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Bailey, Fairplay & Greater Park County

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Vacation Rental Management

Colorado’s Hidden Gems

Bailey and nearby Fairplay are two of Colorado’s best-kept secrets—nestled in the foothills and high country with easy access to Denver, world-class outdoor recreation, and growing demand for unique vacation stays. At AirSimplicity, we specialize in full-service short-term rental (STR) management for homeowners across Park County. Our proven approach maximizes revenue while delivering five-star guest experiences.

Whether you’re already renting or just starting to explore STR income, our local expertise and hands-on approach set us apart. And with our 90-Day Risk-Free Guarantee, you can test our services with peace of mind—if you’re not happy, you don’t pay.

STR Market Insights:

Why Bailey & Fairplay Are Vacation Rental Hotspots

These Park County towns strike the perfect balance of scenic beauty, small-town charm, and guest appeal. From Bailey’s mountain foothills to Fairplay’s alpine meadows, the area is ideal for families, outdoor adventurers, and Denver-based staycationers. Fairplay offers the advantage of being near ski resorts like Breckenridge while keeping costs more affordable than typical resort towns.

With limited lodging options and increasing demand for remote escapes, homes in this region are poised to outperform with the right management and marketing.

Claim 01

Average Nightly Rate: $230–$520+ depending on size and amenities

Income 01

Occupancy Rate: 68–84% on average, with peaks during summer and fall

Home 01

High Season: June–October (hiking, biking, fishing) + winter weekends for snow lovers

Adaptation 01

Guest Profile: Families, couples, and Denver-area staycationers looking to unplug

Properties We Manage in Bailey & Beyond

Each of our homes is optimized for maximum visibility on platforms like Airbnb and Vrbo, maintained to high standards, and stocked for exceptional guest experiences.

Curious what a high-performing short-term rental looks like in your area? Explore a few AirSimplicity homes nearby:

The Bailey Lodge

Welcome to The Bailey Lodge, where luxury meets tranquility in the breathtaking heart of Colorado! Situated on a sprawling 40-acre private lot, this custom-built home offers lavish comforts of a 5-star getaway. Experience an escape from the everyday hustle & bustle as you indulge in the finest amenities and revel in the awe-inspiring 360° views. Whether you’re getting away or looking for outdoor adventure, The Bailey Lodge harmoniously blends both.

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Secluded Mountain Retreat

Your perfect escape in the scenic foothills of Bailey, Colorado—where peaceful seclusion, stunning mountain views, and the sounds of nature create an unforgettable retreat. Surrounded by wildlife, towering pines, and crisp mountain air, this rocky mountain haven is ideal for guests looking to unwind and reconnect in a truly natural landscape.

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Serene Mountain Retreat

Experience serenity at this mountain retreat in the heart of Bailey, CO! With handcrafted woodwork, vaulted ceilings, and breathtaking 360° views, this home sleeps 6 comfortably and features a wood-burning fireplace, upgraded kitchen, A-frame loft, and game space. Enjoy sunsets on 2 decks with a firepit, grill, sofa set, dining set, and 6-seat hot tub. Wildlife and outdoor adventures await. Fishing, hiking, mountain biking, and ATVing right at your front door! 4WD required in winter.

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Local Regulations

How We Help

Park County does require short-term rental permits, with evolving guidelines around noise, trash, and occupancy. Navigating this process can be time-consuming—but we handle it all for you.

Our team stays up to date on STR regulations and helps ensure:

  • You’re compliant from day one
  • Your listing meets all county health, safety, and tax requirements
  • Your property is protected against common legal pitfalls
Passive Income
We provide hassle-free property management to ensure our clients receive regular “mailbox money” with peace of mind.
Reliable Property Care
Our dedicated team ensures exceptional cleaning, maintenance, and turnovers at any given time.
Profitable Pricing
Our aggressive pricing and occupancy strategies help our clients earn 20% more than our competitors.
Proprietary Data
Our first-hand experience with STRs enables us to track and monitor your property, safeguarding its success.
Vested Interests
As investors ourselves, we treat your investment as our own and provide the highest degree of attention and detail for every aspect of management.
Continuous Improvement
We constantly refine our processes to improve performance, maximize ROI, and enhance property ratings.

Testimonials

Hear from Homeowners Like You

“AirSimplicity made it easy for us to get started in Bailey. They handled permitting, cleaned up our listing, and we saw bookings right away. We’re so glad we made the switch.”
 — Sarah M., Bailey homeowner

“I live out of state and needed someone I could trust. Their communication, transparency, and results have been outstanding.”
 — James R., Park County property owner

READY

See What Your Home Could Earn

Whether you’re in Bailey, Fairplay, or elsewhere in Park County, we’ll run the numbers for you. Get a free, no-obligation revenue projection and discover what’s possible.

FREE REVENUE PROJECTION