Invest your money in a better deal. 

Quote from @Andy Sabisch: Will it help you sell more or get more money? 

These are some of the most successful people; CEO’s, tycoons, celebs, old and new money and investors on the planet.

If you have other money to grow your portfolio even with $107K left in the property then  hold the property. 

It cost us more money than we would have liked to have spent, but we were able to put a house on the market that we were proud of.

Think about all the extra time trouble and cost it takes to turn an ordinary house into a vacation rental...just my two cents though...

I have been investing in real estate for well over twenty years and can tell you there are a lot of ways to make money in real estate. 

In fact, I would estimate that it is mostly upper middle-class folks that have the money and wherewithal to go through the vacation rental process - prepayment of substantial monies, etc.If you only have one property, I would just stick with Venmo, CashApp, or Paypal.

I see hard money lending as just part of the cost when doing these kinds of deals.

Consider financing options like hard money loans, or FHA loans for house hacking, and focus on areas with strong rental demand near the MA/NH border.