Reservations Specialist (2026

Join Our Group of Reservation Specialists
- Crafting Unforgettable Getaways!

Are you passionate about creating exceptional experiences and thrive on connecting with people? Do you dream of helping guests plan their perfect escape to stunning island destinations? Winnetu Oceanside Resort, The Nantucket Hotel, and the new Lovango Resort & Beach Club are seeking a full-time, year-round Reservations Specialist to join our close-knit team! At our high-end boutique family-owned resorts, we're not just booking rooms;

we're travel planners
, curating dream vacations for our discerning clientele. This is a unique opportunity to become an integral part of a company that values collaboration, innovation, and genuine hospitality.

You’ll be the friendly voice of our resorts, guiding guests through every aspect of their island adventure. Your days will involve

• Engaging phone conversations Discussing our luxurious accommodations, resort activities, amenities, and all the wonders of Martha’s Vineyard, Nantucket, and the USVI.
• Expert travel planning Advising on transportation options to and from our island paradises.
• Collaborating and innovating Working with our team to continuously enhance the guest experience and ensure we remain at the forefront of luxury hospitality.

This is a hybrid position based in Wayland, MA. You’ll have 2 weeks of in-office training to start, followed by a flexible schedule of 1-2 days in-office and 3-4 days remote
. Your regular hours will be Monday
- Friday, 900 AM - 500 PM.

First and foremost, you love being on the phone and interacting with people! We’re looking for someone with an upbeat, cheery personality and strong computer proficiency
. You’re also

• Responsible and professional You take pride in your work and your commitment to excellence.
• Dedicated and a team player You’re eager to contribute to a supportive and collaborative environment.
• A self-starter You’re proactive, resourceful, and always looking for ways to improve.
• An idea-generator With our exciting growth, especially with the addition of Lovango, we welcome your input, ideas, and suggestions!

While experience with Martha’s Vineyard, Nantucket, or the USVI is a plus, it’s not required. We’re more interested in your passion for service and your ability to connect with guests.