2026 SkyRun Annual Conference

SkyRun Locations Gathered in Puerto Rico to Share Ideas and Celebrate Successes This year, we took our annual SkyRun conference to a sunny island locale. SkyRun franchisees and their key employees gathered in San Juan, Puerto Rico with other industry leaders from across the short-term rental space to discuss new ideas, strategies, and tools to … Read more

2026 Short Term Rental Market Outlook

What the latest market data, regulation changes, and travel forecasts mean for the people who own vacation homes in 2026. The short-term rental industry spent most of the last five years swinging from one extreme to the other. After the pandemic-era boom, the post-boom correction, and a stretch where supply was growing faster than demand … Read more

Trying to Navigate Short-Term Rental Regulations in Minnesota? You’re Not Alone

If you’ve ever tried to figure out short-term rental regulations for your property in Minnesota, you’ve likely run into the same frustration: nothing feels clear, and nothing feels consistent. What starts as a simple idea, renting out your home for additional income but then quickly turns into hours of searching, second-guessing, and trying to piece … Read more

Understanding Vacation Rental Management Fees and Costs

When it comes to hiring a short term rental management company, one of the first questions homeowners have is “how much will this cost”? It’s a fair question. Property management fees can look very different from one company to the next, and the industry has not exactly earned a reputation for straight answers. Some companies … Read more

From One Property to Over 1,600 Homes Nationwide

SkyRun Looks Back on 22 Years of Disciplined, ‘Brick by Brick’ Growth, as the All-American Company Plans and Prepares for Continued Expansion In 2024, SkyRun Vacation Rentals celebrated 20 years in the vacation rental management industry. For the previous two decades, the company remained dedicated to a disciplined, brick by brick, approach to organic growth. … Read more

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

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

St. Paul Named a Top Short-Term Rental Investment Market for 2026

AirDNA’s latest Best Places to Invest in Vacation Rentals report  has put St. Paul, Minnesota firmly on the national radar for 2026 — ranking it 3rd among U.S. markets for short-term rental investment. For current homeowners and prospective investors alike, this recognition reinforces what many locals already know: St. Paul offers a compelling mix of … Read more

Top Mountain Biking Trails Near Brainerd Lakes, Minnesota

The Brainerd Lakes region is known for its clear waters and classic Minnesota lake life, but it’s also becoming one of the state’s top destinations for mountain biking. From nationally recognized red-rock trail systems to quiet forest loops perfect for beginners, the area offers routes for every skill level. Riders can explore miles of scenic … Read more

Brainerd International Raceway: The Heart of Minnesota Motorsports

Brainerd International Raceway (BIR) isn’t just another track—it’s one of the Midwest’s premier motorsports destinations and a cornerstone of Brainerd Lakes tourism. With a history dating back to 1968, BIR has grown into a nationally recognized venue that hosts world-class racing events and offers an atmosphere you can feel from the moment the engines fire … Read more

Minneapolis: The Midwest’s Most Underrated Hidden Gem

When people think of dream getaways, Minneapolis might not be the first city that comes to mind, but that’s exactly what makes it special. Perfectly located on the banks of the Mississippi River, this city has quietly built a reputation as one of America’s most livable, creative, and nature-rich destinations. From glittering lakes to world-class … Read more

The Brainerd Lakes Short Term Rental Market in 2025

Brainerd Lakes, Minnesota continues to thrive as one of the Midwest’s premier destinations for outdoor recreation, family vacations, and lakeside retreats. Known for its hundreds of crystal-clear lakes, charming small towns, and year-round attractions, the Brainerd Lakes region has become a go-to getaway for both Minnesota residents and visitors from across the Upper Midwest. From … Read more

The Minneapolis Short Term Rental Market in 2025

The Twin Cities of Minneapolis and St. Paul Minnesota continue to grow as hubs for both leisure and business travel in 2025. In addition to being a popular tourism destination, Minneapolis continues to be a popular conference destination for regional, national, and international events drawing thousands of out town visitors every year. The Minneapolis Convention … Read more