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Vacation Rental Management Jobs in Colorado (NOW HIRING)

Winter Park Sky Run

Be Seen First

Vacation Rental Property Runner & Inspector

Winter Park, CO · On-site

$22 - $24/hr

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 ...

Winter Park Sky Run

Be Seen First

Vacation Rental Property Runner & Inspector

Winter Park, CO · On-site

$22 - $24/hr

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 ...

Evolve Vacation Rental

Senior Product Designer

Denver, CO · On-site

$165K - $185K/yr

Why this role Evolve is the largest tech-enabled vacation rental management company in North America, and we are looking for a Senior Product Design to design financial experiences that makes every ...

Berry Companies

Rental Manager

Colorado Springs, CO · On-site

$70K - $85K/yr

We are seeking a Rental Manager at our Colorado Springs branch. If you are detail oriented, have ... Paid Vacation and Flex Time * Paid Training * Many opportunities for advancement (We prefer to ...

Bobcat of the Rockies

Rental Manager

Colorado Springs, CO · On-site

$70K - $85K/yr

Maintain management's guidelines on availability and gross profit. * Lead the Rental Department ... Paid Vacation and Flex Time * Paid Training * Many opportunities for advancement (We prefer to ...

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Vacation Rental Management information

What is vacation rental management?

Vacation rental management involves overseeing short-term rental properties, such as homes or apartments, that are leased to guests for vacations or temporary stays. Managers handle tasks like marketing the property, communicating with guests, coordinating cleaning and maintenance, setting pricing, and ensuring compliance with local regulations. Many property owners hire vacation rental managers or companies to maximize their rental income and provide a seamless experience for guests. Effective management can lead to higher occupancy rates, positive reviews, and increased profitability.

What are the key skills and qualifications needed to thrive as a vacation rental manager?

To thrive as a Vacation Rental Manager, you need strong organizational skills, property management experience, and a solid understanding of hospitality practices, often backed by a relevant degree or professional certification. Familiarity with property management systems (PMS), online booking platforms like Airbnb or VRBO, and digital marketing tools is typically required. Exceptional customer service, problem-solving abilities, and effective communication are crucial soft skills for building guest satisfaction and quickly resolving issues. These skills are essential for maximizing occupancy, maintaining property standards, and ensuring repeat business in a competitive market.

What are some common challenges faced in vacation rental management, and how can they be addressed?

One of the most common challenges in vacation rental management is balancing guest satisfaction with property maintenance and owner expectations. Managers often need to coordinate cleaning, repairs, and guest check-ins on tight schedules, especially during peak seasons. Effective communication, use of property management software, and building strong relationships with local vendors can help address these challenges. Additionally, handling last-minute booking changes and ensuring compliance with local regulations require strong organizational skills and adaptability.

What is the difference between Vacation Rental Management vs Property Management?

AspectVacation Rental ManagementProperty Management
CredentialsExperience in hospitality, rental lawsReal estate licensing, landlord laws
Work EnvironmentShort-term rentals, customer service focusLong-term rentals, maintenance focus
Employer & IndustryVacation rental platforms, hospitality companiesReal estate firms, property owners

Vacation Rental Management primarily focuses on short-term rental properties, guest services, and hospitality, while Property Management handles long-term leases, maintenance, and landlord relations. Both roles require knowledge of rental laws but differ in their daily operations and customer interactions.

Are vacation rental managements still profitable?

Vacation rental management remains profitable when operators effectively handle property maintenance, guest relations, and marketing, often using tools like property management software. Profitability depends on location, occupancy rates, and operational costs, making market research essential for success in this role.

How much do vacation rental managers make?

Vacation rental managers typically earn between $40,000 and $70,000 annually, depending on experience, location, and the size of the rental portfolio. Compensation may include base salary, commissions, or performance bonuses, and strong organizational and customer service skills are often required.

What does a vacation rental management do?

A vacation rental management professional oversees the daily operations of short-term rental properties, including marketing, guest communication, booking management, cleaning coordination, and maintenance. They ensure the property is well-maintained, guest experiences are positive, and revenue goals are met, often using property management software. Strong organizational and customer service skills are essential in this role.

What are popular job titles related to Vacation Rental Management jobs in Colorado?

For Vacation Rental Management jobs in Colorado, the most frequently searched job titles are:

What job categories do people searching Vacation Rental Management jobs in Colorado look for?

The top searched job categories for Vacation Rental Management jobs in Colorado are:

What cities in Colorado are hiring for Vacation Rental Management jobs?

Cities in Colorado with the most Vacation Rental Management job openings:

Vacation Rental Management jobs near you
Infographic showing various Vacation Rental Management job openings in Colorado as of September 2026, with employment types broken down into 1% As Needed, 82% Full Time, 15% Part Time, and 2% Contract. Highlights an 82% Physical, 2% Hybrid, and 16% Remote job distribution.

Vacation Rental Property Runner & Inspector

Winter Park, CO • On-site

Winter Park Sky Run
See more jobs at Winter Park Sky Runexternal

$22 - $24/hr

Other

Medical, PTO

Posted 21 days ago

Job description

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.

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.
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. 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.

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