Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.
First Chair Destinations is seeking an attentive housekeeping professional to clean and maintain a portfolio of vacation rental properties across Vermont. You will perform thorough cleaning, laundry, restocking amenities, and basic maintenance to ensure pristine, welcoming homes for guests.
This role involves frequent travel between worksites, a flexible schedule including weekends, and on-site training for hot tub maintenance and cleaning procedures.
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.
About This Job
You’ll professionally clean and maintain a portfolio of vacation rental properties, performing thorough cleaning including sweeping, vacuuming, mopping, dusting, and moving furniture to ensure every surface sparkles. Your role involves creating welcoming environments by handling laundry, restocking amenities, maintaining hot tubs (training provided), and identifying any maintenance needs or damages. This position is perfect for someone who takes pride in attention to detail and wants to directly impact guests' vacation experiences by delivering pristine, comfortable homes.
Compensation + Schedule
Essential Job Functions
Skills + Qualifications
Workplace Environment + Physical Requirements
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 careers@firstchair.com.
APPLICANT STATEMENT: I certify that my answers are true and complete to the best of my knowledge. I give my permission for First Chair Destinations to request, contact and obtain a reference from any individuals and businesses as provided as part of this application. If this application leads to employment, I understand that false or misleading information in my application or interview may result in my release from employment for cause. I agree to the terms and conditions as stated above.
We use Greenhouse's AI-powered Talent Matching tool to compare your application against our job requirements.