Our Team

Your Island Connection is a family-run business that has been managing private waterfront rental homes and cottages in the Harpswell Islands area of Midcoast Maine since 1982. Throughout the years our business has grown from only a few cottages to the more than sixty homes and cottages that you see listed with us today. Here at Your Island Connection, we feel that by building personal connections with owners and tenants we are able to provide you with the satisfaction that will create comfort and memories for years to come. Our staff consists of friendly, hardworking, natives of the area who are proud of the fishing community they reside in and want to share its hidden treasures with you. Please know that we are willing to meet with you in person, discuss options over the phone or converse via email to help you find a property that will fit your needs.

Heather is the owner of Your Island Connection. In 2011 Heather and her husband purchased this local business and have enjoyed every minute of interacting and making longtime friends with the travelers on the island. Heather spends a lot of time out at houses making sure they are ready for travelers. While running a business and having three daughters under nine keeps her busy, in her off-time she enjoys running, volunteering at Harpswell Community School and helping with her children's activities. Heather also serves as the President of the organization Vacation Rental Professionals of Maine (VRPOMe) as she is continually working to improve clients' vacations and Home Owner’s rental experiences.
 Email: [email protected]

Michaela is our reservationist. Growing up in a family of local fishermen Michaela is here to help you make the best of your vacation and be sure that you see all of the local attractions in the fishing villages of Harpswell. Michaela started at Your Island Connection in the Fall of 2012. Since then, she has learned the ins and outs of each of the sixty plus rentals we have listed and is currently in charge of all tenant inquiries. Michaela lives in Cundys Harbor. In her spare time Michaela enjoys spending time with her large family that resides in Cundy's Harbor, especially her nieces and nephews, as well as, spending time on or near the ocean.
Email:[email protected]

Hillary is an island native and works in our office year round. She is an amazing photographer and utilizes that skill to take local photos. She also helps with taking reservations, assisting with the check in and out process, as well as, dealing with any maintenance issues that arise. Hillary is the mother to three young boys and enjoys spending time at Mackerel Cove and embracing all that the islands have to offer.

Josh is our jack of all trades. Josh is Heather's husband and a local lobsterman out of Mackerel Cove. Growing up on Bailey Island Josh understands several components of how houses are built and function allowing him to handle some maintenance issues that arise. You may see Josh in and out of our office often, as he helps with turnovers on Saturdays and care-taking during the winter months.

Others: Throughout the summer, you will find that we have many additional helpers assisting us to ensure that your vacation runs smoothly. Your Island Connection contracts with many independent contractors to ensure your cottages get cleaned and maintenance issues are taken care of.