I want to get a “checklist” of what I need to do next in terms of the legal side and paperwork to get this thing rented out (or even steps I need to take prior to renting it out, such as getting insurance and a contract agreement).

Does anyone have any experience owning/operating a short term rental in Blue Ridge (or surrounding areas)?

These four tips will help you avoid getting pitched.Help is one thing, but if you've been around the forums long enough, you will see the excessive pitching, most notably on these topics.1.

As long as you occupy 1 of the 4 units, you can have yourself up and going out the gate with 3 rentals all while using your amazing VA loan benefits!

Long term renting can also be a good strategy. 

It might not hurt to consider playing long-ball with them for now. 

@Heather SzucsI host a monthly meetup, as many have suggested networking is a great way to get started.Zeppelin stationThursday Aug 29th6-8pmJoin me at Real Estate Meetup | Short Term Rentals | House Hacking | Investment Properties https://meetu.ps/e/NnWvj/Q4Gbf/i

He is probably drawing up a Quit Claim Deed, which is usually a 1-page document.  95% of what is in a Quit Claim is copy / paste so it shouldn't take that long. 

Choose based on risk tolerance, investment strategy, and long-term goals.Good luck!

So if you buy distressed and build in some additional equity via the rehab you can cash out when securing the long term debt.