@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.

The triplex is very easy to manage with the current 2 super long term tenants (18 &13 yrs), with only the occasional plumbing issue or appliance replacement. 

I took some classes occasionally.

Seems like I'd occasionally run into some less-than-willing mortgage companies.Thanks again, I'll be visiting your blog frequently.Ryan...

@Beau Garrett NAR occasionally runs reports on the return on home improvements. 

If it's just a matter of being able to troubleshoot the occasional modem problem, I'd take that risk any day. 

Occasionally, I'll get a serious inquiry that will lead to a booking but generally, inquiries are either attempting to negotiate a lower rate or are scams.Unless your listing is dirt cheap, 30+ day bookings via a platform that requires full payment prior to check-in, are just not likely to be scams.  

This lot occasionally floods and is in a flood zone so don’t want to build on it.

That said like @Bruce Lynn I will occasionally look more deeply at a particular property. i can't even give you a reason why.

It works occasionally.