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Vacation Rental Manager Jobs (NOW HIRING)

Winter Park Sky Run

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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

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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 ...

Better Talent

Vacation Rental Housekeeper

Knoxville, TN · On-site

$25/hr

Collaborate with the Property Manager and Housekeeping Supervisor to address guest-impacting issues ... Vacation rental housekeeping experience preferred * Ability to work efficiently while maintaining a ...

Belcrest Vacations

Rental Operations Manager

Key West, FL · On-site

$80K - $100K/yr

Manager of Rental Operations Key West, FL (Onsite) Compensation: $80,000 to $100,000 annually Belcrest Vacations is seeking an experienced operational leader to oversee our Key West vacation rental ...

Dodd Camera Holdings

RENTAL MANAGER

Cleveland, OH · On-site

We offer benefits that includes paid vacation, 401K, and medical insurance. Duties and ... Manage day to day activities including management of rental staff * Maintenance of equipment ...

Bobcat of the Rockies

$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

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 ...

Inhabit Iq

Email Marketing Manager

Plano, TX · On-site

Manage a portfolio of 30-45 vacation rental manager clients. * Setup, optimize, and report on digital advertising (PPC) accounts. * Focus primarily on Paid Search Ads within Google and Microsoft Ads ...

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How much do vacation rental manager jobs pay per year?

As of Sep 13, 2026, the average yearly pay for vacation rental manager in the United States is $56,985.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,000.00 and $63,000.00 per year, depending on experience, location, and employer.

What does a vacation rental manager do?

A Vacation Rental Manager oversees short-term rental properties to ensure smooth operations and guest satisfaction. Their responsibilities include marketing listings, coordinating bookings, managing cleaning and maintenance, and handling guest communication. They also optimize pricing strategies and ensure compliance with local regulations. The goal is to maximize occupancy rates while providing a great experience for guests and property owners.

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

To thrive as a Vacation Rental Manager, strong organizational skills, attention to detail, and experience in property management or hospitality are essential, often supported by a background in business administration or real estate. Familiarity with property management software, online booking platforms, and basic accounting systems is highly beneficial. Excellent customer service, problem-solving abilities, and effective communication help set top candidates apart in this role. These skills are vital for ensuring guest satisfaction, efficient property operations, and maximizing rental revenue.

What are some common challenges faced by vacation rental managers and how can they be addressed?

Vacation Rental Managers often encounter challenges such as handling guest complaints, managing last-minute booking changes, and coordinating timely maintenance or cleaning services. To address these, they must stay proactive with clear communication, maintain a reliable network of local service providers, and use management platforms to streamline operations. Adapting quickly to guest needs and resolving issues efficiently helps ensure positive reviews and repeat bookings. Strong organizational skills and anticipating potential issues can make managing these challenges smoother and more rewarding.

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Vacation Rental Manager jobs near you
Infographic showing various Vacation Rental Manager job openings in the United States as of September 2026, with employment types broken down into 86% Full Time, 13% Part Time, and 1% Contract. Highlights an 86% Physical, 2% Hybrid, and 12% Remote job distribution, with an average salary of $56,985 per year, or $27.4 per hour.

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

Full-time

Retirement, PTO

Posted 20 days ago

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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.