Destination guide

Choose a holiday rental for your Islesboro getaway

Learn about the unique charm of Islesboro with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.


Activities and attractions in Islesboro

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Islesboro a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Castline Golf Club (6.9 mi / 11.1 km)
  • Cellardoor Winery (9.3 mi / 15 km)
  • Camden Snow Bowl (13.5 mi / 21.7 km)
  • Edgar M. Tennis Preserve (15.5 mi / 25 km)
  • Owls Head State Park (17.4 mi / 28 km)
  • Breakwater Vineyards (19.6 mi / 31.5 km)
Natural highlights

Exploring the natural features in Islesboro

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Islesboro is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Holbrook Island Sanctuary State Park (5.8 mi / 9.3 km)
  • Fort Madison State Park (6.2 mi / 10 km)
  • Pitcher Pond (6.7 mi / 10.7 km)
  • Fort George Park (6.9 mi / 11.1 km)
  • Belfast City Park (8.1 mi / 13 km)
  • Moose Point State Park (8.3 mi / 13.3 km)
How to get there

Transport to and around Islesboro

Fly into Rockland, ME (RKD-Knox County Regional), the closest airport, located 20.2 mi (32.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Bar Harbor, ME (BHB-Hancock County - Bar Harbor), which is 28.1 mi (45.2 km) away.

Where to stay near Islesboro?

Our 2019 accommodation listings offer a large selection of 70 holiday rentals near Islesboro. From 36 Houses to 25 Cottages, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Islesboro for a long holiday or a weekend break is on HomeAway.

What are the most popular destinations to visit in Islesboro?

There are many lovely places to stay for a long holiday or just a weekend break in Islesboro. From HomeAway travellers, the popular destinations to visit are:

  • Ellsworth: 1,798 holiday rentals
  • Curtis Island Light: 803 holiday rentals
  • Orland: 198 holiday rentals
  • Dedham: 115 holiday rentals
  • Stonington: 140 holiday rentals

HomeAway offers you the possibility to discover many other popular destinations in Islesboro! Please use our search bar to access the selection of holiday rentals available in other popular destinations.

What are the main cities to discover in Islesboro?

Whether you are travelling solo or with family and friends, here are the cities in Islesboro with the largest selection of holiday rentals for a perfect city break:

  • Ellsworth: 1,798 holiday homes
  • Orland: 198 holiday homes
  • Dedham: 115 holiday homes
  • Stonington: 140 holiday homes
  • Rockport: 420 holiday homes

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

Near which points of interest can I spend my holidays in Islesboro?

HomeAway offers a large selection of holiday homes near great places to visit in Islesboro. From HomeAway travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • Curtis Island Light: 803 holiday rentals
  • Rockland Harbor Park: 726 holiday rentals
  • Rockland Station: 726 holiday rentals
  • Maine Maritime Academy: 792 holiday rentals
  • Andre the Seal Statue: 777 holiday rentals

But there are many other points of interest around Islesboro listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday homes.