Mara Wilson was considered for the roles of Amanda Lemmon and Alyssa Callaway after director Andy Tennant had seen her in both Mrs. Doubtfire (1993) and Miracle on 34th Street (1994). But she was unavailable as she was doing Matilda (1996). Christina Ricci was also considered, but she was also unavailable as she was doing Casper (1995).
The camp used in the film was Camp Mini-Yo-We located in Muskoka, Ontario, which is still an active summer camp today.
During the horse chase scene between Kirstie Alley and Steve Guttenberg, it can be clearly seen that they are indeed the ones doing their own riding stunts in almost every clip of that scene.
Rysher Entertainment had tried selling the film to various studios including Paramount Pictures, New Line Cinema, MGM and TriStar Pictures. But all three studios turned it down. Warner Bros picked up the theatrical and home video rights to the movie as they had a deal with the Olsen Twins' production company Dualstar Productions. Coincidentally, Paramount is the current owner of Rysher Entertainment's film library.
The real-life address of the Callaway Mansion used in the film is: 68 The Bridle Path, North York, Ontario M3B 2B1, Canada.