I was there a few years ago and the resort opened at christmas break.  

My biggest piece of advice is to connect with local chicago real estate investors in person...highly suggest checking out the christmas party on 12/12:  https://www.biggerpockets.com/forums/521/topics/1218823-chic...

So not only is the $1500 pulling down the principle of the slightly higher interest rate loan (not to mention the less interest of the 25 days with $5000 sitting on it), but also my emergency funds for vacancy, repairs, maintenance, taxes, insurance, future vacation funds, and Christmas budget would sit on the HELOC and therefore the principle comes down.  

@Carol Conlin Hey, Carol, thanks I'll check that out.

You don't get a call from your W2 on Christmas Eve to come unclog the toilet (unless that's your job).What was the reason your properties in Indy ended up negative cash flow?

Quote from @Carole Parker: Finding your 5th investment property is a great goal!

It has all the components needed I just need to buy it and stir it up and hope I get great results.But if I want a really good cake, that's pretty and I would be proud to take to my mother in laws house at Christmas . . . well I am going to go to my Sister's house and get her list of ingredients and notes on how to buy them.  

How about Christmas lights? 

You also have two major holidays coming in the US (Thanksgiving and Christmas and construction will slow down as people take time off).

Originally posted by @Carol Labbe:In a single family house, do you rent the rooms individually to each student who pays their own portion, or do you rent to a group who may know each other and want to share a house?