I double check our listing and see that we do say pet friendly for 2 dogs, but I didn't list the pet fee in the description.

I recently purchased my first property which happened to be a commercial property that has, among other things, a 2 bay automotive repair shop/inspection station.

Building a relationship with a good broker is key to getting on their list. 

Maybe shop around a bit more, see if there's any other hidden gems.

I have also sent personal hand written letters to people who are listed on the tax records of properties that are vacant.

That said, the key - number one role, of any STR is to optimize revenue and STR is all about marketing and positioning the offer (the listing) - getting the pricing, photos, and copy correct in addition to delivering an A+ experience. 

That has been listed for a while.  

Make sure you specify this in your listing

But Cook is not one of the counties on that list.

The bank that owns the loan will not talk to me since the loan is in someone else’s name (the seller my grandfather did the deal with) despite me being listed on the deed.