Greetings Timothy,
I do not use 2 listing. I plan to adjust the wording on my DESCRIPTION accordingly to upcoming fall & skiing/snowboarding opportunities minutes from my area. In your description first sentence you should bring up skiing with a home to come to rather than a resort. First things guest see. Like the first paragraph in the newspaper article to get potential guest to keep looking
YOUR PLACE : emphasize the snow
OTHER DETAILS TO NOTE: showcase all your areas to see in do during the fall/ winter seasons.
I will just keep what I have in my Pages on my Mac, copy & paste.
2 separate listings for me would be too much calendar work. Just changing verbiage on you listing according to seasons seems the easiest for me
Plus is you pictures add snow fun pictures, fall landscapes, etc. What ever you want to highlight.
The best of luck in whatever direction you take.