Could stocks drop a lot very shortly - sure.

As a Pacific Northwest native, I’ve seen firsthand how the region’s unique blend of natural beauty, vibrant cities, and year-round attractions make it an incredible place for short-term rental (STR) investments.

Once the work was complete, I refinanced to pay off the hard money loan and held the property as a long-term asset.This duplex also marked the start of my short-term rental journey—we ran our first Airbnb from one of the apartments before scaling to bigger projects.

It is a nightmare evicting deadbeat tenants, so when they are out I will only go back to AirBnb, short term rentals in the future as Vermont has laws very favorable to annual leasing tenants.

They want the easy, short road to building a company and someone has to pay for that short cut.  

I'm considering purchasing a condo or a small SFH in the Oceanside/Carlsbad area as an investment property and renting it out on a short term rental site like AirBNB. 

Short answer: No, you don't need to (or likely want to) transfer the deed to an LLC before selling. 

To make my question short, my wife and I just sold our house in Lincoln and made a profit from it.

Easy access to the Shore Acres recreation center and the new middle school.A short drive to the new Whole Foods and the 4th Street corridor.

Since you already have experience with both short-term and long-term rentals, house hacking a duplex could be a smart next move.