Welcome to BP and come on over to the Short Term Rental part of the forums.  

I'm trying to analyze my first property and not sure how to set it up to run the number using the calculator tools here. 2 of the units are successful Airbnb short term rentals, and the other two units are month to month rentals to existing tenants.

Its already long distance but if you have no desire to be involved, no boots on the ground in anyway, it may be hard to make it work.

Most people are refinancing a BRRR because they are in short term debt (like 12 month hard money used for purchase +rehab financing) or own the property free and clear (they bought all cash) and would get a higher return on equity by leveraging the property and reinvesting the cash out proceeds of the loan to scale the portfolio. 

If you're buying it shortly and THEN after you own it will it be ready and available for rent-the costs will be capitalized and accounted for with the basis of the property as well (when you eventually buy it). 

Maryland is an interesting case in that legislation has been introduced each of the last 3 years....but with the short legislative calendar from a part time legislature, its been hard to push things forward.

I have looked into the Pittsburgh market and have been there before, but just once for a short trip.

For more expensive properties you'll be wanting to pay a lower interest rate and doing short/mid term rentals.

https://www.planning.hawaiicounty.gov/resources/short-term-v... has the details.So with that said, I have had several clients purchase STVRs and have great success. 

Also, 18 months is too short a period of time to obtain a truly significant result.