Doesn't that suggest there is a rule against using an article-less singular countable nouns?
The reason why I suspect "doctor's bills" is ungrammatical is the same as the reason why "Book is interestinig" or "Book's cover is interesting" is ungrammatical.
The situations are not at all analogous. In the possessive doctor's bills the word doctor's functions as a specifier, which is precisely what is lacking in "Book is interesting", a specifier.
I agree that Book's cover is interesting is ungrammatical. I spent all my money on book's covers is not grammatical. But I spent all my money on doctor's bills is grammatical. Why? You'll have to ask doctor.
"some"? My very first comment says that the singular possessive is used a lot more often than the plural. So you're basically saying that what the vast majority of people do here is wrong.
In comments you seem to have already answered your question. You should update it with what you've concluded—and clarify what your actual question is at this point. (For one, you've made it clear that you're not talking about a possessive but an attributive noun. But that's not the assumption anybody would make from the existing text of the question.)