The cast of 'The Holiday': Then and now

After receiving the heartbreaking news, Iris is depressed and distraught. However, after getting a request from Los Angeles movie trailer executive Amanda, played by Cameron Diaz, to switch homes for the holidays, everything starts to look up for Iris. 

While in Los Angeles, she befriends an elderly neighbor who wrote for many old Hollywood movies and gains self-confidence. She also meets a film score writer, played by Jack Black. Their adorable friendship turns romantic at the end of the movie.

After "The Holiday," Winslet starred alongside Leonardo DiCaprio in "Revolutionary Road," for which she won a Golden Globe award for best actress in a leading role. She also won an Academy Award for best actress in a leading role for "The Reader" in 2009.

More recently, Winslet starred alongside "Little Women" star Saoirse Ronan in "Ammonite," a period drama released in 2020, and multiple television series, including "Lee." Winslet also received an Emmy Award in 2021 for her role on HBO's "Mare of Easttown."

Winslet also starred in "Avatar: The Way of Water," the highly anticipated sequel to James Cameron's "Avatar," which was released in 2022.

After breaking up with her unfaithful boyfriend and switching homes with Iris for the holidays, Amanda enters a whirlwind romance with Iris' brother, Graham. They fall head over heels for each other but recognize their relationship will be complicated if they're living on opposite sides of the world. 

Amanda leaves to go back to Los Angeles but finds herself crying over the idea of leaving Graham. In the end, they decide they'll try to make it work.

In addition to her decades-long acting career, Cameron Diaz has also worked as a producer and an author. The star announced her retirement from acting in 2014. 

"I got a peace in my soul, because I finally was taking care of myself," Diaz told Gwyneth Paltrow on her Goop podcast in August 2020. "It's a strange thing to say; I know a lot of people won't understand it; I know you understand it, but it's so intense to work at that level and be that public and put yourself out there."

Diaz and her husband, Benji Madden, announced the birth of their first child, Raddix, in 2019.

After an eight-year hiatus from Hollywood, Diaz returned to acting to star alongside Jamie Foxx in the upcoming Netflix movie "Back in Action."

Graham is a widower and explains that he never introduces anyone to his two children, or even tells the women he sees that they exist. He prefers to be seen as a young, single guy with no attachments or complications.

However, this changes when he meets Amanda and they fall in love.

Law also co-starred with Robert Downey Jr. in the Sherlock Holmes films and Keira Knightley in "Anna Karenina."

In 2016, Law starred in the title role in HBO's "The Young Pope." The actor has also played prominent roles in "Fantastic Beasts: The Crimes of Grindelwald" and "Captain Marvel."

His most recent acting credits include appearing again as Albus Dumbledore in "Fantastic Beasts: The Secrets of Dumbledore" and as Captain Hook in "Peter Pan & Wendy."

Miles is originally introduced as one of Amanda's ex-boyfriend's friends and his friendship with Iris grows throughout the movie. They connect by watching old Hollywood movies, many of which were written by Arthur.

Their friendship turns romantic after they decide to help prepare Arthur for an event in his honor. Miles breaks up with his actress girlfriend Maggie, who has said she's been filming on location but has instead been cheating on him. In the end, Miles asks Iris if she will be his date on New Year's Eve and she says yes.

After "The Holiday," Black starred in films like "Tropic Thunder," "Gulliver's Travels," and "Goosebumps." He also held starring roles in the "Kung Fu Panda" franchise and in the two most recent "Jumanji" movies. 

In 2018, Black was awarded a star on the Hollywood Walk of Fame.

Most recently, he starred as Satan in the 2024 holiday comedy "Dear Santa" and reprised his role as Po in "Kung Fu Panda 4." He also voiced the role of Bowser in "The Super Mario Bros. Movie."

In addition to his acting career, Black is the lead singer of the band "Tenacious D." The band, which formed 30 years ago, continues to tour, although their 2024 tour was cut short in light of a comment Black's bandmate, Kyle Gass, made about the assassination attempt on Donald Trump in July. Gass apologized for the remark, and Black told Variety in August, "We'll be back."

He also runs the YouTube channel Jablinski Games.

After befriending his new next-door neighbor Iris and Miles, he attends an event celebrating his achievements in the film industry. 

Wallach's prolific acting career spanned more than six decades, with his most notable film appearances including roles in "The Good, the Bad and the Ugly," "The Godfather: Part III," "How to Steal a Million," and "The Misfits," which is most commonly known as Marilyn Monroe's last completed film.

"The Holiday" was one of Wallach's final film appearances.

After leading Iris on for years, Jasper gets engaged and announces it in front of his and Iris' entire office at a Christmas party. Iris tells Jasper she is going on holiday to get over him.

However, instead of leaving her alone, Jasper asks Iris for notes on his manuscript while she's on vacation. He also shows up in Los Angeles unannounced to tell Iris he's afraid of losing her but is still engaged. Finally, Iris breaks it off.

Sewell has appeared in "The Man in the High Castle" and "Victoria," and he guest-starred in "The Marvelous Mrs. Maisel" as a stubborn but genius artist.

His most recent acting credits include roles in "Kaleidoscope" and "The Trouble with Jessica," and he stars alongside Keri Russell in Netflix's "The Diplomat," which is in its second season.

After a rip-roaring fight in one of the first scenes of the movie, Ethan tells Amanda he has cheated on her with his secretary but blames it on the fact that he doesn't feel connected to Amanda. He also points out that she doesn't "even shed a tear" during their breakup. 

In recent years, Burns has directed and produced several of the projects he's acted in, including "27 Dresses," "Public Morals," "Summertime," "Beneath the Blue Suburban Skies," and "Bridge and Tunnel." 

He is married to model Christy Turlington — they wed in 2003. They have two children, Grace and Finn.

Not much about Maggie is known other than the fact she's beautiful, likes to talk on the phone while Miles is listening to classical music in the car, and she cheats on him while pretending to be acting on location.

In the end, Maggie tries to win Miles back, but they break up.

Her most recent television credits included roles in "Mistresses," "Wayward Pines," and "Sleepy Hollow." She's also acted in several indie movies.

As of 2020, Sossamon was working on a project called "The Maude Room," a short-form variety show that she described as "a little picture show theater."

"What I wanted to do is to create a space that's like film school in a way. I'm doing mostly everything myself, holding the camera and doing all the post [production], and I'm loving it," she told Refinery 29 in September 2020.

However, the project has yet to be released.

Sophie appeared in adorable scenes alongside her younger sister, Olivia.

Englefield, 6, was living with her dad when filming started and had only recently become permanently housed after being homeless, the actor told Vulture in 2020.

According to her Instagram page, Englefield, now 25, lives in West Sussex, England. In April 2020, she welcomed her first child. 

"She has the largest and most loving family with the most ridiculous mix of beautiful people around her," she wrote in an Instagram post at the time. The former actor's account has since been set private. "We cannot wait for you all to meet her once the world begins to return to a more normal state."

Englefield, who now has dark hair and tattoos, said in a 2019 Instagram story that she struggled to find acting gigs because of her new look, People reported.

"As an adult, I've found that casting directors aren't overly seeking people who 'look like me' to play roles, even though body modifications aren't rare these days and are the most common they have ever been," she said.

Englefield has also shared a behind-the-scenes look at what it was like to work on "The Holiday" on her TikTok page.

In a 2022 TikTok video, she answered frequently asked questions about starring in the film and said she hasn't stayed in touch with any of her costars, but that "they were all so lovely."

One of Pritchard's character's most notable scenes is the one where she and Sophie beg their father to "do Mr. Napkin Head." Graham hilariously places a napkin and his glasses over his face, much to the delight of his daughters and Amanda.

Pritchard has kept a low profile and does not have any public social media accounts.