If there is an easement  the county should be responsible for repairing all damage.

The second one:  "The renter gives the owner, in addition to the lien given by law a lien on all property situated on the premises, including all furniture and household furnishing, whether property is exempt for execution or not, for the rent agreed to be paid, for any damage caused by renter, and for court costs and attorneys fees incurred under the terms hereof."

Before the tenant moves in we're going to walk through and have them sign part of the lease that explains what damage is and is not present and to ensure the smoke alarm is working and there are no issues with the house. 

If the company defaults, or if there is more damage than the security deposit at the end, will I be able to get anything out of the company since I'm sure they have an army of lawyers?

I have set up income items for rent, late fees, damage charges, laundry income from the coin-ops. 

@Frank Artusa Cant give you advice about that specific are but in terms of investing in seasonal rental properties a lesson i learned is that you have to REALLY analyze the vacancy rates because thats what really affects profits..the other difficulty is hiring an agency and getting a solid contract making the renters pay for cleaning costs and what not...other then that vacation rentals are pretty smooth because the renters are just on vacation and not looking to cause damage

So far IF they have caused a $175 worth of damages between the microwave and lint trap.... seems insignificant to me.

Than the fact that the friend told you upfront what was going on is another plus.I would write down any concerns you have- neighbors, noise, damage, etc. and state that you will allow it if these added rules are followed or the friend has to go- ie- any police calls etc. 

If the source is electric, it must be permanently installed and controlled by a separate thermostat.If the downspouts or gutters are damaged and/or missing, causing interior damage of the unit, they must be replaced or repaired.

And budget for storm damage too.