The movie is loosely based around a true story. In 1959, Steven Clark Rockefeller, son of New York Governor Nelson Rockefeller, married Anne-Marie Rasmussen, a maid who had worked at his family's Manhattan hotel.

The pink gown that Jennifer Lopez wears to the fund-raising dinner is a vintage gown from the 1950s. This was stated by Jennifer to a contestant auditioning on American Idol (2002), season fourteen. The contestant told J. Lo she was a big fan of her and the movie, and tried to find a duplicate of that same gown for her prom, but was unable to find one.

The Harry Winston necklace worn by Jennifer Lopez is worth $5.8 million dollars.

John Hughes was originally set to direct from his own screenplay, titled "The Chambermaid", with Hilary Swank as the lead. In January 2001, the Dallas Morning News reported that Hughes would produce only, with a start date of March 2001. Al Cohn of the Illinois Film Office was hired as location manager for the shoot. By July, Variety was reporting that Hughes and Swank were out, and Jennifer Lopez was in negotiations for the lead. Wayne Wang was hired as director in October 2001, with a new screenplay by Kevin Wade, which updated the story from the 1920s. Sandra Bullock had expressed interest in the lead at one point, and Julia Roberts passed on the script early on.

The last movie co-produced by Hughes Entertainment, the production company John Hughes founded in 1987.

Continuity

Marisa's hair color changes from dark brown to a couple of shades lighter through the movie.

Marisa's hair goes back and forth over her shoulders while talking to her mother in her apartment after she is fired.

When Marisa is helping Ty turn his turtleneck right-side-out, she has the shirt in her hands, then suddenly Ty has it on with another shirt over it.

Marisa is holding her son's sweater in her hands, but in subsequent shots he is wearing it.

A jogging woman in the park (pony tail, red hair, walkman, grey clothes) can be seen jogging in different directions in a very short period.



Incorrectly regarded as goofs

The hotel manager enters the lift with Chris, Marisa and Ty but by the end of the scene, the manager does not seem to have had an opportunity to leave politely, but is nonetheless no longer there. If viewed in "Anamorphic" widescreen (2.40:1), at about 31:40 minutes, at the very right edge of the screen after the elevator bell dings, you can see part of the manager's (John Bextrum's) back, leaving the elevator just before the French lady in the black hat crosses in front of the camera. After all, he was the last person into the lift, and the closest one to the door, so he would be the first person to exit as well.

When Chris, Marisa and Ty go for a walk in the park, they leave with the dog but in two subsequent scenes (penguin enclosure and hill side), the dog no longer appears to be with them. This is because Rufus was left with the dog walker sent by Jerry at approximately minute 34:15. At around 36:50, when Marisa realizes that she forgot Ty after she left the bench because of the paparazzi, and in the subsequent few seconds, you can see Ty leaving Rufus with the dog walker in the background.



Revealing mistakes

Christopher is standing outside his service car and signing an autograph for a fan. She is only seen saying "Can I get your autograph?" And which he responds "Amber? Is-What's your name?" They both laugh and she says "Amber". She never mentions the name before he somehow knew it.



Plot holes

The dog-walker arrives from the hotel where Jerry is to wherever they are in the park with a message that Chris needs to be back in 10 minutes. In reality, the dog-walker would never get there in time.



Character error

When Marisa goes out to the park in Caroline's expensive clothes, it can clearly be seen in the daylight that her whites don't match: her coat is cream, her pants are eggshell and her turtleneck is white. They are actually clashing colors. But Caroline being so wealthy would have purchased everything together at a luxury designer boutique, therefore to be a credible wealthy hotel guest, all these clothes should have been matching in the same exact shade.

Marisa (Jennifer L?pez) says to her son, Ty, "Go to bed, okay?" However, when she says this, he is already in bed.