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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Bailey Island bed & breakfast

Front of property – evening/night

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (165 reviews)
"Vers Nice stay!"
Canada
Kateri
The price is HK$1,769
HK$1,928 total
includes taxes & fees
30 Jun - 1 Jul
The Orchard House: Inn & Cafe
Exterior detail

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (133 reviews)
"Breakfast was excellent! Very pet friendly. Room was lovely and clean. "
United States
Earlene
The price is HK$1,795
HK$1,956 total
includes taxes & fees
23 Jun - 24 Jun
Fleetwood House Bed & Breakfast
View from property

The Squire Tarbox Inn

The Squire Tarbox Inn
2.5 star property
Wiscasset
9.6 out of 10, Exceptional, (22 reviews)
"Lovely spot."
United States
Oona
The price is HK$1,650
HK$1,964 total
includes taxes & fees
23 Jun - 24 Jun
The Squire Tarbox Inn
Front of property

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
The price is HK$2,388
HK$2,603 total
includes taxes & fees
7 Jul - 8 Jul
The Nicholson Inn
Porch

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (463 reviews)
"Very nice owners and the place was clean food was great and location was excellent. Will tell are family and friends when they visit Maine."
United States
Barry
The price is HK$1,368
HK$1,491 total
includes taxes & fees
23 Jun - 24 Jun
Candlebay Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is HK$1,366
HK$1,489 total
includes taxes & fees
23 Jun - 24 Jun
Brewster House Bed & Breakfast
Front of property – evening/night

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1,130 reviews)
"great place"
United States
Kimberly
The price is HK$1,103
HK$1,203 total
includes taxes & fees
23 Jun - 24 Jun
Inn at St John Portland In-Town
Water view

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (232 reviews)
"Good location."
United States
Abeer
The price is HK$2,580
HK$2,813 total
includes taxes & fees
30 Jun - 1 Jul
Harborage Inn on the Oceanfront
Interior entrance

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (146 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
The price is HK$1,820
HK$1,984 total
includes taxes & fees
23 Jun - 24 Jun
The Kendall Inn
Premium bedding, individually decorated, individually furnished

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (185 reviews)
"The place was totally amazing."
United States
Gary
The price is HK$2,868
HK$3,126 total
includes taxes & fees
5 Jul - 6 Jul
Blind Tiger Portland - Danforth Street.
Living area

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (123 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
The price is HK$2,336
HK$2,546 total
includes taxes & fees
28 Jun - 29 Jun
Blind Tiger Portland – Carleton Street
Front of property

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (184 reviews)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
United States
Cecilia
The price is HK$2,381
HK$2,595 total
includes taxes & fees
23 Jun - 24 Jun
The James Place Inn B&B
Smart TV, fireplace, books

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
10.0 out of 10, Exceptional, (1 review)
"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 HK$4,545
HK$5,664 total
includes taxes & fees
30 Jun - 1 Jul
Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View
Terrace/patio

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
The price is HK$4,154
HK$5,177 total
includes taxes & fees
29 Jun - 30 Jun
Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!
Smart TV, fireplace, books

Boothbay Harbor Queen Suite - Room 16 at AQ Inn - Ocean View

Boothbay Harbor Queen Suite - Room 16 at AQ Inn - Ocean View
Boothbay Harbor
The price is HK$3,135
HK$3,895 total
includes taxes & fees
23 Jun - 24 Jun
Boothbay Harbor Queen Suite - Room 16 at AQ Inn - Ocean View
Smart TV, fireplace, books

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
The price is HK$3,292
HK$4,092 total
includes taxes & fees
23 Jun - 24 Jun
Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View
Smart TV, fireplace, books

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
The price is HK$4,545
HK$5,664 total
includes taxes & fees
5 Jul - 6 Jul
Boothbay Harbor King Suite - Room 13 at AQ Inn - Fireplace, Patio, Harbor View!
Smart TV, fireplace, books

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

Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!
Boothbay Harbor
The price is HK$3,448
HK$4,288 total
includes taxes & fees
23 Jun - 24 Jun
Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!
Smart TV, fireplace, books

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
The price is HK$3,527
HK$4,382 total
includes taxes & fees
23 Jun - 24 Jun
Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!
Property grounds

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

Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!
Boothbay Harbor
The price is HK$4,232
HK$5,271 total
includes taxes & fees
24 Jun - 25 Jun
Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - 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 Bailey Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Clean property. Comfy beds and pleasant staff"
Neal 1-night trip
Posted 7 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Bailey Island

Bailey Island B&B information

Number of reviews
2,902
Accommodation
47 B&B
Lowest Price
HK$1,203
Highest Price
HK$3,126

Frequently asked questions

Searching for B&Bs in Bailey Island?
If you're interested in something a little different than the traditional hotel experience, a bed and breakfast might be the perfect option for your getaway. If you'd like to learn more about Bailey Island through its top sites and landmarks, Bailey Island Bridge and Cobwork Bridge are some notable monuments to visit.
Are you considering an apartment instead of a traditional hotel?
With attentive service, opportunities to meet other guests and breakfast served on site, B&Bs all have a one-of-a-kind setting.
What are the best bed and breakfasts in Bailey Island?
Below are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 15.3 mi (24.7 km) from the heart of Bailey Island. Fleetwood House Bed & Breakfast: 3 rooms. Situated 16.1 mi (25.9 km) from the heart of Bailey Island. Enjoy the free full breakfast and unique decor. The Orchard House: Inn & Cafe: 5 rooms. 10.6 mi (17 km) from the city centre. Blind Tiger Portland – Carleton Street: 6 rooms. Located 15 mi (24.2 km) from the core of Bailey Island. Enjoy the unique decor and patio area.
When should I stay at a B&B in Bailey Island?
When you're dreaming of a getaway to Bailey Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Bailey Island?
When you want to spend some time in the great outdoors, Mackerel Cove and Ragged Island are some notable spots. You should put Bailey Island Bridge and Cobwork Bridge on your list if you want to see more of the area.
How can I get to and around Bailey Island?
Planning your excursions in and around Bailey Island is easier with these transportation options. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 17 mi (27.3 km) away from the city centre. You can also search for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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