mine? (2022)
★ 6.4/10Also comedy and romance
Students Hayley and James are young and in love. After saying goodbye for Christmas at a London train station, they both make the same mad split-second decision to swap trains and surprise each other. Passing each…
3
Candy Cane Lane (2023)
★ 6/10Also comedy and family
Determined to win the neighborhood's annual Christmas decorating contest, family man Chris makes a pact with an elf to help him out-do the competition. However, the elf casts a spell bringing the twelve days of…
4
The Holiday (2006)
★ 7.1/10Also comedy and romance
Two women, one American and one British, swap homes at Christmastime following bad breakups. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.
5
Christmas at Grand Valley (2018)
★ 6.4/10Also family and romance
Burned out from the hubbub of the Chicago gallery world, artist Kelly returns home to the picturesque Grand Valley just in time for Christmas. Leo, businessman and all-star dad to his children, struggles to balance his…
6
A Very Brady Sequel (1996)
★ 5.9/10Also family and comedy
A man claiming to be Carol Brady's long-lost first husband, Roy Martin, shows up at the suburban Brady residence one evening. An impostor, the man is actually determined to steal the Bradys' familiar horse statue, a…
7
A Christmas Melody (2015)
★ 6/10Also comedy and romance
Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs…
8
Return to Christmas Creek (2018)
★ 6.4/10Also romance and family
As Christmas approaches, Amelia Hughes, a career-focused Chicago app developer lacking in holiday spirit, returns to her small hometown of Christmas Creek to rediscover the meaning of Christmas. There, she reunites…
9
The Brady Bunch Movie (1995)
★ 6.1/10Also family and comedy
The original '70s TV family is now placed in the 1990s, where they're even more square and out of place than ever.
10
A Royal Christmas (2014)
★ 6.7/10Also romance and family
A young working girl with a blue-collar background is surprised when her new fiancé announces he is actually a prince of a small sovereign country in Europe. After the couple quickly takes off to spend the holidays at…
11
Happiest Season (2020)
★ 7.1/10Also romance and comedy
A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.
12
North to Alaska (1960)
★ 6.5/10Also comedy and romance
After striking gold in Alaska, the romantic George sends his womanizing partner Sam to bring his fiancée up from Seattle. When Sam finds that she has already married, he returns instead with Angel, a dancer originally…
13
The Christmas Calendar (2017)
★ 6.2/10Also family and comedy
When Emily, a struggling baker in a small town, receives a handmade Christmas Calendar from a secret admirer, the local residents become obsessed with finding out the identity of the sender.
14
Annie Claus Is Coming to Town (2011)
★ 6.3/10Also family and comedy
This year, Santa’s daughter takes her first trip away from the North Pole during the Christmas season hoping to find adventure and love in sunny California. While Santa watches his daughter through a magic snow globe…
15
Your Christmas or Mine 2 (2023)
★ 6.2/10Also comedy and romance
They've swapped Christmas – again. Can Hayley and James' relationship survive another turbulent family Christmas or has their future together gone off-piste?!
16
People We Meet on Vacation (2026)
★ 6.9/10Also comedy and romance
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
17
Cheaper by the Dozen (2022)
★ 6.3/10Also family and comedy
This remake of the beloved classic follows the raucous exploits of a blended family of 12, the Bakers, as they navigate a hectic home life while simultaneously managing their family business.
18
Secret Summer (2016)
★ 6.7/10Also romance and family
Appraiser Rachel (Lindsey Shaw) receives the news that her top-notched client wants to buyout a small town’s beloved library to build a resort and spa on the land. Rachel is completely against the idea of leaving NYC…
19
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
20
Catering Christmas (2022)
★ 6.3/10Also comedy and romance
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls…