On the November 9, 2003 episode, she was Punk'd by Ashton Kutcher and the next year she was the subject of an episode of the MTV program Diary. She later played the President's daughter in First Daughter, which was originally to be released in January 2004 on the same day as Chasing Liberty, another film about a president's daughter, but was ultimately released in September 2004 to dismal reviews and ticket sales.
First Daughter, directed by Forest Whitaker, also starred Michael Keaton as her father and Marc Blucas as her love interest.
Roger Ebert of the Chicago Sun-Times wrote her character, Rachel, "dresses in black and likes to strike poses on the beds of pickup trucks and is a bad girl who is in great danger of becoming a very good one." Despite the fact that it received mixed reviews and was not a huge financial success, the actress won a MTV Movie Award for Best Breakthrough Performance for the role and also received a Saturn Award nomination for the part.
Holmes, though, said the film was "just horrible." The film received excellent reviews and made a profit, and Holmes herself was liked by critics. Tingle, which he wrote and directed, Holmes played a straight-A student whose vindictive teacher (Helen Mirren) threatens to keep her from a desperately needed scholarship.
Variety said it was "one of her best film performances." "Each actor shines", wrote Elvis Mitchell, "even Ms.
Holmes hosted Saturday Night Live on February 24, 2001, participating in a send-up of Dawson's Creek where she falls madly in love with Chris Kattan's Mr.
Peepers character and singing "Big Spender" from Sweet Charity.
Holmes, whose beauty seems to have fogged the minds of her previous directors" in playing "a brat who is slaving to find her inner decency and barely has the equipment for such an achievement, let alone to serve a meal whose salmonella potential could claim an entire borough.
Yet it is her surliness, as well as her intransigent determination to make Thanksgiving work, that keeps the laughs coming." Holmes also received a Satellite Award for Best Actress for the role.