My Colorado peeps here can pretty easily lock down location, lol (clue: skiing here isn't the greatest).

These have potential to easily go for $100+ a night.

In CT I can easily get someone on the phone. 

Property that generates rent and that the owner has personal use of (your family member) can qualify as investment for a 1031 exchange easily enough. 

I think you can easily refinance these properties with commercial debt that meets your neds.

One flaw in the system though is it is often hard to tell easily the difference between a very inexperienced or bad agent, and a rockstar agent.

I'm guessing around $1600 in this neighborhood easily.

Albert, I have done this before and do not see you will have any problems if the Mom co-signs and you have a good history with her as a tenant but I will check the Son's employment and income and confirm he has had stable employment and easily qualifies on his own to pay for the rental.

You can find an amortization calculator easily on google.

There seems to be so much rental supply, and they are not getting rented easily.