When I was enlisted I had 3 homes that I acquired through in 3 states, I used my VA loan for my primary residence and I took the other two loan from the states of Virginia and Florida, I had to provide a lot of paperwork, but in the end, it was worth it. 

. $250K HELOC available (against my primary residence) that I want to use to invest in residential rental property.

The validity of the lease may also be enhanced by evidence that both parties complied with the terms of the lease and that the rents were paid on time.You are not paying yourself a rent, but your Medical practice ( hopefully it is LLC elected as S-corp) is paying a market rent to your business entity, which is LLC.

Are you looking for someone to do the most cost-efficient work to make it a rental, or higher-end work for a primary residence?

A little background also, this would be both of our first homes, we are not married but plan on it sometime next year or so, both have good credit, and moderate salaries, and this would be our primary residence. 

Does the LLC loan count against our ability to qualify for a personal residence?

Jeff Phillips comes down to risk.If you take a HELOC and something we’re to happen and you could not pay then you lose your primary residenceIf you get a regular loan and you cannot pay your not paying on that 2nd home and they take that but not your primary residenceCheck with an accountant as well as I believe with the new tax law you cannot deduct a heloc if it is not used to improve your primary residence

The reason for renting from us even though they have a house paid off is because their current primary residence is very large and two stories.

We are looking to rent at townhomes and apartment rentals close by where we currently reside since it is close to our jobs and our kids’s school.

I'd recommend discussing the risks with an attorney and at the very least having a plan in place to deal with the worst issues that could arise with leasing your primary residence short term.Be sure to provide proper notice (probably 1 month in advance of the lease end date, but check your state laws about proper notice) for them to leave and it would be a good idea for you to have a neighbor check to confirm they are moving out in the days prior to your returning.