Your Island Connection is a locally owned and operated rental agency serving the Islands for over 35 years, including Bailey Island, Orr's Island, Great Island, Cundy's Harbor, & Harpswell. Our knowledgeable crew of friendly, hardworking area natives, have over 50 years of combined service in the hospitality industry. We are proud of our fishing community and enjoy sharing its hidden treasures with our owners and renters alike. Building personal connections with owners and tenants is something we feel is an essential part of our business. We take great pride in providing excellent, and timely service to both our owners and renters. We offer weekly, monthly, & seasonal oceanfront vacation rentals. We are open year-round for your convenience.
Highly recommend staying in one of these properties. The space was immaculate and had everything we needed. Some activities for the kids and plenty of space to relax for the adults. And you can't beat the view!!
June 2026
Terrific group to work with. Well maintained properties and super service and response to questions or concerns. We've enjoyed several perfect rentals!
June 2026
We have rented with Your Island Connection a couple of times and they are amazing! Very professional and accommodating. They recommended Goldsmith house this time as we had to bring our dog, and it was our favorite stay by far!
