The problem with apps running comps is that they can't see inside the homes (or smell them lol), or evaluate the exact location, or understand the local market on an intimate level to know what's next door or around the corner and predict the market value and ARV accurately like only an experienced local Realtor, appraiser or expert investor can.

So far, I've used Facebook Marketplace, Zillow, Roomies, Craigslist, and Roomster, and I was able to get some level of interest initially, but haven't had a ton of luck since then, so I'd love to hear some ideas. 

Forgot to mention:knowing the rental laws and having a solid lease is a must--a level 10.I love @Drew Sygit post and list! 

The inspection may reveal things that you missed or didn't know to look for (damaged roof, humidity levels in walls/ceilings etc). 

Whether it’s worth it really depends on your goals and comfort level with the process.

Completely eliminated noise complaints from the lower level and reduced utility costs.

Here are a few high level thoughts for you as a beginner:-Don't lend in second position-Don't do deals with new investors-Don't experiment with new strategies, even with experiences investors- ie, don't jump in to a first development project with someone just because they've flipped 20 houses. 

But the level of negative cash flow that you're talking about is quite high and it sounds like it's not something you're comfortable with and thus should look for something else.

What I've learned is that population, job growth, and proximity to large cities are surface level indicators but don't always tell the whole story. 

it seems that Airdna is basing their calculations off the other STRs in the area which are mostly low level properties and not lake side.