It’s a nice place and I hope to rent it out weekly from time to time to help cover the mortgage ($1,850/mo w/ taxes, etc.)I just found out from a personal conversation with the owner that a Lake House down the road will be going for sale and I was given the option to buy it off market.

Realtors have companies and insurance to cover lawsuits.

Do you think your insurance policy will cover you on any liability when they find out you are not running a legal operation?

He said at one point the one lady could do 3 week and he will cover the rest, he cannot evne use a computer.   

They are also coming in on work contracts that are subject to change. 

This will vary by lender, but 60 days will cover seasoning for most.

Of course, he wants me to cover any closing costs.

Totally worth it to cover any gaps.For managing it all, a Property Management System (PMS) could save you a ton of time by syncing calendars, automating messaging, and handling bookings.

You deduct what you can from the deposit and charge them for the remainder.If it takes longer and the deposit won't cover the losses, send a bill to your departing tenant and give them 30 days to pay.

They may just agree to cover them, especially if Landlord offers to eat the appliance costs if they cover the utilities.If that doesn't work and it is an issue for the tenants, I wouldn't do it.