Seasonal Maintenance Technician

First Chair Destinations; Warren (VT); On-site; USD 27,000 - 39,000; Full time

Benefits offered by this job

Health Insurance

401(k) with Company Match

Paid Time Off (PTO) & Holidays

Paid Flexible Time Off

Paid Sick Leave

Job summary

First Chair Destinations seeks a Maintenance Technician to care for vacation homes across our portfolio. You will travel daily between properties, performing general repairs, preventative maintenance, and troubleshooting appliances, HVAC, plumbing, and wifi to ensure guest and owner satisfaction.

This seasonal role runs December 1, 2026 through March 31, 2027, offers $24 per hour, and includes a monthly car allowance up to $100, with 20–30 hours per week and weekend coverage as needed.

Qualifications

• 2 years of basic property maintenance experience.
• Experience with appliances, electrical, plumbing, HVAC.
• Tech-savvy with mobile apps and digital systems.
• Strong time management and reliability.

Responsibilities

• Travel between multiple worksites daily to perform maintenance.
• Repair and maintain guest homes, perform preventative work.
• Troubleshoot appliances, wifi, and basic HVAC issues.
• Coordinate with third-party vendors and on-call coverage.
• Maintain guest/owner satisfaction and cost efficiency.
• Support on-site duties and cross-cover as needed.
• Maintain hot tubs and trash collection.

Skills

Hospitality industry

Property maintenance

Electrical & plumbing

HVAC knowledge

Tech literacy

Time management

Reliability

Communication

Tools

Basic appliance repair

Electrical tools

HVAC tools

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. 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: 12/1/26 - 3/31/27
• 20 - 30 hours per week
• Schedule: Days off negotiable but weekends may be required
• 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 a background check.

PRIVACY NOTICE: The information you provide through this application will be used solely to evaluate your candidacy for employment with First Chair Destinations. Your information will be kept confidential and accessible only to authorized members of our hiring team and trusted service providers supporting our recruitment process. By submitting your application, you acknowledge that your information will be collected, stored, and processed in accordance with First Chair Destinations' privacy policy and applicable federal, state, and local laws. First Chair Destinations is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, veteran status, or any other status protected by applicable law. First Chair Destinations participates in E-Verify. If you have questions about how your information is handled, please contact us at [e-mail].