There is risk with this approach that the tenant can have short residence or leave in Nov to January.  

Doing short-term rentals would be very interesting.

Which based on the gnashing of (mostly “frugal” REI) teeth, was the lowest in the industry (for most of you, especially with multiple, active accounts).I have my IRA, HSA, and CESA accounts (more on Solo’s shortly) with Quest.

If it's on the higher side you may want to consider it for mid-term or long term rental, but if most stays are below 30 it can be viable for short-term! 

I have personally owned investment property (both long-term and short-term rentals) along the lakeshore.

Our season is too short to justify a pool but if I owned property in the south I look into these partial inground pools: https://www.poolandspadepot.co...

Quote from @Spencer Elliott: Long story short, land is on loan and I’m purchasing a manufactured lot as a temporary home/future ADU to my final build.

In a short verse, I don't have the numbers :( but in general I just don't know if what I want to do in the long run which is BRRRR would be a good idea if I start with utilizing a VA LOAN for a duplex to begin with.  

Not good I think its a good tool for fix and flip and short term holds but not for long term holds if you have not ability to refi or enough equity to sell quickly even if you do and the sellers loan gets called they are still going to get their credit trashed. . 

I’m also based here and have experience with short-term rentals, property management, and work with investors like yourself.