In terms of the second scenario, the upside I see is the option to get a different kind of loan (say, FHA with a lower down payment and other assistance programs for K-12 educators like me) since I'd be getting a new primary residence instead of a second home.

.: :) Yeah, I started off around Reno,NV & Tempe, AZ, but I think the median prices look way higher, so I am beginning to look and research around the areas of Fort Smith, AK,  Cleveland, TN and Ownsboroo, KYOk kind of curious how Owensboro made your list.

It's an area where they generally have not allowed garage enclosures and LOTS of people have done it anyway.There are all kinds of ways the cities find out about houses like this. 

Still, its a great subdivision and there are a lot of investors that know what kind of revenue those cabins should be generating. 

Have you asked the Airbnb support team?

You’re making a smart move, and that kind of foresight will pay dividends over time.Now, let’s dive into your question: Is house hacking still a good option in today’s market?

I think there are more horror stories than anything when it comes to those kinds of companies. 

Thats the kind of information that separates a good investment from a not so good investment. 

Lots of people on here want to knock concepts like the one you are asking about, but in my experience most of those people haven't even worked through those kinds of companies or bought properties, so focus on the ones who actually have (if you can figure out who that is). 

There are lenders with no seasoning requirement as long as rehab has been done to support the new appraised value, up to 80% LTV (although 75% is much more common).