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Find a Bed and Breakfast in Squirrel Island from CA $338

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Squirrel Island bed & breakfast

A large white house with multiple balconies, a porch, and a garage.

1. Boothbay Harbor King Suite - Room 16 at AQ Inn

Boothbay Harbor King Suite - Room 16 at AQ Inn
Boothbay Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
The price is CA $295
CA $367 total
includes taxes & fees
Sep 30 - Oct 1
Boothbay Harbor King Suite - Room 16 at AQ Inn
A wooden deck with three white Adirondack chairs facing a marina with boats and houses in the background.

2. Boothbay Harbor - Room 10 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor - Room 10 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (1 review)
"We had such a great time at The Greenleaf. Jersey is an incredible host and will make sure your visit is amazing."
United States
Karen G.
The price is CA $333
CA $415 total
includes taxes & fees
Sep 29 - Sep 30
Boothbay Harbor - Room 10 at Greenleaf Inn - Balcony, Harbor Views!
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

3. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (235 reviews)
"Good location."
United States
Abeer
The price is CA $366
CA $399 total
includes taxes & fees
Oct 26 - Oct 27
Harborage Inn on the Oceanfront
A covered porch with hanging flower baskets and outdoor seating.

4. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (6 reviews)
"We loved the view, along with the kindness and attentiveness of all who worked there. The location was great and made it easy to get to other places of interest in the area, great restaurants, botannical gardens, etc."
United States
Mark
The price is CA $310
CA $338 total
includes taxes & fees
Oct 25 - Oct 26
Five Gables Inn
A large white house with multiple balconies, a porch, and a garage.

5. Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!

Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!
Boothbay Harbor
"Wow is all I can say about the place we stayed in Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views! From the moment we arrived, we felt so welcomed and at home. Our host, Jersey, was absolutely fantastic and truly went above and beyond to make our stay special.One of the things we loved most was being able to roam around and enjoy the amenities at both beautiful houses. It gave the whole property such a comfortable, home-away-from-home feeling. The entire place and grounds...
United States
Dawn D.
The price is CA $303
CA $378 total
includes taxes & fees
Sep 30 - Oct 1
Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

6. Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Loved the amenities and views! Great location… walking distance to everything. The staff was very friendly and accommodating!"
United States
Melissa
The price is CA $362
CA $450 total
includes taxes & fees
Sep 27 - Sep 28
Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!

7. Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. The location was beautiful. The host was outstanding. We would definitely come back."
United States
Judy C.
The price is CA $286
CA $356 total
includes taxes & fees
Sep 29 - Sep 30
Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!
A large white house with multiple balconies, a porch, and a garage.

8. Boothbay Harbor 2-Story Suite - Room 12 at AQ Inn - Balconies, Harbor View

Boothbay Harbor 2-Story Suite - Room 12 at AQ Inn - Balconies, Harbor View
Boothbay Harbor
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $400
CA $496 total
includes taxes & fees
Sep 27 - Sep 28
Boothbay Harbor 2-Story Suite - Room 12 at AQ Inn - Balconies, Harbor View
A room with a window, a TV mounted on the wall, and a wooden rack.

9. Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!

Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (1 review)
"Beautiful old bed & breakfast overlooking the harbor. Room was spacious and comfortable. Our host, Jersey took care of our every need from the minute we arrived. Great recommendations for sight seeing; breakfast on the veranda; dinner reservations at the best restaurants. You name it, Jersey made it happen. Highly recommend to any and all who are planning a stay in Boothbay Harbor!"
United States
Paul K.
The price is CA $327
CA $407 total
includes taxes & fees
Sep 29 - Sep 30
Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

10. Boothbay Harbor - Room 6 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor - Room 6 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay."
United States
Kaitlyn H.
The price is CA $351
CA $438 total
includes taxes & fees
Sep 28 - Sep 29
Boothbay Harbor - Room 6 at Greenleaf Inn - Balcony, Harbor Views!
A large white house with multiple balconies, a porch, and a garage.

11. Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View

Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"The service and attention was above and beyond and you could not ask for a better location. Five stars, hands down."
United States
Robbyn G.
The price is CA $369
CA $456 total
includes taxes & fees
Oct 6 - Oct 7
Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, and a chair.

12. Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
10.0 out of 10, Exceptional, (1 review)
"The property was amazing! The staff are very helpful. This wasn't a very relaxing and enjoyable stay. We definitely would come back"
United States
Robert S.
The price is CA $386
CA $481 total
includes taxes & fees
Oct 15 - Oct 16
Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!
A balcony with two chairs and a small table, overlooking a marina with boats and a distant shoreline.

13. Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View

Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View
Boothbay Harbor
9.8 out of 10, Exceptional, (9 reviews)
"Gracious and welcoming host, the property is all about the view. Nice relaxing get away. Beautiful ocean view with peace and quiet."
United States
Harrison S.
The price is CA $423
CA $526 total
includes taxes & fees
Sep 27 - Sep 28
Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View
A large white house with multiple balconies, a porch, and a garage.

14. Boothbay Harbor Penthouse Suite - Room 14 at AQ Inn - Fireplace, Ocean View

Boothbay Harbor Penthouse Suite - Room 14 at AQ Inn - Fireplace, Ocean View
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Great Views, Great Hospitality"
United States
Rob C.
The price is CA $444
CA $553 total
includes taxes & fees
Sep 29 - Sep 30
Boothbay Harbor Penthouse Suite - Room 14 at AQ Inn - Fireplace, Ocean View
A neatly made bed with patterned bedding, two bedside lamps, and a framed picture above the bed.

15. Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!

Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!
Boothbay Harbor
The price is CA $322
CA $398 total
includes taxes & fees
Oct 5 - Oct 6
Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!
A bedroom with a bed, bedside lamps, a chandelier, a framed picture on the wall, and a mirror.

16. Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
The price is CA $327
CA $404 total
includes taxes & fees
Oct 23 - Oct 24
Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!
A waterfront property with a dock, a boat house, and a view of the marina.

17. Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!

Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great atmosphere. Friendly home vibe. Very comfortable."
United States
Barbara G.
The price is CA $410
CA $512 total
includes taxes & fees
Oct 15 - Oct 16
Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

18. Boothbay Harbor King Suite - Room 9 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 9 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
The price is CA $416
CA $516 total
includes taxes & fees
Sep 27 - Sep 28
Boothbay Harbor King Suite - Room 9 at Greenleaf Inn - Balcony, Harbor Views!
A balcony with a table set for two, a vase with flowers, and a view of a residential area.

19. Boothbay Harbor King Suite - Room 13 at AQ Inn - Fireplace, Patio, Harbor View!

Boothbay Harbor King Suite - Room 13 at AQ Inn - Fireplace, Patio, Harbor View!
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"What a beautiful place! We loved staying here and will definitely be back."
United States
Anonymous traveller
The price is CA $443
CA $552 total
includes taxes & fees
Oct 18 - Oct 19
Boothbay Harbor King Suite - Room 13 at AQ Inn - Fireplace, Patio, Harbor View!
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

20. Boothbay Harbor - Room 8 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor - Room 8 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
The price is CA $412
CA $486 total
includes taxes & fees
Oct 8 - Oct 9
Boothbay Harbor - Room 8 at Greenleaf Inn - Balcony, Harbor Views!
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.
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Top Squirrel Island Hotel Reviews

Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)

10/10 Excellent
"Very clean quiet place. The heated pool was still pretty cold when we were there."
Tommy 1-night trip
Posted 12 hours ago
Hampton Inn Bath (Brunswick Area)

Find out more about Squirrel Island

Squirrel Island B&B information

Number of reviews
271
Accommodation
38 B&B
Lowest Price
CA $338
Highest Price
CA $553

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: Harborage Inn on the Oceanfront: 11 rooms. 3.1 mi (5 km) from the heart of Squirrel Island. Enjoy the free cooked breakfast and designer toiletries. 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. Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View: Situated 2.8 mi (4.5 km) from the heart of Squirrel Island. Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!: 2.8 mi (4.5 km) from the heart of downtown. Boothbay Harbor King Suite - Room 16 at AQ Inn: Located 2.8 mi (4.5 km) from the core of Squirrel Island.
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.

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