Most tenants stay 5-10 years so there’s almost zero vacancy. 

You can start marketing your unit on Furnished Finder with the professional unfurnsihed photos and say "furniture coming soon" and market the date you could have it furnished by.

Duplex UpIf you deconvert to single-family, you lose the multi-family tax benefits and rental potential—so holding onto the 2-flat status makes sense.Duplexing up (connecting first floor + basement) while keeping the building a 2-flat is often allowed, but you’ll need to keep two legal units in the structure.

The cabins are dated and I would put them at a 3 out of 10.   

Pair that with automated follow-ups for inquiries, and you can capture leads before they move on.Tenant retention: Incentives at renewal are underrated.

PM always ends up taking the blame.

Being a little flexible on dates or stay length can also help you fill it faster.

You would likely end up with some positive cash flow and profit on the backend.

I would just do a month to month with expected end dates. 

It's not as easy as swiping left on a dating app to find what you're looking for.