@Marc Winter - I'm following this conversation.

We did Mass Saves and saved a significant amount of money through their discounts.Honestly, at this point of the year, maybe you should wait until the end of the winter and get an early spring discount.

In the winter we also stay booked and have had travel nurses for 3 months at a time in the off season.

Example I set my climate at 78 in the summer and 68 in the winter. 

You need to do something soon, by the way because I would imagine Milwaukee is like Cleveland (Which is where most of my rentals are) in that you do NOT want to try to get renters from November through March because of the cold winter months.Either lower that rental price or.........you may not like this.......but advertise on GoSection8 for Section 8 tenants.

I was really on the fence about the insulation because it gets really cold in there during the winter mornings.

(ours is up 3 miles of steep grade pavement and then another mile of gravel... but the view is to die for)I would urge you to be especially conservative with your vacancy rate - Maggie is pretty much dead all through the winter, and over the years I've seen many, many small businesses come and go because they couldn't make it through the low season.  3-4 months of little/no business is the entirety of your 33% vacancy. 

or 18 months if you do this in winter.

Here winter terminations are difficult to fill.

Regarding higher costs for tenants, we inform them they can turn down the thermostat(s) in rooms that don't need heating during the day (bedrooms) and those savings can help reduce total heating costs to tenant.If you do not use the furnaces in basement, be sure to run a heater or two down there to make sure pipes don't freeze--winter is only a few months away.