Rather just get a flat fee from a lawyer to write stuff up for me, or bet on an a la carte online medium to curate it for me. 

If short term stays are allowed in your area, that might be another strategy to get some good reviews before switching back to a medium-term strategy. 

Please don't follow the teachings of all these gurus promoting DMM.It is not the "verbiage" of the marketing material that magically does the trick.It is your ability to show how credible, trustworthy, and competent you are that drives a conversion.The medium itself (mailers) works against you. 

In my opinion, if you have the time to manage a short/medium term rental on this property, it would defiantly be worth your time.

You can do short term little risk EMD loans and generally just work with the title companies who you wire and get wires from OR go all in and be one the title with short to medium low risk but still risky loans.

Are you focusing on a long term rental, medium term rental (30 days to 6 months), short term rental, or a live in house hack? 

If your market supports medium term rental demand and you're having issues getting booked, put yourself in a potential guests shoes when reviewing your listing. 

In my market the very cheapest possible whole-house project would be $250ft2, medium-grade would $400ft2 and most are $800-1,000ft2 (average home price is over $1M so we're talking luxury finishes).

@Chris WilburnIf you are willing to furnish the basement ADU, you could likely get more than $1800/month rent from medium-term renters (i.e. travel nurses) in the Portland area. 

Hey Sammy, In Columbus, Ohio, your rental strategy—whether it's Short-Term Rentals (STR), Medium-Term Rentals (MTR), or Long-Term Rentals (LTR)—depends on your goals and the specific property.