vacation rental management

Steamboat Springs Vacation Rental Property Management FAQ

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Thinking about renting out your Steamboat Springs vacation home but not sure where to start? You’re not alone. Homeowners often have the same questions when it comes to vacation rental management—everything from “How much money can I make?” to “Who handles guest cleanups when I’m not in town?” At SkyRun Steamboat Springs, we’ve managed properties … Read more

SkyRun Arrives in Daytona, FL

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Father-son duo commit to ‘burning the boats’ in pursuit of their entrepreneurial dream in Daytona After three decades of municipal service, Darnell Hatcher, Sr and his son, Darnell Hatcher, Jr made the bold decision to relocate from a chilly, smalltown, in Pennsylvania, to pursue their lifelong dream: starting a family business in the Sunshine State. … Read more

SkyRun Vacation Rentals Arrives in Pigeon Forge

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Smith Brothers Packed Up Their Wagons and Settled in Pigeon Forge with a Vision of Leaving a Trail and Providing a Lodge for Others to Follow Jared and Steven Smith are putting their ‘brotherly love’ to the test, as the sibling duo enters the vacation rental management industry, following successful careers as software engineers, in … Read more

Understanding Short Term Rental Ownership: What to Know Before Buying a Vacation Rental Property

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Buying a vacation rental property is often seen as the first step to building a real estate portfolio that generates passive income for years to come. With vacation rental usage and ownership surging over the last several years, vacation home ownership is becoming one of the most popular avenues for real estate investing. This guide … Read more

Why Whitefish Is a Premier Short-Term Rental Investment Market

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Whitefish, Montana is one of the strongest short-term rental (STR) investment markets in the Mountain West, driven by high-quality year-round tourism, long average stays, repeat visitation, and outsized demand for rental homes versus traditional lodging. Investors benefit from both stable STR cash flow and long-term asset appreciation in a supply-constrained, lifestyle-driven destination. Proven, Growing Tourism … Read more

How to Stay Competitive in the Breckenridge Vacation Rental Market

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A Homeowner’s Guide to Professional Management That Actually Moves the Needle If you’re currently renting out your Breckenridge vacation home, you already know the truth: the market is competitive, fast-moving, and increasingly shaped by traveler expectations. Rates fluctuate with events, weather patterns, and booking trends. Guest standards continue to rise. And with more owners entering … Read more

Why Whitefish, Montana Is One of the Best Places to Own a Vacation Rental

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Whitefish

If you’ve been considering buying a vacation rental in the Rockies, there’s one destination that rises above the rest: Whitefish, Montana. Perfectly positioned between Glacier National Park and Whitefish Mountain Resort, this small but mighty mountain town delivers year-round tourism, high nightly rates, and the kind of authentic Montana charm travelers fall in love with. … Read more

Understanding Short-Term Rental Regulations in the Greater Chattanooga Area

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A Homeowner’s Guide from Your Local Property Manager Owning or purchasing a short-term rental in the Greater Chattanooga Region comes with an important responsibility: understanding the laws that govern STRs where your property is located. Regulations in this area vary widely. One neighborhood may welcome STRs, while the next may prohibit them entirely. As local … Read more

SkyRun Vacation Rentals Launches in Whitefish, MT

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Husband and wife team marry their love of travel, outdoors, and all things Montana with new vacation-based venture Whitney and Andrew Elenbaas have secured the franchise rights for SkyRun Vacation Rentals and have begun developing a portfolio of carefully curated, Montana-based properties across Whitefish, Big Fork, and Glacier National Park. The married couple, who proudly call … Read more

Navigating Montana’s New Property Tax Rules: What Vacation-Rental Owners Need to Know

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If you own a vacation home or operate a short-term rental in Montana, big property-tax changes are on the horizon. Recent reforms (House Bill 231 and Senate Bill 542) are reshaping how residential properties are taxed, especially second homes and short-term rentals. At SkyRun Vacation Rentals–Whitefish, we’re keeping a close eye on these updates so … Read more

Is It Still a Good Time to Invest in an Airbnb in Breckenridge?

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(Updated for 2025) Learn if investing in a short-term rental in Breckenridge is still profitable in 2025. Discover how new STR permit rules affect investors—and why nearby Park County may offer more flexibility. Breckenridge: Still a Strong Market but With New Rules Breckenridge has always been a Colorado favorite for investors and travelers alike. From … Read more

Broken Bow, OK: A Hidden Gem for Real Estate Investors

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Why Professional Vacation Rental Management in Broken Bow Is a Smart Move Broken Bow has become one of the most talked-about vacation destinations in Oklahoma. Located just a three hour drive from the Dallas-Fort Worth area, it’s become a place where city dwellers can escape the hustle and bustle for a few days. Not to … Read more