This is the first episode since season 2 that Chief Wiggum has blue hair.
This is the third time a case of an ironic musical hold has caused a Simpsons character to burst into tears. The first was in Stark Raving Dad when Marge dialed Calmwood Mental Institution and was placed on hold while Crazy by Patsy Cline played. The second time was in Saturdays of Thunder when Homer dialed the National Fatherhood Institution.
Marge's train stops at Shelbyville, Badwater, Cattle Skull, and Testing grounds before stopping at Rancho Relaxo.
This episode has the second time where Marge roars. The first was Some Enchanted Evening when she roars at the kids.
When Maggie crawls down the street, a car is parked in a No Parking zone.
The bus on Springfield bridge is filled with actors in costume and says "Shelbyville Players".
Homer says "Never leave again" four times.
When Marge leaves for her vacation there is a man on the train platform checking his watch. He is modeled after Mark Kirkland who directed this episode.
There were some scenes in the trailers for this episode which didn't get to air. After Homer staples Maggie's diaper shut, he picks her up, and the changing board comes with her.
The man who rudely turns down the lube job and bluntly tells the Squeaky-Voiced Teen "Do not touch me" was the same man in When Flanders Failed who was rude to Ned Flanders when Ned validated his parking ticket without having to buy anything from The Leftorium.
The opening scene of the episode, where Homer is chasing Bart, is a parody of the Road Runner and Wile E. Coyote chase scenes from Looney Tunes.
The title of this episode is a parody of the Home Alone movie series. When Homer finds out Maggie is missing, he puts his hands on his cheeks and screams like Kevin McCallister from the movies. This episode was written by David M. Stern, whose brother Daniel starred as Marv the burglar in the first two Home Alone movies.
Some of the R-Rated movies playing at Rancho Relaxo are: Thelma and Louise (which Marge watches), The Happy Little Eleves Meet Fuzzy Snuggleduck and The Erotic Awakening of S.
The very end where the whole Simpson Family is squished in the same bed and the lights are turned off, Maggie is the last to close her eyes. This is a somewhat reference to the very first appearance of The Simpsons on The Tracy Ullman Show in the short "Good Night."
During Marge's ceremonious release, Mayor Quimby whispers to an aide "They're like seals; toss 'em a fish and watch 'em slap their fins together", a slightly modified quote from the 1957 film "A Face In The Crowd". Curiously Quimby even breaks from his usual John F. Kennedy-esque monotone to replicate Andy Griffith's snide delivery.