Aspen

Farmers Markets Near Aspen & Snowmass: A Summer Tradition in the Roaring Fork Valley

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Aspen & Snowmass Summer Guide Farmers Markets Near Aspen & Snowmass: A Summer Tradition in the Roaring Fork Valley Fresh peaches, artisan bread, mountain views, and a slower pace of life. Farmers market season is one of the best ways to experience summer in Aspen and Snowmass like a local. Fresh peaches, artisan bread, mountain … Read more

Colorado 14ers Near Aspen Snowmass: The Ultimate Summer Hiking Guide

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If summiting a Colorado 14er is on your bucket list, there’s no better place to start than Aspen Snowmass. Surrounded by some of Colorado’s most dramatic mountain scenery, Aspen offers access to everything from beginner-friendly fourteeners in the nearby Sawatch Range to legendary climbs like Capitol Peak and the Maroon Bells. Whether you’re chasing your … Read more

Aspen Ideas Festival 2026: The Week Aspen Becomes the Center of Global Conversation

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June 25 – July 1, 2026 Every summer, Aspen hosts some of the world’s most influential thinkers, innovators, policymakers, journalists, artists, entrepreneurs, and cultural leaders during the annual Aspen Ideas Festival. Returning June 25 through July 1, 2026, the Aspen Ideas Festival transforms Aspen into a global hub for conversations shaping the future of politics, technology, culture, … Read more

2026 Short Term Rental Market Outlook

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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

Your Guide to the 2026 Food & Wine Classic in Aspen

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June 19–21, 2026 Every summer, Aspen transforms into one of the most exciting culinary destinations in the country during the annual Food & Wine Classic in Aspen. From June 19–21, 2026, chefs, sommeliers, restaurateurs, winemakers, and food lovers from around the world will gather in Aspen for three days of tastings, cooking demonstrations, wine seminars, … Read more

Understanding Vacation Rental Management Fees and Costs

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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

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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

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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

Elevating the Guest Experience: Our Trusted Local Partnerships

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At SkyRun Aspen, delivering an exceptional guest experience goes far beyond providing beautiful homes—it’s about seamless service, thoughtful details, and trusted local expertise. That’s why we’re proud to partner with Wild Path Transport and Lykke & Ro Concierge, two premier Aspen-based businesses. These partnerships allow us to offer our guests a truly integrated, white-glove experience from arrival to … Read more

Your Complete Guide to Aspen Mountain Resort: The Ultimate Holiday Escape

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If you’re dreaming of a winter getaway that feels straight out of a snow globe, Aspen Mountain Resort is where holiday magic becomes real. With world-class skiing, festive events, luxury dining, and a downtown that glows all season, Aspen is the kind of place you visit once and immediately start planning your next trip back. … Read more

SkyRun Aspen Hits the National Stage on The Price Is Right

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Imagine flipping on The Price Is Right and—surprise!—one of SkyRun Aspen’s gorgeous vacation rentals is front and center as the ultimate dream getaway. That’s exactly what happened this past fall when our Aspen property was featured in the legendary Showcase Showdown. For decades, The Price Is Right has been delighting audiences with exciting prizes, and … Read more

SkyRun Named Among Top New & Emerging Franchises

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SkyRun is proud to announce we’ve once again been named one of Entrepreneur magazine’s Top New & Emerging Franchises for 2025. Only 150 franchisors earn this distinction each year, and we’re honored to be named among the other successful franchisors who have also earned a spot on this year’s list. As shared by the Entrepreneur team, companies named to … Read more