From the financing side of things - keep in mind that conventional cash out refinances require 12 months of seasoning in order to use the new appraised value.

Today he drove over an hour into the woods for us to look at a mobile so my husband does not have to commute.

I would check this out with a seasoned securities attorney for their opinion/guidance.  

This is the first home that I am landlording and the first tenant was amazing, I was sad to see her leave but happy because of the reason she left was a good one.I am looking for advice from you seasoned pros! 

Some are led by seasoned investors with a wealth of knowledge, while others may be run by people with minimal experience.

I'd say each property on average has at least 2 bookings a week ( more during the on season) so that's about 34 hours a week average.

Having a big house with our own bedrooms but a shared living space to gather late at night, that's something a hotel just can't provide.And here in Colorado, there's no such thing as a motel in the thick of the woods.

This season often poses challenges in attracting tenants.

Nice wood floors but ugly kitchen and baths.  

I furnished 2 STRs for that amount, just go to either high-end thrift stores or a lower-end antique store....you'd be surprised at how little you can pay for solid wood furniture...