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Cheyenne, Wyoming

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Vacation Rental Management

Wyoming’s Heart of the American West

Nestled on the high plains of southeastern Wyoming, Cheyenne blends small-town hospitality with the spirit of the American West. Known for its frontier heritage, wide-open skies, and the world-famous Cheyenne Frontier Days rodeo, the city draws visitors year-round. From historic downtown charm to endless outdoor adventures just beyond the city limits, Cheyenne offers travelers a unique balance of culture, history, and natural beauty, making it an ideal market for thriving short-term rentals.

At AirSimplicity, we specialize in full-service vacation rental management in Cheyenne—helping homeowners maximize rental income while providing exceptional guest experiences. From professional listing creation and guest communication to cleaning coordination and revenue optimization, we handle all the details so you can enjoy stress-free income.

And with our 90-Day Risk-Free Guarantee, you can start confidently—if you’re not satisfied, you don’t pay.

STR Market Insights:

Why Cheyenne is a Strong STR Market

Cheyenne appeals to visitors seeking outdoor adventure, history, and quiet escapes—especially families, couples, and remote workers. With smart pricing and focused marketing, STR properties here have strong potential for steady bookings and reliable revenue.

Claim 01

Average Nightly Rate: $120–$240 depending on property size, amenities, and location

Income 01

Occupancy Rate: 50–65% annually

Home 01

High Season: Summer, fall foliage season, holiday weekends, and during major local events (like Frontier Days)

Adaptation 01

Guest Profile: Families, outdoor enthusiasts, history buffs, and remote workers

Lifestyle Draws

Bringing Guests to Cheyenne

  • Cheyenne Frontier Days – the world’s largest outdoor rodeo and western celebration, drawing visitors every July.
  • Historic Western Charm – museums, rodeo culture, and cowboy heritage that give guests a true taste of Wyoming.
  • Outdoor Recreation – nearby Curt Gowdy State Park, Vedauwoo Recreation Area, hiking, biking, and fishing.
  • Local Parks & Trails – Lions Park, Greenway Trails, and family-friendly green spaces.
  • Proximity to Regional Attractions – easy day trips to Fort Collins, Laramie, and scenic mountain areas.

Vacation Rentals

Properties We Manage in Cheyenne & Beyond

AirSimplicity manages a variety of homes designed to attract guests and maximize revenue. Each property is maintained to the highest standards, fully prepared for guests, and optimized for Airbnb, Vrbo, and direct bookings. Curious what a top-performing vacation rental looks like in this market? Take a look at a few AirSimplicity homes below. To get a complete view of our high-end listings and professional photography, explore our full portfolio here.

Cozy 5BR retreat w// hot tub & fire pit

This Wyoming retreat just outside Cheyenne is the perfect group getaway, combining wide-open prairie views with modern comfort. With space for up to 11 guests across 5 bedrooms and 3 bathrooms, the home features inviting gathering spaces inside and out—from a bubbling hot tub and fire pit under starry skies to a movie room with a large-screen TV. A fully stocked kitchen with a granite island, spacious dining area, and family-friendly amenities like a crib, toys, and high chair make it ideal for families and friends. Just minutes from Cheyenne’s attractions yet tucked away in peaceful surroundings, this property offers the best of both worlds: quiet relaxation and easy access to adventure.

Luxe Villa • Expansive Yard • Near Rapid City

This South Dakota retreat blends Western-inspired charm with modern comfort, offering the perfect balance of adventure and relaxation. Just minutes from Rapid City and the Black Hills, the home features three stylish bedrooms (two with ensuites), three bathrooms, multiple cozy hangout zones, and a sun-filled kitchen with stainless steel appliances. Outside, a spacious yard, BBQ, and dining area invite gathering under wide-open skies. With thoughtful touches like blackout curtains, premium toiletries, and an office space, plus easy access to Mount Rushmore, Badlands National Park, and local trails, it’s an ideal home base for families, friends, or anyone seeking an unforgettable escape.

Cedar Ridge Sanctuary | Rocky Mtn National Park

This bright and artful Lyons retreat offers the perfect blend of mountain serenity and walkable convenience, just steps from downtown. With 3 cozy bedrooms, 2 bathrooms, a chef’s kitchen, and a sun-filled living room framed by stunning views, it’s ideal for extended stays. Relax on the spacious deck, gather around the outdoor fire pit, or curl up by the stone fireplace after a day of hiking, tubing, or biking. Guests enjoy modern comforts like Wi-Fi, a dedicated office space, a washer/dryer, and a fully stocked kitchen. Please note: this is a mid-term rental with a 30-night minimum stay.

Cheyenne, wyoming ranch vacation rental
Rapid city, south dakota luxe vacation rental
Rapid city, south dakota luxe vacation rental
Lyons, colorado vacation rental

Local Regulations

How We Help

AirSimplicity provides support to keep your Cheyenne property compliant and guest-ready:

  • STR licensing guidance and permit support
  • Safety and occupancy recommendations
  • Damage waiver agreements signed by guests
  • Full-service property management and 24/7 guest support
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 managing my Cheyenne home seamless. I get steady bookings, and the team handles everything from guest communication to cleaning.”
— Taylor R., Cheyenne 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

Curious how much income your Cheyenne home could generate as a short-term rental? We’ll prepare a free, custom revenue projection to show your property’s potential.