Outside summer and holidays shoot to have your weekends booked at high rates and weekdays at low rates. 

Now I will say that I do adjust my prices down for the winter to attract folks but I don't get many.

I had one were my PM calls me its in INDY cold winter they just had baby cant  afford the rent and heat just take no payment for 2 months then they will add the balance any pay it off.. well of course after 2 months they just left  LOL..

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

Our summers are WAY  busier than our winters.

Also to eventually own a home within 50 miles of the Aspen CO area (winter/employment location). 

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.

Based on the supply of homes for sale and the time of year, I predict home values will drop a little bit over this winter until early spring.

However, understanding all the costs of buying a real estate investment property will help you avoid costly mistakes.Buying a rental property, holiday home, or property to flip can yield short-term and long-term financial gains.

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👍