This is a seasonal, salaried position (March through November) located on Martha’s Vineyard, Massachusetts. Subsidized housing is available.

Located on the harbor in the heart of Edgartown, the Harborside Inn is Martha's Vineyard's premier waterfront resort. With 90 guest rooms and luxury hotel amenities, it is the perfect place to vacation in the heart of Edgartown with all the galleries, dining, shops, and nightlife the town has to offer.

Our website: www.theharborsideinn.com

Video of Harborside Inn: https://www.youtube.com/watch?v=XxmPPKW0FM4

Anticipated Start & End Date:

The position starts as soon as possible. Our season ends in November.

Anticipated Compensation:

The pay range for the position starts at $60.000 -$70.000 per year and is flexible depending on experience. 

Position Description:

The Assistant / Manager of Guest Services is responsible for delivering an exceptional guest experience from arrival through departure. This is a highly guest-facing role focused on front desk operations and service excellence.

At the Manager level, this role includes leadership and oversight of the Guest Services team, including Front Desk, Pool Attendants, and Bell Staff.
At the Assistant level, the role focuses on daily execution, team support, and guest interaction.

Operationally Related:

• Providing outstanding, personalized service to all guests

• Performing the roles of front desk, bell, and/or pool (as needed and assigned)

• Encouraging guests to fill out surveys

• Supervising and supporting teams assigned (front desk, pool attendants, and/or bell)

• Helping the bell team with guests' luggage and maintaining the guest parking lot.

• Creating schedules and managing daily staffing needs

• Training the team and ensuring guest service standards are practiced.

• Communicating with other teams/departments to ensure the operation runs smoothly. 

• Responding to guest inquiries, concerns, and special requests promptly and professionally

• Maintaining working knowledge of the property management system and ensuring team members are trained in it.

Guest Service Related:

• Providing guests with exceptional service and helping to ensure the team does the same.

• Resolving guest concerns and accommodating special requests as applicable.

• Ensuring self and others on the team have current knowledge of property products, services, events, guidelines, and local activities.

Leadership Related:

• Leading in a way that others want to willingly follow. This typically includes establishing rapport, gaining trust through active listening, setting clear expectations, and promoting a positive culture. 

• Assisting with staff-related responsibilities include interviewing, hiring, and training; planning, assigning, and directing work; completing new hire paperwork; processing time sheets; appraising performance; rewarding and correcting team members; addressing concerns; coaching and mentoring, etc. 

• Encouraging teamwork within diverse groups.

• Establishing a culture of continuous improvement and growth.

It Also Involves:

• Arriving to work as anticipated and following the property's attendance guidelines and ensuring the team does the same.

• Attending meetings and trainings as needed.

• Ensuring safety guidelines as well as compliance requirements are met by self and team.

• Assisting in other areas as needed. 

Qualifications:

All of our team members are passionate about guest service and helping others. They initiate conversations, anticipate the needs of others, and interact with others in a courteous and efficient manner. They love being a team player and are detail-oriented as well as flexible/adaptable. They can work a flexible work week, including nights, weekends, and holidays. They understand that maintaining confidentiality (where appropriate) is important. This position works both indoors and outdoors and involves lifting and carrying items up to 25 pounds at times.

Education/Experience:

• 1-3 years of previous relevant experience is preferred.

• Previous leadership and/or management experience helpful (not required).

• Knowledge of property management software and Microsoft Office is helpful.

Certifications:

• Certified in First Aid and CPR (or ability to obtain at the company's expense).

Knowledge, Skills, and Abilities:

• Ability to implement leadership and guest service best practices

• Initiating conversations with others and anticipating their needs and wants

• Ability to teach, coach, and mentor others and to lead a team

• Conflict resolutions

• Ability to work independently as well as part of a team

• Detail-orientation

• Organizational skills

The Harborside Inn is an Equal Employment Opportunity Employer and values the diversity of its staff and applicants.

These positions are located on Martha's Vineyard.  Shared dormitory-style housing is available.  

The Harborside Inn is  Martha's Vineyard's premier waterfront resort, located on the harbor in the heart of Edgartown. With 90 guest rooms and luxury hotel amenities, it is the perfect place to vacation in the heart of Edgartown with all the galleries, dining, shops, and nightlife the town has to offer.

Our website: www.theharborsideinn.com

Our careers page: https://theharborsideinn.easyapply.co

Video of Harborside Inn: https://www.youtube.com/watch?v=XxmPPKW0FM4

Anticipated Dates:

Our full season is from April 1, 2026 through November 18, 2026. All positions, including seasonal roles, remain employment-at-will. Preference may be given to those available full season. However, those unable to work a full season are not necessarily automatically disqualified. Start and end dates may be flexible.

Benefits:

Seasonal staff enjoy many benefits. Some benefits available may include:

• Competitive wages

• Paid sick time and holidays

• Company subsidized shared housing (as available)

• New friendships and good times await you on Martha's Vineyard. Countless beaches, amazing sunsets, and nature trails are waiting for you to explore, and numerous shops are available for you to enjoy

POSITION DESCRIPTION:

The Front Desk Agent plays a key role in our mission to deliver world-class service and products and a memorable vacation experience to everyone who passes through our doors.  They ensure every single guest and owner has an enjoyable experience at the Inn. This includes greeting everyone and making sure the reservation, check-in, and check-out experiences are positive. They also ensure all concerns are resolved, make suggestions on activities and dining, store luggage, and complete daily shift checklists. They also partner with other departments and team members to provide the best overall experiences possible. The position involves:

Operationally Related:

• Greeting guests and owners and providing a first point of contact to the property in a manner that creates an excellent first impression.

• Checking guests in and out of the property.

• Collecting all necessary information accurately while registering guests and owners into the computer system.

• Making reservations and processing cancellations.

• Resolving the concerns of both guests and owners

• Completing daily shift checklists as applicable.

• Documenting all guest and owner communications in the departmental log

• Maintaining a cash bank and reporting discrepancies to management.

• Upselling services and accommodations as appropriate.

• Updating availability in the computer system as needed.

• Partnering with the housekeeping department in keeping room status reports up to date and coordinating requests for maintenance and repair work.

• Assisting with luggage for both owners and guests as needed.

• Assisting in other roles as needed.

Guest Service Related:

• Initiating conversations with guests and owners and being attentive to them.

• Obtaining the necessary knowledge to provide information and recommendations to guests and owners

• Arriving to work as scheduled and following the property's attendance guidelines.

• Attending meetings and training as requested.

• Practicing all safety guidelines of the organization and reporting safety concerns to management.

• Adhering to organizational guidelines/policies/expectations as well as federal, state, and local laws, including the property's confidentiality expectations.

Qualifications:

All of our team members are passionate about guest service and helping others. They initiate conversations, anticipate the needs of others, and interact with others in a courteous and efficient manner. They love being a team player and are detail-oriented as well as flexible/adaptable. They are able to work a flexible work week including nights, weekends, and holidays. They understand maintaining confidentiality is important. This position primarily works indoors. Previous front desk is preferred but is not necessarily required. Experience with Microsoft Office Products, especially Excel, is helpful as is familiarity with property management systems. Position involves lifting and carrying items 10 to 20 pounds.

The Harborside Inn is an Equal Employment Opportunity employer.

$22 per hour.

This position is located on Martha's Vineyard.   

The Harborside Inn is Martha's Vineyard's premier waterfront resort, located on the harbor in the heart of Edgartown. With 90 guest rooms and luxury hotel amenities, it is the perfect place to vacation in the heart of Edgartown with all the galleries, dining, shops, and nightlife the town has to offer.

Our website: www.theharborsideinn.com

Our careers page: https://theharborsideinn.easyapply.co 

Video of Harborside Inn: https://www.youtube.com/watch?v=XxmPPKW0FM4

Anticipated Dates:

Our full season is from April 1, 2026, through November 8, 2026. All positions, including seasonal roles, remain employment-at-will. Preference may be given to those available full season. However, those unable to work a full season are not necessarily automatically disqualified. Start and end dates may be flexible.

POSITION DESCRIPTION:

The Night Auditor plays a key role in our mission to deliver world-class service and products and a memorable vacation experience to everyone who passes through our doors. They ensure every single guest and owner has an enjoyable experience at the Inn. This includes performing the front desk agent role during the overnight shift and auditing/reconciling the financial activities of the property. The position involves:

Operationally Related:

• Performing front desk agent role tasks during the overnight shift.

• Auditing, reconciling, consolidating, and transmitting all daily financial activities of the property.

• Ensuring daily work is accurate and that cash banks are counted daily. Reporting any shortages and overages.

• Preparing and distributing daily reports. 

Guest Service Related:

• Initiating conversations with guests and owners and being attentive to them.

• Obtaining the necessary knowledge to provide information and recommendations to guests and owners.

• Resolving the concerns of both guests and owners.

• Working effectively with other departments and team members and establishing good working relationships with them.

• Taking initiative in finding tasks to work on during slower times and seeking ways to better enhance the guest and owner experience.

It Also Involves:

• Arriving to work as scheduled and following the property's attendance guidelines.

• Attending meetings and training as requested.

• Practicing all safety guidelines of the organization and reporting safety concerns to management.

• Adhering to organizational guidelines/policies/expectations as well as federal, state, and local laws, including the property's confidentiality expectations.

Qualifications:

All of our team members are passionate about guest service and helping others. They initiate conversations, anticipate the needs of others, and interact with others in a courteous and efficient manner. They love being a team player and are detail-oriented as well as flexible/adaptable. They are able to work a flexible work week including nights, weekends, and holidays. They understand maintaining confidentiality is important. This position primarily works indoors. Previous front desk and/or night audit experience is preferred but is not necessarily required. Experience with Microsoft Office Products, especially Excel, is helpful as is familiarity with property management systems. This position involves working 3rd shift and may involve lifting items that are 10-20 pounds.

The Harborside Inn is an Equal Employment Opportunity employer. 

The Harborside Inn is now accepting applications for the 2026 season!

We are accepting applications for the following roles:

• Bellhop
• Dock Assistant
• Front Desk Agent
• Housekeeping (Supervisor, Room Attendants, Laundry Attendants, Common Areas, Houseperson)
• Maintenance
• Night Auditor
• Maintenance
• Pool Attendant

These positions are located on Martha's Vineyard.  Shared dormitory-style housing may be available.  

Located on the harbor in the heart of Edgartown, the Harborside Inn is Martha's Vineyard's premier waterfront resort. With 90 guest rooms and luxury hotel amenities, it is the perfect place to vacation in the heart of Edgartown with all the galleries, dining, shops, and nightlife the town has to offer.

Our website: www.theharborsideinn.com

Our careers page: https://theharborsideinn.easyapply.co

Video of Harborside Inn: https://www.youtube.com/watch?v=XxmPPKW0FM4

The Opportunities:

• Our maintenance team does this by completing work orders and preventative maintenance tasks. Repairs may include plumbing, electrical, heating, cooling, ventilation, furnishings and fixtures, painting, wall cover repairs, light carpentry, door and window repairs.
• Our front desk agents do this by greeting guests in an outgoing, friendly manner. Through effective interpersonal and communication skills, they answer questions and resolve concerns. They ensure guests have a pleasant check-in and check-out process. 
• Our night auditors do this by performing the front desk role in the overnight shift and running various reports. 
• Our dock assistant does this by helping the dock master. This role answers the fuel dock phone and dock radio, maintains the cleanliness of the marina, monitors the facility use and the safe storage of vessels, assists with the launching, hauling, and docking of vessels.
• Our housekeepers provide exceptional service by maintaining the cleanliness of guest rooms, public areas, and the property. They also wash, dry, and fold laundry.
• Our bellhops provide exceptional service by greeting guests and assisting them with their luggage. They also help keep the parking lot clean. They also keep entranceways and common areas clean and maintained.
• Our pool attendants provide great service to guests relaxing at the pool by making sure they have clean towels. They are available to answer any questions and resolve concerns. They also assist in providing recreational activities for guests as well.

Qualifications:

All of our team members are passionate about guest service and helping others. They love being a team player and are detail-oriented. While they primarily specialize in a position, all team members may help in different departments/positions from time to time as needed. They work a flexible work week including nights, weekends, and holidays. In addition, our maintenance team ideally has experience in one or more of the above-listed maintenance areas. Our front desk agents and night auditors are proficient with computers and using software. Our dock assistant can lift 50 to 100 pounds. Our housekeepers can lift up to 30 pounds and can climb stairs. Our bellhops can lift up to 50 pounds and can also climb stairs.

Anticipated Dates:

Our full season is April 2026 through mid-November 2026. All positions, including seasonal roles, remain employment-at-will. Preference may be given to those available full season. However, those unable to work a full season are not necessarily automatically disqualified. Start and end dates may be flexible.

Benefits:

Seasonal staff enjoy many benefits. Some benefits available may include:

• Competitive wages
• Paid time off: sick time, holidays, bereavement, 
• Company subsidized shared housing (as available)
• New friendships and good times await you on Martha's Vineyard. Countless beaches, amazing sunsets, and nature trails are waiting for you to explore, and numerous shops are available for you to enjoy