@Leah3
Leah, he does sound like an entiled guest who will continually want something you did not state in your listing description.
Incidentally Leah, what was his walking like when he arrived? Was his movement challenged in any way. What walking assistance did he require to negotiate your steep driveway??
I have found in the past when a reservation request that starts out OK suddenly seems to get bogged down in issues before the guest has even arrived, I get onto CX and I explain my situation and how I have fears that neither I or Airbnb will come out of this stay well.....the agents asks if I would like the stay cancelled on the grounds that I don't feel comfortable with proceeding. That is a perfectly legitimate reason for a neutral cancellation. I at that point say...."Look I want to try and do the right thing and I don't want to lose the money involved but, can you please leave this ticket open and if I do strike problems I can't handle can I expect your support"!
In each instance I have been assured that I will have the company's support and CX have been great to deal with. They have followed up and I could not have asked for more.
Leah, you just never know how these things will go, but it sounds like this guest may request a refund for the entire one month stay. The thing you have up your sleeve is that a one month booking is classified as a long term stay and the guest is obligated to give 30 days notice of departure and that 30 day refund or any part of it, is at the hosts discretion. You will need to approve a refund in order for the guest to get it!
Now is the time to sort out a solution with CX as to what refund you should offer remembering that it was he who chose to book your listing in spite of your house rules not because of them!
Cheers.......Rob