You have become an insurance company, only you didn't get a just premium.The potential of rent forfeiture is part of the business in reserving a vacation home, and everyone knows this going in.

@Alex Jacobs the more bedrooms the more potential income.DPA programs though, are usually limited to single unit homes.

I believe that these days nothing makes sense, and rather buy something that could potentially make some sense as long as you don't lose, what do you think?

My mortgage broker is telling me this is an up and coming area that is low risk, high reward potential. 

It is a fine line, thats what i'm trying to figure out how to navigate without crossing that, but also not pushing the potential seller completely away if possible. 

Finally, start hitting some meetups if you can to pick people's brains, find potential deals, learn what about areas you don't know, etc.Best of luck!

Although these items are eligible for tax deductions, I overlooked this aspect when filing my taxes last year.Now that it's 2024, I'm wondering if it's possible to file an amended return to potentially recoup some money from the IRS.

Someone to potentially front the down payment or work on some sort of equity deal. 

If a hilltop home was a potential purchaser's goal these are some estimates we got for professional work:Getting power to the hilltop will cost about 50-60k according to the local power company. 66k for overhead lines, 52k for buried (not including trenching). $3600 for a septic permit & design about 50k for sitework (very long driveway), though foresters have noted the potential for NRCS funding for road improvement and invasive species management (i.e. clearing the 8-acre area which has blackberry bushes galore) which we are in the very early stages of looking into. 

While this can land you in potential audit risk, I think you're in the clear here.