I personally think this is the direction booking sites need to go.

Our rental is near a very famous one, so we added a free cemetery tour to our listing, if a guest books one month in advance. 

Finally from a purely from a cash outlay prospective short term, you could rent a house with roommates and your payment would still probably be Lower than house hacking because rates are so high, over the long period 5-10 years obviously it would cheaper ti buy, hope that makes sense 

He doesn't have a stay booked or a lease so he should just be leaving when this current two-week stay ends.

@Diana Teng there are a LOT of potential pitfalls:(So, it's vitaly important to not just find someone that you think you can trust because they tell you what you want to hear, but you find someone that their processes seem a good fit for what you want.EXAMPLE: we do BRRR Turnkeys for clients and take numerous vides we share with them - initial, worst state of any demo, when HVAC, plumbing, electrical update BEFORE walled in, before any major payouts and of course a final walk-thru video.One thing that's accurate from all the HGTV renovation/flip shows is that you should expect and plan for surprises!

hey guys I am new to real estate and I just got my first rental property this past year and have tenants and things are finally stable now.

I would suggest getting Dave Ramsey's book called The Total Money Makeover and read that.

Let’s say with your plan they make an extra $100 or $200 in fees and you lose $1000 or $2,000 in bookings.

Nope, time to read a book on RE!

If none of these factors work and your crunching numbers to the final dollar... it may not be a deal worth buying in the first place.