Just focus on making your place inherently fun to book on its own (in other words get professional photos of your place kitted out with: game rooms, pool table, shuffleboard, darts, air hockey, big buck hunter, nice appliances, Big screen TV's comfy beds, welcoming interior decor, etc.)

I’d recommend getting a local agent there who also owns investment property.Appreciation is the icing on the cake and first is CF.

If so, then any rental income will just be icing on the cake so you are fine.

UPS and FedEx deliveries are really doing a number, as is my wife's pickup truck.I expect that normal paving will be cost prohibitive at the $100,000 range - not to mention that we're in Massachusetts and will get several feet of snow and ice each winter, so a smooth, paved surface will be too slick to be safe.Right now I plow the snow with a 4WD ATV. 

You want water leaks from the ice maker line?

Someone walking by slips on the ice and gets hurt.

Does landscaping include snow/ice removal (I am speculating that it would)?

@Shannon Smith if you don’t have 3-4 months of reserves after all expenses, you are on thin ice.

I saw a credit union booth at a local ice cream fair last summer, and asked them about loans for investment properties.

Yes, I am an iced coffee addict and proud. :)