Bailey Island holiday rentals
Find spaces that suit your style
Find the best place to stay - Bailey Island
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Take in the waterfront beauty of Bailey Island
Enjoy the monuments and other features of Bailey Island. Renowned for its island views, shopping and fishing, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.
Activities and attractions in Bailey Island
Are you hoping to discover top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Bailey Island a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:
- Casco Bay Lines Ferry Terminal (13.9 mi / 22.4 km)
- Land's End Gift Shop (1.3 mi / 2.1 km)
- Paddleworks (1.7 mi / 2.8 km)
- Ash Cove Pottery (1.4 mi / 2.3 km)
- Wilbur's of Maine Chocolate Confections (9.7 mi / 15.6 km)
- Capt Lyman Stuart, LLC (10.9 mi / 17.6 km)
Exploring the natural landscape of Bailey Island
Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Bailey Island is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:
- Casco Bay (2.8 mi / 4.6 km)
- Little John Island Preserve (6.8 mi / 11 km)
- Wolfe's Neck Woods State Park (7.5 mi / 12.1 km)
- Popham Beach State Park (9.8 mi / 15.7 km)
- Popham Beach (10.6 mi / 17.1 km)
- Desert of Maine (11.7 mi / 18.8 km)
Transport to and around Bailey Island
The nearest airport is in Portland, ME (PWM-Portland Intl. Jetport), located 17 mi (27.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away.