Gas, water, elec are unnecessary.

You may never collect a dime, but at least it will sit on her credit and prevent her from taking advantage of others or qualify for a loan.4.

Biggest issue is high cost property in my area that’s preventing me from getting started.

That’s a great approach—sometimes slow and steady is the best way to go, especially when it comes to managing costs and avoiding unnecessary debt.

Majority of communities (both SFH and condos) have HOA's which prevent it.

We don’t feel these are necessary, especially considering that the property already passed inspection when we bought it.We're concerned that we might be getting taken advantage of, and that these costs are inflated or unnecessary.

I post frequently about the unnecessary complexities of most real estate investors asset protection structures and the point I normally emphasize is the lack of attention placed on the day to day operations that are far more critical to reducing liability exposure.

A New Hampshire Supreme Court ruling last week prevents municipalities from restricting short-term rentals in the state, so this should be a "safe" place to pursue STRs. 

A Land Trust is meant to add a layer of anonymity, but it does not grant a legal barrier to prevent the court from inquiring on the beneficiaries of the Trust.

Both specified 29 days or less to prevent right of tenancy.