It would make the house feel more comfortable and I would be able to charge a bit more for rent.

I’ve gone from your shoes (figuring out what to buy for my first property in or around Philly), to now 16 properties since I began!

Ultimately it's up to your comfort level. 

Hi all, we own multiple single families and a short term rental and I’m very comfortable purchasing in that space. 

So i decided tap in to the market place and provide our essential workers with a safe and comfortable place to live.

Pick an asset class: Class A, B, C & D properties, research pros & cons, pick one to focus onPick a real estate market that matches your resources & goalsContact local agents & PMC’s to start sending you listings to analyzeAnalyze a few deals weekly, get comfortable with the market and refine what you're looking for You might want to follow the "Deep Dive" series we're doing on our BiggerPockets blog about Metro Detroit cities and City of Detroit Neighborhoods:https://www.biggerpockets.com/...

How can I bring that to the table in a way that the lender will feel comfortable with? 

I'm assuming you at least ran the numbers in the BP calculator and are comfortable with the COC return and IRR. 

Is that something you feel comfortable doing? 

I would then come down and look at those areas in person and see if you feel comfortable investing in those areas.