This will be at a higher rate than if you had long term tenants.

Anyone have advice on general rules of thumb or ways to estimate operating cost for a short term rental new construction? 

As long as it is in your house rules and you have evidence of them staying later, Airbnb will pay you out.

We have had 2 long term rentals. 1 when we were in our early 20’s and got hurt a little during the 2008 down turn and sold it.

That went really well but didn't last long as this is a small town with a tiny college.

I'm particularly interested in learning more about long term and short-term investment opportunities.Outside of real estate, I enjoy hunting, running, and traveling.Excited to learn and connect with you all!

- Will this strategy impact my long home buying abilities 2-3 years from now when I am looking for my long term residence, and if so how? 

I'm fascinated with the idea of tiny homes/smaller homes (300-700ish sqft) for short term and possible long term rentals.

Me:  Well yes, as long as you use the same amount of water.

we currently live in long island, and was thinking of upstate NY, as that would be a drive away, if we ever decide to convert the STR to our vacation home.