Potential Objectives1) Invest in property for short-term rental, and then use the property ourselves in the winter. 

Quote from @Collin Hays: I've been working on an invention over the winter - an all-in-one toilet paper and toothbrush.

Bloomington has milder winters then we do up here in Chicago, but still gets snow and cold, which takes a toll on the property.  

The market seems to have a lot going for it with the beach, the lively downtown, the historical appeal and the night of lights draw during the winter months.

I'm also here to give my knowledge to others from my experience as a landlord and maintaining and improving homes.Thanks a lot and Happy Holidays!

Great if you want to add rentals or non owner occupied properties to your portfolio but not so great if you wanted that winter log home in big bear CA or Mammoth lakes, CA.The good news is you're from TN so you have no earned income tax from the state on wages only interest and dividends in certain cases so thats a pro right?

It scares me thinking about trying the Airbnb route but this area has two distinct tourist seasons in the summer and winter so it might be worth it for at least some of the units.

Quote from @Nedim Tokman: Hi Stephanie, I hope you are enjoying the holiday season.

We’re based in Indianapolis, and during the winter months, we transition some of our STRs to MTRs to try and keep up occupancy rates.

I'm hopeful to start going down there more in the Winter months to dodge the Iowa cold in the coming years.