Seasonal Maintenance Technician

First Chair Destinations; Killington (VT); On-site; USD 33,000 - 36,000; Full time

Benefits offered by this job

Health, Dental & Vision Insurance

401(k) with Company Match

PTO & Holidays (non-exempt)

Paid Flexible Time Off & Holidays (exm

Paid Sick Leave

Job summary

First Chair Destinations is seeking a Maintenance Technician to service multiple vacation rental properties in Killington, VT. You will perform general repairs, preventative maintenance, and troubleshoot appliances, HVAC, plumbing, and wifi to ensure guests and owners have exceptional stays.

The role requires coordination with third-party vendors and on-call coverage, plus travel between properties. Seasonal schedule and weekend/holiday availability are expected.

Qualifications

• Experience in hotel, hospitality, vacation or similar industry preferred.
• 2 years of basic property maintenance experience preferred.
• Knowledge of basic appliance repair, electrical, plumbing, HVAC, painting, and carpentry skills.
• Tech-savvy with digital systems and apps; comfortable with mobile devices.
• Excellent time management and ability to adapt to interruptions.
• Reliable and independent, with team collaboration when needed.
• Frequent travel between worksites in the market.
• Punctual and dependable, with professional communication.

Responsibilities

• Complete maintenance tasks and projects across multiple worksites daily.
• Maintain welcoming, well-kept homes with general repairs and preventative maintenance.
• Address guest maintenance requests including appliance, cable/wifi, HVAC, and plumbing issues.
• Coordinate owner-approved maintenance through tickets and vendor coordination.
• Maintain relationships with third-party vendors and ensure timely completion.
• Meet company standards for guest/owner satisfaction, efficiency, and costs.
• Participate in on-call maintenance coverage for urgent issues.
• Communicate openly with team and management; assist colleagues as needed.
• Maintain hot tubs (onsite training provided); collect and dispose of trash.
• Drive or coordinate transportation for seasonal housekeeping staff as needed.
• Other duties as assigned in the dynamic hospitality environment.

Skills

Appliance repair

HVAC repair

Electrical work

Plumbing

Carpentry

Hospitality industry

Time management

Tech-savvy

Travel between sites

Customer service

Job description

We offer exceptional vacation homes across the country’s most celebrated ski towns and coastal retreats. Each property is carefully selected, locally managed, and held to an uncompromising standard of care. We live and work in the communities we serve, which means every stay comes with generous local knowledge, genuine hospitality, and the confidence that what you booked is exactly what you’ll find.

We’re proud to offer a competitive benefits package designed to support our employees both at work and beyond. Benefits and eligibility may vary by position and are subject to change. Full plan details and terms will be provided during onboarding.

Health, Dental & Vision Insurance
401(k) with Company Match
Paid Time Off (PTO) & Holidays (non-exempt employees)
Paid Flexible Time Off & Holidays (exempt employees only)
Paid Sick Leave

Benefits are subject to the terms and conditions of the applicable plan documents, which govern in the event of any discrepancy. The Company reserves the right to modify, suspend, or terminate benefit plans and programs at any time.

Spend your Winter with us!

As a Maintenance Technician, you'll travel between multiple vacation rental properties daily, performing general repairs, preventative maintenance, and troubleshooting issues like appliances, HVAC, plumbing, and wifi to ensure guests and owners have exceptional experiences. This role involves coordinating with third-party vendors, participating in on-call coverage for urgent issues, and maintaining company standards for guest satisfaction and efficiency. You will also be supporting driving of our seasonal J-1 international student housekeepers to and from their home to worksites and back each shift. You'll serve as a friendly ambassador for our company and ensure they are cared for throughout their journey. Perfect for someone who enjoys variety, problem-solving, and takes pride in keeping properties in top condition while providing excellent customer service.

Compensation + Schedule

• $24 / HR less payroll deductions and all required withholdings
• Up to $100 monthly car allowance for eligible employees
• Seasonal Dates: 11/11/26 - 3/31/27
• 30 - 40 hours per week
• Schedule: varies depending on reservations and market needs
• Weekends and holidays may be required

Essential Job Functions

• Complete maintenance tasks and projects as assigned, traveling between multiple worksites each day within the assigned market.
• Create a welcoming environment for our guests and owners by ensuring our homes are well maintained with general repairs, preventative maintenance and inspections.
• Respond to guest issues regarding maintenance, as needed including but not limited to appliance troubleshooting, cable/wifi troubleshooting, basic HVAC repair and light plumbing.
• Coordinate completion of owner-approved maintenance through creation and delegation of maintenance and housekeeping tickets.
• Negotiate, and maintain working relationships with third-party vendors.
• Meet and maintain company standards and metrics such as guest or owner satisfaction, accuracy, efficiency, and annual cost.
• Be part of an on-call coverage rotation within the maintenance team to address urgent issues.
• Establish and maintain open and regular communication and collaborative relationships with team members and management team.
• Be available and willing to assist your colleagues and management team and provide cross-coverage in other roles as needed to address urgent issues.
• Maintain hot tubs as needed - we offer on-site training.
• Collect and remove trash and debris.
• Ensure follow through on assigned maintenance tasks using in-house assignment systems and respond to time-sensitive maintenance needs.
• Coordinate with third-party service providers.
• Other duties as assigned because every day is different in hospitality!

Skills + Qualifications

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.
• 2 years of basic property maintenance experience is highly preferred.
• Working knowledge of basic appliance repair, electrical systems, plumbing repair, HVAC repair, painting, and carpentry skills
• Tech-savvy with experience using various digital systems and applications and comfortable using mobile apps, tablets, and various software platforms.
• Excellent time management skills with the ability to change activity frequently and cope with interruptions.
• Highly responsive and reliable.
• This role involves frequent travel between worksites, so reliable personal transportation is essential.
• Dependable and prepared. Showing up on time and ready to go is key to creating great stays for our guests and peace of mind for our homeowners.
• Must be dependable, self-motivated, and able to work independently while contributing positively to a collaborative team environment.
• Comfortable talking to people—online or in person—and being able to share information in a way that’s clear, thoughtful, and represents the company in a positive way always.

Workplace Environment + Physical Requirements

• Work may take place indoors or outdoors, in a variety of settings including private homes, resorts, offices, and laundry facilities — often in varying weather conditions.
• We’re in hospitality and our schedules can change based on guest and homeowner needs. Shifts may include early mornings, evenings, weekends, and holidays. We require flexibility to support this.
• Reliable transportation required.
• Regular travel within the locally assigned market and / or region.
• Ability to move freely (balancing, climbing, crawling, driving, squatting, standing, stooping, walking, bending, pushing, pulling, reaching, and repetitive hand/finger motions) and lift up to a maximum of fifty (50) pounds without assistance.

This job description does not identify every requirement of the position. First Chair may change position requirements, responsibilities, and work environment at any time with or without notice.

Some positions may require that you drive a personal vehicle and/or company vehicle for work purposes. Employees who are required to drive a personal vehicle must have reliable transportation, a valid driver’s license, and be at least 18 years of age. Employees who are required to drive a company vehicle must have a valid driver’s license, be at least 21 years of age, and have been a licensed driver for no less than 3 years.

An offer of employment for this role will be contingent upon the successful completion of a background check.