Could Trump have won VT against someone besides Hillary?
Absolutely not. Vermont used to be a ruby-red Republican state, but it is well-nigh un-winnable for the GOP now for two principal reasons, viz., (1) the converse of Reagan's take on leaving the Democratic Party for the Republican party
1 and (2) a steady influx of left-of-center (and then some) voters from other Northeastern states.
It may well change again in the future, but both the GOP and Vermont would also have to change in some not insignificant ways.
1. "I didn't leave the Democratic Party. The party left me.'' -Ronald Reagan