Discover a selection of 500 vacation rentals in Squirrel Island, ME that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and kitchens. Prices start at $115 per night, and cabins and cottages are popular options for a stay in Squirrel Island. Either way, you'll find a rental for everyone's needs.
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.

How many vacation rentals are available around Squirrel Island, ME?

Our 2020 property listings offer a large selection of 504 vacation rentals around Squirrel Island. From 221 cabin rentals to 221 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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 Vrbo travelers, the top most popular destinations to visit are:

  • Harpswell: 402 vacation rentals
  • Boothbay Harbor: 348 vacation rentals
  • West Boothbay Harbor: 111 vacation rentals
  • Boothbay: 549 vacation rentals
  • New England: 30,157 vacation rentals

And Vrbo 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:

  • Harpswell: 402 rentals
  • Boothbay Harbor: 348 rentals
  • Boothbay: 549 rentals
  • Phippsburg: 691 rentals
  • East Boothbay: 332 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?

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

  • Pemaquid Point Lighthouse Park: 883 rentals
  • Bates-Morse Mountain Conservation Area: 923 rentals
  • Hendricks Head Light: 922 rentals
  • Midcoast Kayak: 837 rentals
  • Pemaquid Beach Park: 903 rentals

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