My pinball "enabler" and fellow pinsider mminnoch talked about (t)his idea way back when I was starting out as a pinball owner, about 5 tears ago. We would buy a bunch of machines of various vintages and have a private "route" where we would deliver you a different machine every however many months depending on your "subscription." We would also do one-offs like parties and suchlike, bringing a set number of machines for a set number of hours for a set price.
Alas... we were ahead of our time and all talk.