Any insight on a suitable attorney or the pros and cons of using an attorney to wholesale is welcomed.

I'm in Waco, so probably closer to $90 to $100, but we have a lot of visitors (2nd most in the nation right now), so I'm sure I could swing $600 / mo in rentals and break even.2) Nothing extra required, but I would opt into Turo's $1M liability policy.  

I would suggest reaching out to a local Architect who is familiar with the zoning and is a frequent visitor of the zoning/planning board meetings.

Lake Winnipesaukee is a pretty neat area.First thing I would do is make the list broad and start to narrow it down based on cleaning crew availability, STR laws/restrictions and possible visitors.

In any case, here's a post that will help you determine which route is more suitable for you:https://www.biggerpockets.com/member-blogs/10850/84064-what-type-of-investor-to-be-when-i-grow-up-active-or-passivThen I suggest you search through BP site for other Louisville investors.

It is the only laundromat in a town of 4000, with more summer from summer visitors to the nearby lakes and state park.

Looking for Land in Spokane .. building lots or subdividable Land - 6+ lots Also Spokane area Land suitable for multi-family development 

Real estate investing is very high risk and not suitable for your mother to risk her savings.

What we recommend in our areas may not necessarily be suitable for yours.

There are a lot of different paths in real estate and each path is suitable for different people depending on their goals.