To set the scene: A cost seg study breaks your property into two important categories:1250 "real" property aka the building, foundation and other long life assets.1245 property aka anything that can be accelerated such as 5, 7, or 15 year property like carpets, cabinets, or other site improvements.

You'd have to stick to tasks like messaging guests, scheduling cleaners, etc.

You need at least one handyman on speed dial (preferably more), a good contractor for the bigger things, roofer, plumber, electrician, cleaner, etc etc.

Not gonna put it over the carpet. 

Make sure to have some good cleaners, not just one, but a few. 

This is the only app I can find customized for tracking your hours and that of your cleaners, handymen etc...

That may keep things cleaner for everyone. 

A good host knows the local festival dates and has a handyman and multiple cleaners on call and ready to goa very clean house and quick turnaround are vital Im listed as a co-host but I pay a local host to do the legwork 

The website works to connect STR owner/operators with reputable cleaners in the area you're located.

Otherwise I think 1099 is cleaner.