Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

Ian,I read your post about the different Cities in MA and wanted to connect. 

Just connect with those doing deals in the area you want and let them handle it.

This community offers resources, forums and connections with experienced STR investors to help you succeed.

As an investor and agent here, let me know if you have any questions or want to connect

Private Money: Does anyone have connections or suggestions for private money lenders who might be willing to finance the $200k?

Here is something I found on line about this, in reference to the Section 8 program:Some examples of program violations or fraud by a landlord:1. 

That is so much different than all online.2. 

Let's connect. 

Also, any connections to some buyers?