There doesn't seem to be any movement in the 2-4 bedroom cabins as far as I can see.  

Even in high traffic cities it can be tricky to keep occupancy over 85%, so you would have to be very competitive with your property to hit the 60% mark in my opinion where seasonality is so strong. 

NYC population is so dense that it will continue grow to the next up and coming area. 

Basically, the financing has to come from the country where the collateral is. So

That's not smart.As far as the potential of missing a great deal, that's short term thinking. 

In this case, they are two completely different as far as appraisals. 

As far as I know, if is on your property you need to take care of it.

One way to do so is by joining the local real estate investment clubs.As far as doing the work yourself, I did the same thing for years.

In regards to your question about renters insurance I always require tenants to have it and maintain it.As far as your other questions some people go for an LLC to protect their assets (but more work to do tax time to do it right) where others keep it in their name and get landlord insurance and/or umbrella insurance.

Agree with the advice you’ve gotten so far as I’ve done 3 house hacks now in Denver area.