Short Term Rentals

5 posts in this category.

Winter Park Lodging Company

A look at Winter Park Lodging Company, what full-service rental management covers, and the questions Grand County buyers and sellers should ask first.

Chad Chapel · October 19, 2026

Short Term Rentals

Cash Flow Positive Short Term Rentals

Most financed Winter Park STRs are currently cash flow negative -- but four specific catalysts could change that. Colorado's #1 mountain real estate team runs the honest numbers, maps the timeline, and explains what smart investors are actually doing in the Winter Park STR market right now.

Chad Chapel · September 26, 2026

Short Term Rentals

Short-Term Rentals in Grand County: Why the Rules Change the Moment You Cross a Town Line

Short-term rental rules change town by town across Grand County. Here's what buyers need to confirm on licensing, HOA covenants, and unincorporated county rules before writing an offer.

Gregory Krol · September 22, 2026

Short Term Rentals

Can You Airbnb a Property in Winter Park? STR Expained

Can you Airbnb a property in Winter Park? Discover the latest 2026 short-term rental rules, HOA restrictions, and licensing requirements across Winter Park, Fraser, and Grand County before you buy or invest.

Gregory Krol · May 22, 2026

Short Term Rentals

Short-Term Rental Market Update: What March 2026 Data Means for Investors

Explore the latest March 2026 short-term rental trends and what they mean for investors. Learn how to maximize returns in today’s evolving STR market.

Chris Pritchett · May 5, 2026