It’s a 2 hour drive and the only things I can think of that I for sure need help with will be the cleaning and someone to take care of maintenance issues.

If you hired an agent or a broker to work with you, you'd be covered - but regulations & laws vary from place to place.Screening is best done by establishing a set of guidelines to qualify applicant tenants, then sticking to those rules to avoid legal issues (and for your own sanity).

If there is a problematic tenant, I always ask that the property is VACANT @ COE.If the current owner wants to close, they will have it vacant before we issue a clear to close.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

I am having issues completing some room rentals on one of my properties.

Quote from @Kyle Kline: Quote from @John Morgan: I got slammed with cap ex issues my first 3 years of investing.

@Ed Ventura Its one of the most difficult issues when you get into property types like this. 

I expect you will need a permit and not be issued one. 

Never any issues.

And it was a pain because guests kept signing out to use their own.So we just cancelled all services and we state on the listing that guests need to provide their logins for apps.I know we'll have issues with older guests.