Where to stay around Bailey Island?

Our 2018 accommodation listings offer a large selection of 115 holiday lettings near Bailey Island. From 55 Houses to 53 Bungalows, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Bailey Island is on HomeAway.

What is the best area to stay when travelling to Bailey Island?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Bailey Island:

  • Peaks Island: 55 holiday homes
  • Orr's Island: 156 holiday homes
  • Town Landing: 24 holiday homes
  • Willard Beach: 55 holiday homes
  • Willard: 58 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Bailey Island?

HomeAway offers a large selection of holiday accommodations near great places in Bailey Island. From HomeAway travellers, the most popular points of interest to stay near are:

  • Bailey Island Bridge: 874 holiday lettings
  • Skolfield-Whittier House: 755 holiday lettings
  • Josephine Newman Audubon Sanctuary: 873 holiday lettings
  • LL Bean Flagship Store: 808 holiday lettings
  • Southern Maine Community College: 1,196 holiday lettings

But there are many other points of interest around Bailey Island listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Bailey Island?

Yes, of course. HomeAway offers 55 Houses in Bailey Island. Our other popular types of Bailey Island holiday rentals include:

  • Bungalows: 53 self catering accommodations
  • Cabins: 53 self catering accommodations
  • Cottages: 53 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool in Bailey Island?

Yes, you can select your preferred holiday accommodation with pool among our 5 holiday homes with pool available in Bailey Island. Please use our search bar to access the selection of holiday rentals available.

    Delight in the waterfront landscape 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. Portland Head Light and Portland Observatory are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

    Sightseeing in and around Bailey Island

    Are you hoping to find top things to see and do while you're in the area? Venture out of your holiday home and check out everything that makes Bailey Island a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

    • Wilbur's of Maine Chocolate Confections (10.2 mi / 16.5 km)
    • Brunswick Golf Club (13.1 mi / 21 km)
    • Brunswick Golf Course (13.1 mi / 21 km)
    • Southworth Planetarium (15.3 mi / 24.6 km)
    • Riverside Municipal Golf Course (16.3 mi / 26.2 km)

    Exploring the natural landscape of Bailey Island

    Whether you're an adventurous traveller or just want to take in the scenery, Bailey Island is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

    • Casco Bay (2.5 mi / 4 km)
    • Eagle Island State Park (3.6 mi / 5.8 km)
    • Casco Bay Islands (6.4 mi / 10.3 km)
    • Hermit Island (6.6 mi / 10.7 km)
    • Bates-Morse Mountain Conservation Area (7.9 mi / 12.7 km)
    • Wolfe's Neck Farm (8.1 mi / 13 km)