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Winter Park, Colorado

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Vacation Rental Management

One of Colorado’s Top Mountain Destinations

Winter Park is a year-round alpine escape, known for world-class skiing, mountain biking, and endless outdoor recreation. With its thriving tourism economy and steady flow of visitors seeking mountain adventures, Winter Park is one of Colorado’s strongest markets for short-term rentals.

At AirSimplicity, we specialize in full-service vacation rental management in Winter Park—helping property owners maximize income, simplify operations, and deliver exceptional guest experiences. From listing creation to guest communication and property care, we handle it all so you don’t have to.

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 Winter Park is a Vacation Rental Hotspot

Winter Park’s outdoor attractions, mountain-town charm, and consistent tourist demand make it a top-performing market for short-term rentals. We use strategic pricing and expert marketing to optimize your property’s bookings and revenue.

Claim 01

Average Nightly Rate: $225–$510+ depending on property type and proximity to the resort

Income 01

Occupancy Rate: 62–76% on average

Home 01

High Season: Ski season (December–March), summer mountain biking and festivals (June–August), and holiday weekends year-round

Adaptation 01

Guest Profile: Skiers, snowboarders, outdoor adventurers, families, mountain bikers, and summer festival-goers

Lifestyle Draws

Bringing Guests to Winter Park

  • Winter Park Resort – Colorado’s longest continually operating ski resort with skiing, snowboarding, and summer mountain biking.
  • Fraser River Trail – scenic biking and walking paths right through town.
  • Music & Events – famous for summer concerts, beer festivals, and the Winter Park Jazz Festival.
  • Rocky Mountain National Park proximity – easy access for day trips.

Vacation Rentals

Properties We Manage Around Winter Park

We manage a wide range of homes, condos, and mountain retreats around Winter Park, each carefully designed for maximum visibility on Airbnb, Vrbo, and other platforms, maintained to the highest standards, and fully stocked to deliver five-star guest experiences. 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.

Modern 3BR cabin w/ balcony & BBQ

Welcome to your mountain base in Fraser, a cozy retreat designed for families and friends to gather, explore, and relax year-round. With space for up to 10 guests, the home features two private master suites, a kid-friendly bunk room, and an open living area with a gas fireplace. Step out to the private balcony for forest views and BBQs, or hop on the free shuttle to Winter Park Resort just minutes away. Trails, dining, and shops are within walking distance, while a two-car garage, fully stocked kitchen, and modern comforts make this the perfect blend of adventure and relaxation.

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Cozy townhouse w/ hot tub & pool

Welcome to your mountain retreat in Fraser, a cozy townhouse perfect for families and friends seeking adventure year-round. With room for up to seven guests, this home offers two comfortable bedrooms, two full baths, and a futon for added flexibility. Gather around the wood-burning fireplace after a day of exploring, or step onto the private balcony to take in stunning views of Byers Peak. Guests enjoy access to a clubhouse with an indoor pool, hot tubs, saunas, and fitness facilities, while the Fraser River Trail and free shuttle to Winter Park Resort are just steps away. A fully stocked kitchen, thoughtful amenities, and inviting spaces make this the ideal place to relax, connect, and recharge in the mountains.

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Fraser mountain retreat dining room
Fraser, colorado mountain retreat bedroom
Fraser, colorado townhouse
Fraser, colorado townhouse living room fireplace

Local Regulations

How We Help

Winter Park and Grand County have their own set of regulations for short-term rentals. We provide clear guidance and support throughout the compliance process, helping you navigate requirements with confidence so your rental stays legal and stress-free while you earn income.

  • Business licensing and permit requirements
  • Compliance with fire, safety, and zoning codes
  • Proper tax registration and lodging tax collection
  • Adherence to occupancy and parking ordinances

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 takes the stress out of renting my mountain home. Their team manages everything so I can simply enjoy the income.”
 — Laura K., Fraser 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

Interested in how much your Winter Park home could generate as a short-term rental? We’ll provide a no-obligation, personalized revenue projection.

FREE REVENUE PROJECTION