if its in the lease, you are most definitely supposed to turn the a/c on regardless of your comfort level the same way a lease may state that inside temperatures cannot go below a certain threshold in the winter.

There's a slight dip in competition in the winter for residential property anyhow so take that into mind. 

My advice would to find some more extensive projects and get those rolling through the winter and have them ready to go in January/February/March. 

It is my understanding that tenancy in Maine is 30 days or more so we limit short-term rentals to 25 days or less and require a lease be signed for anything 30 days or more.Last winter we had tenants for 5 months in one of our rental units.

I am currently living in Atlanta, Georgia and hope to buy my first single family home this winter. 

I have been told to stay away from cold weather locations because pipes freezing during the winter, which can get quite expensive.

Hi @Rick Birkey, I'd recommend Winter-Dent Insurance Company out of Jefferson City.

I grew up in Western PA, but had to get south to escape the winters.

Tenant left the hose connected to the spigot over the winter (live in Midwest where freezing temps occur during Winter). 

Though it's tougher to rent in fall/winter, if the place is only renting between 25-50% of market, I'd be shocked if you couldn't do far better than what they're paying you now.