I don't know what the rarest machine I have ever played is, I'd have to think real hard about that one.
The best pinball game I have played is a three-way tie between Twilight Zone, Attack From Mars, and The Addams Family.
The worst machine I have ever played is South Park. I don't mind some of the newer Stern games, but this one is a total dud. The first time I ever tried it I had been playing for about 20 minutes straight and was still on my second ball. All the shots were very easy to make, getting an extra ball was effortless, and the modes are very repetitive. During my 3rd ball I got completely bored and I trapped it on the flipper and asked a kid in the arcade if he wanted to play the last ball. This is a machine that I'd probably not ever bother playing again unless it was on free play and I just wanted to throw my initials up on the board.