Destination guide

Choose a holiday rental for your Squirrel Island getaway

Learn about the unique charm of Squirrel Island with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Sightseeing in and around Squirrel Island

Do you want to find top things to see and do while you're in town? Venture out of your holiday home and check out everything that makes Squirrel Island a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Maine State Aquarium (2.4 mi / 3.9 km)
  • Boothbay Golf Course (4.7 mi / 7.6 km)
Natural highlights

Exploring the natural landscape of Squirrel Island

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Squirrel Island. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Cabbage Island (2.6 mi / 4.2 km)
  • Fisherman's Memorial Park (2.7 mi / 4.3 km)
  • Barrett Park (2.9 mi / 4.6 km)
  • Reid State Park (4.5 mi / 7.3 km)
  • Coastal Maine Botanical Gardens (5 mi / 8 km)
  • Josephine Newman Audubon Sanctuary (5.7 mi / 9.1 km)
How to get there

Transport options to and around Squirrel Island

The nearest airport is in Wiscasset, ME (ISS), located 11.4 mi (18.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Brunswick, ME (NHZ-Brunswick Executive), which is 16 mi (25.7 km) away.

How many holiday accommodation are available around Squirrel Island?

Our 2020 accommodation listings offer a large selection of 497 holiday rentals around Squirrel Island. From 217 cabins to 211 holiday houses, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Squirrel Island is on Stayz.

What are the most popular destinations to visit in Squirrel Island?

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

  • Boothbay Harbor Region: 542 holiday rentals
  • East Boothbay: 331 holiday rentals
  • Newcastle: 550 holiday rentals
  • Waldoboro: 452 holiday rentals
  • Brunswick: 1,080 holiday rentals

Stayz offers you the possibility to discover many other popular destinations in Squirrel Island! 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 Squirrel Island?

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

  • East Boothbay: 331 holiday homes
  • Newcastle: 550 holiday homes
  • Waldoboro: 452 holiday homes
  • Brunswick: 1,080 holiday homes
  • Boothbay Harbor: 347 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 Squirrel Island?

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

  • Whaleback Shell Midden State Historic Site: 846 holiday rentals
  • Monkey C Monkey Do: 880 holiday rentals
  • Frances Perkins Center: 832 holiday rentals
  • Seguin Island Lighthouse: 825 holiday rentals
  • Southport Memorial Library: 887 holiday rentals

But there are many other points of interest around Squirrel Island listed on Stayz 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.

Explore destinations around Squirrel Island