One good example right off the bat is Joe Dirt. A comedy film starring David Spade that came out in the early 00s, the movie was mostly panned by critics and only a modest box office success (it had a budget of around $17 million and made around $31 million), but I always found something enjoyable about it. Maybe it's because in spite of the title character's somewhat stereotypical "white trash" appearance and demeanor he's still a generally likable underdog type of character. Not to mention some memorable cameos from people like Christopher Walken in the movie as well. I remember hearing it got a sequel in 2015 through Crackle but it seems even fans of the original don't like it very much so in that case at least it sounds like I'm not missing much.
Another example of guilty pleasure movie for me is the Kevin James comedy "Zookeeper." Basically it's a movie about Kevin James as a zookeeper who suddenly realizes he can speak to animals, which of course draws comparisons to Dr. Dolittle. I just found the characters likable enough that even if the movie isn't particularly original it's still a good movie to pass the time with.