Is there any type of document I can make the buyer sign for these 2 weeks he will be occupying the property in order to cover myself?

This can be a great solution but you need to fully understand what type of 2nd you're getting so you don't screw yourself down the road.

DSCR Loans only available when property is fully finished and turnkey, however you might want to look into a lender that offers ground-up construction loans and DSCR.Also - be careful around the modular home / quick property types since these mortgage loans typically have to be secured by foundational real estate, so anything that can be moved or not fully foundational is probably a no-go (can't foreclose/protect the investment as a lender)

I know this can very widely and depending on soil type, etc. there can be a lot of changes.

So could allowing people to do 7+ days versus full 7-day blocks.I think a big part of it is the type of guests/vacations. 

The illiquidity of certain market types has not even been rationalized by wall street.

Like they want to file a Quiet deedRE is becoming over run with  OOS  BRRR ROI  COC etc etc.This type of thing is very common though in Aviation there is an abbreviation for nearly everything you do in Aviation. 

Purchase price: $402,500 Cash invested: $165,000 Sale price: $725,000 Swinging for the fences in Geneva, IL What made you interested in investing in this type of deal?

It will depend on the type of loan. 

The scenario as a 2nd home will make the most amount of sense to an underwriter (traveling to a different location for work and the property is located in a resort-type area).