The most accurate way to do it will be you, create an excel of a variety of different properties, from 2beds to 4beds etc etc, list pricing and location of these places, and any unique amenities then throughout the year go through their calendars and mark down their booked days.You may be correct on the HIGH amount of unbooked days, if the place you're looking at is primarily just a summer retreat then it may be too early to tell what their occupancy is.

And whether a person can buy a home yet or not depends on a wide variety of factors, including savings (it's HARD to save up enough money to buy if you live in a high-rent area, and if you can't leave that area because your job is there...well...what should you do?)

The original roommate has caused much disruption here, between her alcoholism and related violent outbursts, to her drug use and threats, including calling the local police multiple times for a variety ridiculous things, all of which is documented, and more than once was told by the police she was becoming a habitual caller and a nuisance, then threatened with arrest.

Most banks seem to be one year, but there a varieties out there.  

@Mindy Jensen - here is a thread that contains a few links that will get you a broad variety of answers both pro and con:https://www.biggerpockets.com/forums/12/topics/729...

I can also put you in touch with a variety of local professionals to help you build your power team here as well

You will be surprised by the variety of answers you get to the same questions put to different lenders.  

Replace the crazy looking bush and its dead friend with 5 dwarf nandinas and then a perennial flower that loves sun in front of them.  

I am getting a very large variety in prices ranging over $100K in differences in estimates from these sites.I struggle with the comps seam to be hard because the house is a 4bed 2Bath ranch in Dublin Schools.

There are a variety of answers to the questions you have.