Head of Operations

Company Overview

Beacon Destinations is a fast-growing boutique hospitality company redefining the vacation rental experience across Cape Cod. We combine the warmth and character of locally owned vacation homes with the operational excellence of a luxury hotel brand, creating unforgettable stays for guests while protecting and maximizing value for homeowners.

Our mission is simple: deliver exceptional, five-star experiences on every stay. Through innovative technology, hands-on local service, and an unwavering commitment to quality, we're setting a new standard for coastal hospitality.

Position Summary

Lead the operations. Support the team. Make every stay exceptional.

Beacon Destinations is seeking a hands-on Head of Operations to oversee the daily operations of our growing Cape Cod vacation rental portfolio.

Working closely with the Founder, you'll take ownership of day-to-day operational execution, coordinate our local Property Caretakers and remote operations team, and ensure every home consistently meets our standards for quality, maintenance, and guest experience.

This is an opportunity for an experienced operations professional who enjoys leading a small team, solving problems, improving processes, and being actively involved in the business. You'll balance team coordination and operational planning with hands-on support in the field when needed.

As Beacon Destinations continues to grow, you'll play an important role in onboarding new properties, strengthening operational processes, and helping our team deliver exceptional hospitality at every stage of the guest experience.

If you're a resourceful, accountable leader who takes pride in making things run smoothly, we'd love to meet you.

Key Responsibilities

Daily Operations & Property Oversight

• Oversee daily operations across Beacon Destinations' Cape Cod vacation rental portfolio.

• Ensure properties are clean, well-maintained, fully stocked, and guest-ready.

• Coordinate property inspections, preventative maintenance, and turnover readiness.

• Monitor outstanding maintenance requests and operational priorities to ensure timely resolution.

• Step in to support property operations and resolve challenges when needed.

Team Leadership & Coordination

• Provide day-to-day leadership and accountability for the local Property Caretakers.

• Coordinate closely with the overseas Operations Manager and remote support team to ensure smooth communication and execution.

• Establish clear priorities, delegate responsibilities, and follow up on outstanding tasks.

• Support team training, performance, and consistent service standards.

Vendor Management & Guest Experience

• Coordinate local vendors, contractors, cleaning services, and maintenance providers.

• Oversee repairs, service requests, and property-related issues through resolution.

• Support escalated guest and homeowner concerns with timely, professional solutions.

• Maintain high property standards that contribute to positive guest reviews and homeowner satisfaction.

Property Onboarding & Operational Improvement

• Coordinate the operational setup of newly acquired vacation homes, including inspections, vendor scheduling, supplies, and property readiness.

• Identify opportunities to improve daily workflows, communication, and efficiency.

• Work directly with the Founder to support operational priorities and the continued growth of the portfolio.

Required Qualifications

• Must reside within the Cape Cod area.

• Minimum of 3 years of operations management or leadership experience in hospitality, vacation rentals, property management, field services, or a related service-based business.

• Experience coordinating teams, vendors, contractors, or daily field operations.

• Strong organizational and time management skills with the ability to manage multiple properties and shifting priorities.

• Excellent problem-solving skills and the ability to make confident, practical decisions.

• Strong communication and relationship-building skills.

• Comfortable working independently, taking ownership, and remaining accountable for results.

• Proficiency with technology, mobile applications, and operational management systems.

• Reliable transportation and willingness to travel between properties throughout Cape Cod.

• Flexibility to respond to operational needs during weekends, holidays, or peak travel periods when necessary.

Preferred Qualifications

• Experience in vacation rental or short-term rental management.

• Familiarity with residential property maintenance, inspections, and vendor coordination.

• Experience leading both local and remote team members.

• Knowledge of the Cape Cod market and local service providers.

• Experience onboarding new properties or improving operational processes within a growing business.

Compensation, Benefits & Schedule

Annual Salary

$70,000–$80,000, based on experience.

Performance Bonus

Eligible to earn up to an additional $15,000 annually based on operational performance, guest satisfaction, portfolio growth, and achievement of key business objectives.

Benefits

• Paid time off, including vacation and sick leave.

• Flexible scheduling where business needs allow.

• Company-sponsored team events, food, coffee, and workplace perks.

• Opportunity to grow professionally with an expanding hospitality company.

• Significant autonomy and the ability to make a meaningful impact on daily operations.

Schedule

• Monday–Friday, 9:00 AM–5:00 PM.

• Additional flexibility and availability may be required during peak summer operations to support guest needs and property readiness.