Right now we're inquiring with our insurance provider to validate proper coverage, checking with our rental license if it covers uses like this, and working through what a lease would look like. 

WordPress, especially when paired with plugins like WP Rentals or a property management system, offers more flexibility for custom features like dynamic calendars, booking systems, and integrations with platforms like Airbnb.If you're planning to grow beyond a few properties, WordPress can handle that expansion better since you can continuously customize it as your business needs change.

Like any tool, you have to know how to use it correctly or you could get, "injured".We use it to quickly sift through multiple options - and that's about it.BP has a Rental Calculator that includeds everything you are asking about: mortgage P&I, property taqxes, home insurance and percentage for maintenance & vacancy.It also includes Cap-Ex percentage, but in our experience it's a waste of time to worry about this.

These guys operate like flies on the wall.

@Christina Galdieri A 1031 exchange cannot be used for the sale of a business itself, as it only applies to the exchange of like-kind real property used for business or investment.

Like @Tim Ryan said above - maybe someone else brings the cash to the table.

@Jose Saladin you will likely not get a CO (certificate of occupancy) to be able to legally rent this out.

I would like to buy my investment property through my llc, and use the money to pay off my primary residence.

I just looked in the meet-up page and there doesn't really seem like there are any Vermont groups listed in the meet-up section.

It sounds like you're in a solid position, and taking the time to stabilize before moving on to the next deal is a smart approach.