Maintenance Manager

About Us

Carefree Hosting is a growing short-term rental management company overseeing 20+ properties throughout the region. As our portfolio expands, we are transitioning from reactive maintenance coordination to a structured, preventative maintenance system.

We are seeking a highly organized, mechanically skilled Maintenance Manager to oversee maintenance operations across our portfolio.

This is a leadership-level, responsibility-based role — not just a handyman position.

Position Overview

The Maintenance Manager will oversee property maintenance operations across multiple short-term rental properties, ensuring homes remain safe, compliant, guest-ready, and proactively maintained.

This position starts as part-time (approximately 20–25 hours per week) with flexible scheduling requirements. As the portfolio grows to 28–30+ properties, the role is expected to transition into full-time.

This is not a traditional 9–5 position. The right candidate must be comfortable with flexibility and occasional urgent response needs.

Responsibilities

• Develop and manage preventative maintenance schedules for each property
• Coordinate HVAC, septic, plumbing, electrical, propane, and seasonal services
• Oversee and prioritize handyman tasks
• Schedule and supervise outside contractors
• Prepare properties for inspections and ensure safety compliance
• Develop storm and winter preparedness plans
• Conduct periodic property condition checks
• Coordinate emergency repair response
• Support capital improvement projects
• Maintain organized maintenance documentation and property profiles

Qualifications

• Strong working knowledge of residential systems (HVAC, plumbing, electrical basics)
• Mechanically inclined with troubleshooting ability
• Highly organized and systems-oriented
• Comfortable managing multiple properties simultaneously
• Confident decision-maker
• Professional communication skills
• Ability to manage contractors and ensure quality work
• Valid driver’s license and reliable transportation

Preferred:

• Experience in property management or facilities oversight
• Skilled trade background
• Project management experience
• Experience preparing properties for inspections

Work Structure

• Part-time (20–25 hours per week to start)
• Flexible schedule based on operational needs
• On-site presence required for inspections, vendor oversight, and projects
• Availability for urgent issues when necessary
• Opportunity for growth into full-time leadership role as portfolio expands

Why Join Carefree Hosting?

• Growing and forward-thinking company
• Opportunity to build and structure a maintenance department
• Leadership-level role with room for expansion
• Direct impact on operational standards and company growth

To apply, please submit your resume and a brief description of your experience managing resident

Pay: $35.00 - $40.00 per hour

Work Location: Hybrid remote in Oneonta, NY 13820