Risks Associated with Doing an Off-The-App Longer Stay?

[Matt B.]

I am intrigued with the idea ... guy wants to rent for a few weeks and mentioned doing it off the books.  It would be a 10K+ booking.  Its for him and his family as they visit for the holidays.  

What are the risks here?  I have a large umbrella policy on the property 

[Doug H.]

@Doug H.

Oh wait. This is only for two weeks? (Sorry. Skipped over that.)

Two weeks - not even worth thinking about / the trouble.

Tweak your rates on Air / VRBO and fill the space.

Also, ask yourself, what kind of guest is this who wants to go to this much effort to save a little money? It’s probably not someone you want in your space.

Cheap guests =‘demanding guests = never satisfied = always asking for discounts and consideration during the trip = bad reviews.