I’m new to Real Estate Investing and I want to try this Sub-to method in my area of Elkton Maryland but I’m not sure on all the criteria to look for or how I would even go about my search.

You found a method of operation that works for you and you are successful at it.

A title company that has experience working with investors that wholesale or use the sub2 method.

That's a method of borrowing so you can borrow.

Securing the necessary funds for rehabbing a fixer-upper for your future primary residence can be done through several methods, each with its own advantages and considerations. 

Never want to do that method again.

I also require:Rent + Monthly Debt <= 45% of GROSS monthly incomeExample: So, someone making $6,000 per month ($72,000 per year) meets the initial income requirement BUT if they have a $750 car loan, $250 child support payment, and $250 credit card payment $1250 total then $1680 (rent) + $1250 (monthly debt) <= 45% x $6000 (monthly income)$2930 <=$2700 (DENIED)I like @Kevin Sobilo method.

Any suggestions on which method is a better way to furnish a rental property? 

West Town is a GREAT neighborhood and you will see solid appreciation for sure...I've found it easiest to ask what my end goal is, how fast I want to get there, and what personal sacrifices will I need to give up to get there in the desired time.However, I am not following why you would move UNLESS YOU ABSOLUTELY LOVE  the new house and it's a PERSONAL PREFERENCE.If you want to invest why not use the 20% down payment on an investment property and stay in your current home?  

I've decided to explore mid-term renting through Airbnb, but I'm unsure of the best methods to get started.