Picking this one back up: Dallas has restricted most short term rentals except for in certain areas as of this past summer. 

It’s very seasonal here and the only months I’m actually paying the mortgage in full is during high season in summer.

She's noted/complained about 2 of the far bedrooms floors 'sloping' and seems to be with the seasons, worse in the winter than in the summer, where they seemingly go back to normal. 

I have a summer rental in Bethlehem NH and have had some success renting to the Hasidic Jewish community from New York City.

Weather cools, people are busy with school, resting from summer, prepping for the holidays, etc.

Ski Leases: Looking at the short term rental policies it does not cover leases longer than 30 days, seeing as there is a market for this type of rental what are peoples experience with this for ~4 month terms, and has it worked for summer leases as well.?

She Visits every summer and I go pick her up.

I started my LLC in the summer and still working through some kinks getting website started for marketing.

Since the kids are in school, the only real window to remodel was in summer.

Although we initially planned to complete the ADU, we ultimately chose not to build it out to meet the demand in the summer market.