A PASSION FOR THE POCONOS

At Live Free Hospitality, we’re here to help make your stay in the Poconos a memorable one for all the right reasons.  

That’s why we’re all about delivering the most desirable mountain cabins and retreats combined with an exceptional guest experience, so you can switch into vacation mode from the moment you arrive. 

Not only that, but our team is local with a passion and knowledge of the Poconos which we love to share with guests and goes a long way to delivering that incredible mountain travel experience you deserve. 

Combine the most desirable mountain getaway vacation homes with a dedicated team on hand for whatever you need, that’s what you can expect when you book with Live Free Hospitality.

So sit back, relax and enjoy the Poconos!

MEET THE TEAM

People make a business. Meet the people behind ours.

JD Dempsey, CEO of Live Free Hospitality

JD Dempsey, CEO

Jonathan “JD” Dempsey is the founder and CEO of Live Free Hospitality. He believes that travel should be more than just a change of scenery; it’s an opportunity to create unforgettable memories that last a lifetime. And that begins by choosing the right property in the right destination. It’s the reason he started Live Free Hospitality.

JD has carefully crafted a team of passionate and dedicated professionals who believe in the transformative power of hospitality. Expect the warmest of welcomes when you arrive.

What I love to do in the Poconos:  “I am all about the outdoor opportunities that the Pocono Mountains present. A personal favourite is the rugged and beautiful Appalachian Trail that winds through the heart of this captivating region. It’s not just a walk in nature; it’s a journey that connects you to the Poconos on a profound level.”

Ryan Bevilacqua & Cory Jacobson

At the helm of Live Free Hospitality you’ll also find Ryan Bevilacqua and Cory Jacobson with over a decade of experience in business, real estate investing, coaching, hospitality, and entrepreneurship.

Their love for the Pocono Mountains, its natural beauty, and the warm hospitality for visitors fuels their dedication to provide unforgettable memories for guests. They invite you to experience the allure of the Poconos through the exceptional vacation rentals found in the Live Free portfolio.

Cory & Ryan - Live Free Hospitality

RYAN: What I love to do in the Poconos

“Skiing at Jack Frost never ceases to amaze me. The sensation of carving down the slopes, the brisk mountain air, and the adrenaline rush are unmatched. And, the panoramic views from the summit are nothing short of spectacular. It’s like standing at the gateway to a winter wonderland, and it’s an experience I cherish every time I hit the slopes.”

CORY: What I love to do in the Poconos

“Golfing in the Pocono Mountains is a passion of mine. Out of all the remarkable courses in the area, Buck Hill Golf Club holds a special place in my heart. The undulating fairways, pristine greens, and serene surroundings create a golfing experience that’s truly unparalleled. The joy of teeing off against such a stunning backdrop is an experience I can’t get enough of.”

LIVE FREE PILLARS

At Live Free Hospitality, we stand on four unwavering pillars that define who we are and what we offer our guests. They are at the heart of everything we do.

Quality: We handpick every property we manage, ensuring that each one is thoughtfully designed, meticulously cleaned, and impeccably maintained. Our commitment to quality is not just a promise; it’s a guarantee. When you stay with us, you can trust that you’re experiencing the very best that  the Pocono Mountains has to offer.

Service: Our dedicated team is here to assist you every step of the way, from booking your dream getaway to providing local recommendations and ensuring your comfort throughout your stay. With Live Free, you’re not just a guest; you’re family.

Amenities: All our listings are thoughtfully equipped with your needs in mind. Our standards are set exceptionally high, so whether you’re seeking a cozy cabin, a luxurious lodge, or a romantic hideaway, you can trust that your accommodations will exceed your expectations. We believe that when you experience the Live Free difference, you’ll want to return time after time.

Values: Integrity, honesty, and a genuine love for the Pocono Mountains are the foundation of our company. We are committed to providing you with not just a place to stay but an experience that reflects our passion for this remarkable region.

We look forward to welcoming you to the Live Free family.

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