And your cleaners will need to clean out the fireplace ashes each time, make sure the damper is closed, bring wood in or have a pile near the door, whatever.  

Then there’s city regulations—some places heavily restrict short-term rentals, so you’ve got to check the rules.If you find the right spot and automate stuff (guest communication, cleaning, etc.), it can be profitable.

Very good resource for getting set up with STR property managers, cleaning services, realtors, lenders, etc. https://www.getchalet.com/

Guests cover the cleaning cost.

Years go by and eventually Grandpa gets tired of fixing porches, nailing gutters and steam cleaning carpets that 'have a couple more years in them. 

But for me, the biggest shift was developing a routine and using tools that let me see my rental finances at a glance.Anyway, that’s my two cents.

It would be wise to rectify it before transfer of title so your starting off clean and hopefully won't have any issues when you go to sell down the road. 

deep clean, moisture barrier in crawl space, maintenance to HVAC What was the outcome?

It took them several weeks to list my property on the market when there wasn't much to be done but they charge me $600+ for cleaning.

Seems a bit high on the exp ratio near 43% but we do pay a premium for our solid cleaning lady, she also stocks supplies, runs errands and other duties for no "extra" charge.