@Jesse Dean
Check out www.hostelworld.com and search some ski towns to put a seed in your brain on the possibilities out there.
I stayed at Chile-Kiwi in Pućon, Chile and it is one of the most amazing dorm style places I have ever seen.
The most similar thing to your idea is dreamcatcher hostel in Golden, BC Canada. Ski town! Look it up, pick the brain of the owner there. I stayed and it was simply amazing, great communal industrial kitchen, fireplace.
Cleaners live in house and get free rent for trade cleaning common areas and toilets. Also they utilize work-away (another resource online) where foreigners come and volunteer trade to stay in cool areas. Loveland, Colorado is a destination location and I’m certain foreigners would help operate your house hack for a place to stay.
Sometimes you can sneak past the hostel rule by labeling as a “bed and breakfast.”
I would think about doing a mix use, live in long term tenants as well as short term Airbnb bunks. Again lots of people traveling to ski in Colorado and not a lot of options for anything under $50/night.