Guest Services Lead Vineyard Harbor Motel - Private Beach | 60 Beach Road, Vineyard Haven, MA 02568

Location:

In-Person (Vineyard Haven, MA) |

Work Type:

Year-round opportunity available

Pay:

$25.00 - $30.00/hour (Starting/Off-Season) | $35.00 - $45.00/hour expected in-season / overtime

Benefits:

Paid Time Off, Paid Training |

Shift:

Day Shift //Weekends (Required) About Us Vineyard Harbor Motel is Martha's Vineyard's only motel with a private beach. Combining 50 years of hospitality with modern tech, we use AI guest messaging, integrated communication tools, and streamlined operations to deliver an exceptional stay. Position Summary As the Guest Services Lead, you are the face of our front office. You will oversee the guest experience from pre-arrival to checkout through front desk management, AI technology monitoring, business development outreach, and operational coordination with housekeeping and maintenance teams.

Key Responsibilities Front Desk & Guest Experience:

Efficiently handle check-ins/outs, verify reservations, collect payments, provide island information, and resolve guest concerns quickly.

Communications & Technology:

Manage phone, email, text, and Telegram messaging. Monitor AI chat accuracy, human-assist when needed, and help optimize AI workflows.

Reservations & Business Outreach:

Drive direct bookings and repeat stays. Proactively connect with local contractors, event organizers, wedding planners, and corporate clients to secure group lodging.

Operations & Ticketing:

Maintain accurate room status, issue and track maintenance tickets through completion, and coordinate room readiness with housekeeping.

Qualifications Required:

Exceptional customer service and written/verbal communication skills; strong multitasking abilities; comfortable adopting new technologies; dependable, self-motivated, and detail-oriented.

Preferred Experience:

Hospitality/front desk background; familiarity with Property Management Systems (PMS), OTAs (Expedia, Booking.com, Airbnb), Google Workspace/MS Office, AI chat platforms, Telegram, and task management/ticketing software.

Requirements:

Ability to reliably commute to Vineyard Haven, MA 02568.

Pay:

$25.00 - $30.00 per hour

Benefits:

Paid time off Shift availability: Day Shift (Required) Ability to

Commute:

Vineyard Haven, MA 02568 (Required)

Work Location:

In person