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In the original draft of the script, many scenes are altered or deleted. An extended ear-piercing scene is in. While putting the needle through Annie's ear, Hallie screams and passes out. Annie gently smacks Hallie in the face, trying to wake her up. After Hallie wakes up, she asks Annie, "Are you bleeding to death? Did it hurt?" Annie tells her no to both questions and shows Hallie the needle again, and tells her to finish with the other because she (Annie) will not go through life with just one pierced ear. Hallie passes out again.
For her split screen scenes, Lindsay Lohan wore an earpiece which would play back the dialogue of the other sister.
The lost boy who shows up at the girls' camp is played by Michael Lohan, Lindsay Lohan's real-life brother. Lindsay's siblings regularly appear as extras in her movies.
Actress Joanna Barnes played the "wicked girlfriend" in The Parent Trap (1961) and plays the mother of the wicked girlfriend in this version. In the 1998 version, the wicked girlfriend's name is Meredith, rather than Vicky. Joanna Barnes's character, as the mother, in this new Parent Trap is still named Vicki, however.
When Lindsay Lohan was 11 she pretended to be ill so she could skip school and go to her first movie audition for The Parent Trap (1998).