Short Term Rental Manager Jobs in Massachusetts (NOW HIRING)

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.

Beacon Destinations is seeking an experienced, hands-on Director of Operations to lead the day-to-day performance of our Cape Cod vacation rental portfolio while helping build the operational foundation for our continued growth.

This is a highly visible leadership role for someone who thrives in a fast-paced environment, enjoys solving complex operational challenges, and takes pride in creating exceptional guest experiences. You'll oversee every stage of the guest journey, from ensuring homes are inspection-ready and beautifully maintained to coordinating vendors, managing maintenance, optimizing operational processes, and supporting new property launches.

Success in this role requires balancing strategic thinking with hands-on execution. You'll continuously improve systems, drive accountability across field operations, and make confident decisions that enhance efficiency, protect owner investments, and consistently deliver five-star guest experiences.

If you're energized by ownership, autonomy, and building something exceptional, we'd love to meet you.

• Lead the day-to-day operations of Beacon Destinations' vacation rental portfolio across Cape Cod.

• Develop, improve, and document operational processes that support business growth and operational excellence.

• Monitor key operational performance metrics, identify improvement opportunities, and implement solutions.

• Partner with company leadership to support strategic initiatives and portfolio expansion.

• Oversee cleaning operations to ensure every property consistently meets Beacon's five-star standards.

• Coordinate turnover inspections and preventative maintenance programs.

• Manage maintenance requests, vendor relationships, and property damage claims from start to resolution.

• Ensure every property is fully stocked, guest-ready, and maintained to the highest quality standards.

• Manage inventory, supplies, and operational equipment across the portfolio.

• Oversee guest communications to ensure timely, professional, and solution-oriented service.

• Resolve guest concerns quickly while protecting the guest experience and company standards.

• Champion a culture focused on consistently earning five-star reviews.

• Lead operational onboarding and project management for new property launches during the offseason.

• Coordinate vendors, timelines, inspections, and operational readiness for newly acquired homes.

• Support continuous improvement initiatives that increase efficiency and scalability as the portfolio grows.

• Must reside within the Cape Cod area.

• Reliable transportation and the ability to travel between properties throughout the region.

• Minimum of 3 years of progressive operations leadership experience within hospitality, vacation rentals, property management, field services, or another fast-paced service-based business mandatory.

• Demonstrated success managing multiple priorities while maintaining exceptional attention to detail.

• Proven experience leading vendors, contractors, field teams, or cross-functional operations while driving accountability and results.

• Strong critical thinking and problem-solving skills with the ability to make confident decisions under pressure.

• Excellent communication and relationship-building skills with both internal teams and guests.

• Strong organizational and project management abilities.

• Passion for delivering exceptional customer experiences.

• Vacation rental or short-term rental management experience.

• Experience managing property maintenance or residential facilities.

• Familiarity with property management software and operational technology platforms.

• Experience launching new properties or scaling operational systems.

• Knowledge of the Cape Cod market and local vendor network.

$70,000–$80,000

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

• Paid time off, including PTO, vacation, and sick leave.

• Flexible scheduling where business needs allow.

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

• Opportunity to help shape and grow a rapidly expanding hospitality company.

• Significant autonomy with the ability to make meaningful operational decisions.

• Monday - Friday / 9am-5pm

• Additional flexibility and availability may be required during peak summer operations to support guest needs and ensure operational excellence.