QuickBooks will allow you to do Mortgage Amortizations, keep track of property Information like land description, square feet, purchase date, type of house, whatever you want QuickBooks to tell you, YOU CAN CUSTOMIZE it to do it. 

I suggest going to IREM.org searching for ARM certified property managers find the ones that specialize in these areas.Affordable Housing where people qualify for programs by income guidelines check your local Affordable Housing office for a description of the programs.

On the public description or on their private guestbook after booking?

@Eric JohnsonMaybe you could use an Excel sheet with the tracking numbers, item description, and delivery date on Google Drive and upload it there so everyone can see it. 

Honestly, you would never know if you didn't get a booking because it's mentioned in your property description.  

Baltimore County is more lenient than the City. see the link for a description of what needs a permit technically https://resources.baltimorecou...

@Alissa Engel I think you really hit the nail on the head with your description of Montana markets.

The Lessor, for and in consideration of the sum of_$1,500.00___ dollars in hand paid by the Lessee, receipt of which is hereby acknowledged, hereby leases to Lessee, his/her heirs or assignees, the premises situated in the City of ___Garner_____ County of ____Wake____ State of _North Carolina_________, legally described as: ______________________________________________________(If the legal description is not included at the time of execution, it may be attached to and incorporated herein afterward.)

I have been going down to the Outer Banks for the past 10 years, and from what I know of the micro-climates, your descriptions seem to be very accurate!  

It seems like you have a pretty strong understanding of things, but one thing I just quickly wanted to make sure you think about is your reserve account - just factor it in because things come up and from your description it does not sound like these are new construction homes you are thinking about purchasing.