Our summers are WAY  busier than our winters.

I get a bit antsy considering the upcoming holidays and what demand looks like.

So with all that, I'm thinking to open booking now for next summer with a 7 day minimum, see how it books out, and by late winter/spring I can reduce it to a 3 day min to fill any remaining weekends, and then work on filling mid-week vacancies as summer approaches.We were leaning towards Fri-Fri, but Michael I like your suggestion about the Mon-Mon option, which could be nice because renters would have the weekend to travel and then begin their stay on a Monday, then they would end their stay on an upnote with a long weekend...But with either Fri-Fri or Mon-Mon renters would probably need to take 6 days off work...Sunday-Sunday might actually be better because renters would only need 5 days off.  

I enjoy them.When I buy my 1.1k ish sqft for $200/ft and less than $275/mo HOA winter condo, I'll bring my own car and skates👍

Something to be aware of.We've filled vacancies at our medium-term rental in Denver in January before, but had trouble in November and December, so I don't know if the winter is tough or if its simply the holiday season.I'd be more interested in buying the right place whenever it comes up.

They want to keep "costs down" in the winter so they are wanting to primarily use gas not the mini split (since they pay for electricity.) 

I know a vacancy is tough and it can be hard to find tenants in the winter, but you have to weight the costs and benefits and decide.If it's harder to find renters in the winter, try offering a month-to-month lease just to get through the winter, then move back to a one-year lease in the spring.

If it were me, I would get them out now so you can clean/renovate during the winter and get it on the market in early Spring.

I love the area and know people that attempt to MTR in the winter and STR in the summer. 

What would you say your occupancy is during winter months?