Director of Housekeeping - Luxury Vacation Rentals

About Aspen Vacations

Aspen Vacations is a luxury vacation rental company based in Aspen, CO, one of the world's most iconic destinations, managing a curated portfolio of exceptional properties across Aspen and Snowmass Village. True five-star hospitality is in the details: anticipating needs, personalizing every interaction, and creating unforgettable experiences from pre-arrival through post-departure. We are a close, collaborative team driven by a genuine commitment to our guests, our homeowners, and the standard of experience we deliver.

The Opportunity

Housekeeping is where our five-star standard becomes real — every arrival, every turnover, every detail. As Director of Housekeeping, you will own that standard end to end: building and leading the team, designing the training and systems that keep quality consistent, and putting your personal stamp on how a luxury property should look and feel the moment a guest walks in.

This is a leadership role with real ownership — and a hands-on one. You'll be equally comfortable building a training program, walking a property before a VIP arrival, mentoring a supervisor, and solving the day's puzzle in real time. You'll report directly to the owner, shape the department as we grow, and see your work reflected in every guest review.

Team & Leadership

·       Recruit, onboard, lead, and develop housekeeping staff and supervisors — building a high-caliber team aligned with our service standards.

·       Design and implement structured training programs for consistent onboarding, skill development, and quality execution.

·       Motivate through recognition and accountability, addressing performance issues with professionalism and clarity.

·       Foster a positive, collaborative culture built on open communication and shared commitment to excellence.

Quality & Property Readiness

·       Oversee daily housekeeping operations so every property is guest-ready and meets our standards at every turn.

·       Conduct regular property inspections — cleanliness, presentation, readiness — identifying and resolving deficiencies promptly.

·       Verify household items, amenities, and furnishings are in place and in excellent condition; ensure prompt reporting of maintenance issues and follow through to resolution.

·       Implement and uphold cleaning protocols and SOPs that ensure consistency, safety, and sanitation — and keep improving them.

Operations & Vendors

·       Create and manage cleaning schedules for timely turnovers and optimal staffing across the portfolio.

·       Monitor and manage inventory of linens, supplies, and equipment; source and replenish proactively.

·       Manage vendor relationships, including suppliers and laundry services, for quality and cost efficiency.

·       Accurately track and bill homeowners for additional housekeeping services and replacement items.

Guests, Owners & the Wider Team

·       Coordinate seamlessly with guest services and maintenance for arrivals, departures, special requests, and deliveries.

·       Respond to guest and homeowner requests with professionalism and urgency, turning concerns into positive experiences.

·       Communicate with homeowners and guests to understand preferences and deliver a personalized experience.

·       Contribute operational insight in leadership meetings as a voice in how the company grows.

·       5+ years of housekeeping management experience in luxury vacation rentals, high-end hotels, or resorts.

·       Deep understanding of luxury service standards and the expectations of high-net-worth guests and homeowners.

·       Proven success managing, training, and developing a housekeeping team to five-star standards, including recruiting, onboarding, and staff evaluations.

·       Experience developing and implementing training programs and SOPs.

·       Vendor management and budgeting/cost-control experience for housekeeping operations.

·       Proficiency with Microsoft Office and housekeeping or property management software.

·       Exceptional attention to detail and organization; strong leadership and problem-solving under pressure.

·       Excellent communication skills across guests, homeowners, vendors, and staff.

·       Bilingual in English and Spanish (required).

·       Flexible availability, including weekends and holidays.

·       Annual salary: $100,000–$120,000, commensurate with experience, plus performance-based bonus opportunities.

·       Health, dental, and vision insurance.

·       Generous paid time off (PTO).

·       Ski pass provided upon completion of the 90-day introductory period.

·       Relocation assistance available for the right candidate.

·       A supportive, collaborative environment where your contributions are recognized — reporting directly to ownership.