Search B&B in Squirrel Island

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Sep - 21 Sep
In two weeks
26 Sep - 28 Sep
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

B&B in Squirrel Island

Captain Sawyer's Bed & Breakfast
Heritage Room | 1 bedroom, premium bedding, bed sheets

Captain Sawyer's Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (120)
"Comfortable bed, walkable, free parking, good breakfast, but the hosts were the best part. "
Captain Sawyer's Bed & Breakfast
Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (100)
"Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. "
The price is SAR 934
SAR 1,018 total
includes taxes & fees
24 Sep - 25 Sep
Benjamin F. Packard House
Harbour Towne Inn on the Waterfront
Front of property

Harbour Towne Inn on the Waterfront

3.0 star property
9.6 out of 10, Exceptional, (71)
"Breakfast and cookies were delicious! "
The price is SAR 1,147
SAR 1,250 total
includes taxes & fees
11 Sep - 12 Sep
Harbour Towne Inn on the Waterfront
Harborage Inn on the Oceanfront
Deluxe Room, 1 King Bed, Harbor View, Oceanfront | Water view

Harborage Inn on the Oceanfront

3.5 star property
9.4 out of 10, Exceptional, (213)
"We loved everything! The room was so cute and comfortable. The hosts were so accommodating and nice. "
The price is SAR 1,368
SAR 1,491 total
includes taxes & fees
18 Sep - 19 Sep
Harborage Inn on the Oceanfront
Christmas Cove Inn
Front of property

Christmas Cove Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"The hosts, Alex and Freddie, have created a warm, friendly, and comfortable place to stay in Christmas Cove. The expansive breakfast table is conducive to getting to know and learn from other guests while enjoying a delicious homemade breakfast. Our experience was delightful."
Christmas Cove Inn
Blue Heron Seaside Inn
Garden

Blue Heron Seaside Inn

3.0 star property
9.8 out of 10, Exceptional, (25)
"This B&B is perfectly located and well run. The site Mgr is wonderful and serves an amazing daily breakfast. The room we had was spacious, quiet, and beautifully furnished. It is a very short walk to the center of Boothbay Harbor shopping and eating. My wife's favorite shop was only 5 doors away from the Blue Heron's front door. If we ever return to the Boothbay area we will definitely stay at the Blue Heron again."
Blue Heron Seaside Inn
Stonehouse Manor -Popham Beach B&B - Pond Island Room
Interior

Stonehouse Manor -Popham Beach B&B - Pond Island Room

10.0 out of 10, Exceptional, (1)
"The place is quiet, breakfast was so good and Jane the host is a very kind, knowledgeable person. "
Stonehouse Manor -Popham Beach B&B - Pond Island Room
"SABINO" 1 Bdrm Suite
Property grounds

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (14)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
Lake View Suite - Large King, Ensuite Bath
Interior

Lake View Suite - Large King, Ensuite Bath

9.4 out of 10, Exceptional, (3)
"Clean and enjoyable"
Lake View Suite - Large King, Ensuite Bath
Kennebec Room - King Bed, Private Bath
Interior

Kennebec Room - King Bed, Private Bath

9.0 out of 10, Wonderful, (7)
"What a lovely place. My wife and I were able to relax and recharge. The home and property are an experience themselves. Then the beach right here for long walks was so rejuvenating. Rachel our host was a picture of hospitality and breakfast was so yummy. Thanks for the loving care, just what we needed!"
Kennebec Room - King Bed, Private Bath
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great stay. The owner was SO welcoming. The setting is beautiful!!!!"
Harpswell Inn
Atlantic Ark Inn
Garden

Atlantic Ark Inn

3.5 star property
9.0 out of 10, Wonderful, (56)
"Donna was a wonderful hostess. She greeted us warmly and really wanted to know a bit about us and what brought us to Boothbay Harbor (an anniversary celebration). Her orientation to our accommodations and the town was very helpful. We stayed in “solitude “, a lovely, separate cottage behind the main house that was perfect for us. We will definitely return to Atlantic Ark in the future. "
Atlantic Ark Inn
Newcastle Inn
Front of property

Newcastle Inn

3.5 star property
9.8 out of 10, Exceptional, (6)
"Nice, clean, beautiful view, and Julie the hostess was very pleasant and served me a very nice breakfast!"
Newcastle Inn
The Greenleaf Inn
View from property

The Greenleaf Inn

3.0 star property
9.8 out of 10, Exceptional, (27)
"Great location, warm and welcoming staff. The room was quiet, clean and comfortable. Breakfast was delicious! "
The Greenleaf Inn
Harbor House Inn
Junior Suite, 1 Queen Bed, Sea View (Room 2/8) | Bathroom | Hair dryer, towels

Harbor House Inn

3.0 star property
9.0 out of 10, Wonderful, (43)
"Nice little B&B with good amenities. Appreciated the tips on where to go and what to do."
Harbor House Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Squirrel Island Hotel Reviews

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Quick one night trip. We arrived around 6pm and all stopped and restaurants closed at 7 or 8. One was open until 9. Beautiful view over the water from the room. Easy checkin and parking. Older room. Flattest pillow I've ever slept on. The bed was comfy. The air unit blows directly on the bed. Small room but it worked for just 2 of us. "
Amy 1-night trip
Posted 12 hours ago
Tugboat Inn

Frequently asked questions

Searching for B&Bs in Squirrel Island?
If you want to find a place to stay with a small number of rooms and a cozy environment, a bed and breakfast might be just the right fit for your vacation to Squirrel Island.
Why should you consider a B&B over a traditional hotel room?
Every B&B has its own unique feel. Whether it's a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Squirrel Island?
Here are some B&Bs in the area: Harbour Towne Inn on the Waterfront: 12 rooms. 3.1 mi (5 km) from the heart of Squirrel Island. Enjoy the free full breakfast and unique décor. Captain Sawyer's Bed & Breakfast: 9 rooms. 2.8 mi (4.6 km) from the downtown core. Enjoy the free full breakfast and patio area. Benjamin F. Packard House: 4 rooms. Situated 12 mi (19.3 km) from the heart of Squirrel Island. Enjoy the free full breakfast and unique décor. Harborage Inn on the Oceanfront: 11 rooms. 3.1 mi (5 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. Christmas Cove Inn: 6 rooms. Located 4.7 mi (7.6 km) from the core of Squirrel Island. Enjoy the free full breakfast and fitness center.
What's the best time of year to book my B&B in Squirrel Island?
When you're planning your stay in Squirrel Island, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Squirrel Island are January, March, December, and February, with each month seeing an average of 6 inches of snowfall.
How can I get to and around Squirrel Island?
Mapping out your trip in and around Squirrel Island is easy with these transportation options. Fly into Wiscasset, ME (ISS), which is located 11.4 mi (18.3 km) away from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.