Destination guide

Choose a vacation rental for your Squirrel Island getaway

Learn about the unique charm of Squirrel Island with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation 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 vacation home and check out everything that makes Squirrel Island a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

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

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 vacation in Squirrel Island. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • 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

Transportation options to and around Squirrel Island

The nearest airport is in Wiscasset, ME (ISS), located 11.4 mi (18.4 km) from the city center. 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.

Where to stay around Squirrel Island?

Our 2019 property listings offer a large selection of 542 vacation rentals near Squirrel Island. From 231 Houses to 57 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Squirrel Island for a holiday or a weekend are on HomeAway.

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

There are many lovely places to stay for a holiday trip or just for a weekend in Squirrel Island. From HomeAway travelers, the most popular destinations to visit are:

  • Boothbay Harbor: 364 vacation rentals
  • New England: 39,452 vacation rentals
  • Harpswell: 436 vacation rentals
  • Brunswick: 1,184 vacation rentals
  • Boothbay Harbor Region: 587 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Squirrel Island! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Squirrel Island?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Squirrel Island:

  • Boothbay Harbor: 364 rentals
  • Harpswell: 436 rentals
  • Brunswick: 1,184 rentals
  • Damariscotta: 759 rentals
  • Georgetown: 688 rentals

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

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

HomeAway offers a large selection of rentals near lovely places in Squirrel Island. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Coastal Maine Botanical Gardens: 991 rentals
  • Barrett Park: 982 rentals
  • Pemaquid Point Lighthouse Park: 949 rentals
  • Boothbay Harbor Marina: 998 rentals
  • Bates-Morse Mountain Conservation Area: 982 rentals

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

Explore destinations around Squirrel Island

Boothbay Harbor
364 vacation rentals
436 vacation rentals
1,184 vacation rentals
759 vacation rentals
688 vacation rentals
729 vacation rentals
592 vacation rentals
Popham Beach
834 vacation rentals
East Boothbay
340 vacation rentals
1,040 vacation rentals
558 vacation rentals
326 vacation rentals
67 vacation rentals
South Bristol
659 vacation rentals
614 vacation rentals
500 vacation rentals
470 vacation rentals
West Bath
757 vacation rentals
488 vacation rentals
224 vacation rentals