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Posted August 23, 2026

Vacation Rental Property Runner & Inspector

Winter Park Sky Run
Winter Park, CO, US Full Time
22USD - 24USD per hour

Job Description

Job Description

SkyRun Vacation Rentals – Grand County
$22–$25/hour, depending on experience
Starts December 1 | Seasonal - with full time options after season | 9:00 AM–5:00 PM

Love being out and about instead of sitting behind a desk? Join our local vacation rental team for the busy winter season!

SkyRun Vacation Rentals is looking for a reliable, detail-oriented Property Runner & Inspector to help make sure our vacation homes are clean, stocked and ready for arriving guests.

What You'll Do

  • Inspect vacation rental properties after cleaning to ensure they are clean, stocked and guest-ready
  • Deliver and pick up linens, laundry and supplies
  • Identify and report damage, missing items and maintenance concerns
  • Help resolve small property issues before guests arrive
  • Drive between properties throughout Grand County using a company-provided vehicle
  • Communicate with our operations team throughout the day
  • Help wherever needed during busy arrival days

What We're Looking For

  • Excellent attention to detail
  • Dependable and able to work independently
  • Positive attitude and good communication skills
  • Valid driver's license with a good driving record
  • Comfortable driving in winter mountain conditions
  • Able to regularly lift and carry 30–40 lbs.
  • Comfortable with stairs and being physically active throughout the workday
  • Vacation rental, hospitality, housekeeping or property management experience is a plus, but not required

Schedule & Pay

  • $22–$24/hour, depending on experience
  • Seasonal position beginning December 1
  • Typical hours: 9:00 AM–5:00 PM
  • Weekend and holidays required during our busy winter season

Why SkyRun?

We're a small, locally owned vacation rental company where you'll be part of a hands-on local team. This isn't a desk job—you'll spend your day moving between mountain properties, solving problems and helping us create a great experience for our guests.

Company vehicle provided during work hours.

Employee housing is not provided. Applicants must have reliable housing within commuting distance of Grand County.

\nCompany Description

SkyRun Vacation Rentals Winter Park is an independently owned and operated branch of one of North America’s leading full-service vacation rental management organizations. We are a fast-growing company serving homeowners and guests in Winter Park.
When you join SkyRun Vacation Rentals, you join a passionate team of individuals who are guided by a dedication to their communities and a drive to delight their customers. Built on a foundation of innovation, technology, and honesty, SkyRun was named on the Inc. 5000 list as one of the nation's fastest-growing private companies and has experienced 70% year-over-year growth.
With SkyRun, employees enjoy the opportunity to flex their skills and grow their career within the sizzling hot vacation rental industry. We provide paid time off, health credits and flexible schedules.

Company Description

SkyRun Vacation Rentals Winter Park is an independently owned and operated branch of one of North America’s leading full-service vacation rental management organizations. We are a fast-growing company serving homeowners and guests in Winter Park.\r\nWhen you join SkyRun Vacation Rentals, you join a passionate team of individuals who are guided by a dedication to their communities and a drive to delight their customers. Built on a foundation of innovation, technology, and honesty, SkyRun was named on the Inc. 5000 list as one of the nation's fastest-growing private companies and has experienced 70% year-over-year growth. \r\nWith SkyRun, employees enjoy the opportunity to flex their skills and grow their career within the sizzling hot vacation rental industry. We provide paid time off, health credits and flexible schedules.

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