Thankfully Vermont does not have as a significant homelessness issue like the Bay (can attest, born and raised in Vermont, currently in the Bay). It's less of an issue relative to getting widespread internet.
Parts of Vermont do have a sizable, if seasonal, homelessness problem. Brattleboro does, at any rate. Perhaps being in the Vermont banana belt does this.
However, Vermont gets very cold. Unless you want to hide out in someone's basement all winter to survive it's not really feasible to be homeless all year round.
The homelessness problem is certainly seasonal. I guess the migratory nature of it lends itself to being harder to classify than the rampant tent cities out in the Bay.