Yeah, I guess my thought process was that if she got a text, she could process the idea and respond accordingly instead of feeling pressured to respond a certain way immediately.

Such a scenario doesn't just bring values down by 30% but also places substantial pressure on property holders, especially when debt refinancing looms on the horizon, compelling action at these reduced market values.Here is the double whammy that increases the cash in refinance needed, the capital markets (bank lending) terrain has tightened greatly.

Your best bet from what you said, for proximity and ease of use and volume of vacationers would like be in the Woodstock area or the Catskills.

Ease off the gas pedal will ya?

Overall the positives outweigh the negatives in my experience and what you lose in nightly rate you make up in occupancy/overall income and ease of management. 

As an out of state guy you want to buy something that will cash flow but also comes with ease of management.

Ideally, I’d like to buy it, and fix/update both sides at the same time for ease on my end.

There are others that work as well, but we have had good success with Azibo for ease-of-use and self-managing.

Also the key thing to pressure the cost really low is to keep using the same set of subcon that they're more "generalist" rather than an specialist meaning they can do multiple type of task for different type of job.

For smaller multi 5-10 many find DSCR loan to be the best in terms of ease of qualification while still keeping terms closer to what you see on a conventional loan (30 year term).