@Joshua T. in most cases renting out part of a single family to someone else wouldn’t be allowed by town zoning regulations.There’s a limited exception for disabled and senior relatives of the owner, but renting part of a single family out to a stranger Is generally not allowed.It’s possible you could AirBNB a room occasionally but the demand for that in a rural area might be small and you’d want to check with the town building department ahead of time as some towns have regulations regarding that.If you were asking about legally converting a single family to a 2F, that would be an uphill battle and especially in a rural area I would not expect it to succeed.If you were asking about doing it anyway even though it would be an illegal unit, I can think of at least three good reasons not to do that.First, if your tenant every does anything to annoy a neighbor (very common, some would say inevitable), it’s very possible the neighbor will complain to the town.

What is a conservative routine repair estimate, and what is a good vacancy factor?

While I don't think they will be destructive I'd really like to avoid the constant calls for minor, routine house maintenance.

I know your eager to get your feet wet, but I see routinely how things can go wrong in this business in a hurry.

Are you a "slumlord" who wants to spend the least amount of money possible or do you spent a little more money to do light rehabs and pay for routine maintenance plans?

You do routine maintenance on it? 

I always request techs to call with a verbal estimate before proceeding with routine items.

My recommendation is to require a birth date when registering and disable private messaging on any minor.

@Travis Collins - Were you able to establish a D2D routine with the above answers?

I see the irrigation system routinely leaking into the street - a small stream.