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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

B&B in Bailey Island

Inn at St John Portland In-Town
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1027)
"Quaint and fun old style place to stay. "
The price is AED 547
AED 597 total
includes taxes & fees
21 Jul - 22 Jul
Inn at St John Portland In-Town
Blind Tiger Portland - Danforth Street.
Baxter | 1 bedroom, premium bedding, individually decorated

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is AED 1,583
AED 1,726 total
includes taxes & fees
21 Jul - 22 Jul
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (119)
"We had a great time! The breakfast was wonderful! "
The price is AED 841
AED 917 total
includes taxes & fees
21 Jul - 22 Jul
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (146)
"Wonderful B&B"
The price is AED 767
AED 837 total
includes taxes & fees
21 Jul - 22 Jul
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (113)
"Great location. Quiet street. Well maintained property. Warm and welcoming. "
The price is AED 1,410
AED 1,537 total
includes taxes & fees
29 Jul - 30 Jul
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (172)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
The price is AED 1,116
AED 1,216 total
includes taxes & fees
20 Jul - 21 Jul
The James Place Inn B&B
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (111)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is AED 1,098
AED 1,197 total
includes taxes & fees
23 Jul - 24 Jul
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (126)
"What a fantastic stay!"
The price is AED 761
AED 829 total
includes taxes & fees
20 Jul - 21 Jul
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (429)
"Connie was very welcoming, and offered advice about the area. The Inn was quaint and comfortable, the breakfast delicious! We would definitely stay again!"
The price is AED 731
AED 797 total
includes taxes & fees
22 Jul - 23 Jul
Candlebay Inn
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, (68)
"Very nice bed and breakfast, close to shopping."
Harbour Towne Inn on the Waterfront
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is AED 1,392
AED 1,517 total
includes taxes & fees
20 Jul - 21 Jul
West End Inn
Captain Sawyer's Bed & Breakfast
Heritage Room | Premium bedding, bed sheets

Captain Sawyer's Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (116)
"Very clean, food was delicious, owners were kind and helpful."
Captain Sawyer's Bed & Breakfast
Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (95)
"Great!"
The price is AED 915
AED 997 total
includes taxes & fees
21 Jul - 22 Jul
Benjamin F. Packard House
"SABINO" 1 Bdrm Suite
Property grounds

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (12)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
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, (208)
"Absolutely comfortable stay! Fresh and clean. Free breakfast choices every morning! Highly recommend!! Will plan to make future visits here!"
The price is AED 1,382
AED 1,507 total
includes taxes & fees
27 Jul - 28 Jul
Harborage Inn on the Oceanfront
Blue Heron Seaside Inn
Garden

Blue Heron Seaside Inn

3.0 star property
9.8 out of 10, Exceptional, (25)
"This property was beautiful, comfortable and clean, centrally located but out of the main street crowds. Everything we wanted to do was within walking distance so it worked out well. We would go back in a minute!! Carol is the ultimate hostess, and serves an amazing breakfast!!!!"
Blue Heron Seaside Inn
The Chadwick Bed & Breakfast
Terrace/patio

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"Great getaway within Portland. The breakfast is first rate!"
The Chadwick Bed & Breakfast
Kennebec Room - King Bed, Private Bath
Interior

Kennebec Room - King Bed, Private Bath

8.4 out of 10, Very Good, (5)
"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
Lake View Suite - Large King, Ensuite Bath
Interior

Lake View Suite - Large King, Ensuite Bath

8.0 out of 10, Very Good, (1)
"Clean and enjoyable"
The price is AED 1,543
AED 1,910 total
includes taxes & fees
18 Aug - 19 Aug
Lake View Suite - Large King, Ensuite 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
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

Comfort Inn Airport

Comfort Inn Airport

10/10 Excellent
"Great staff. Breakfast is very well done. "
Kris 1-night trip
Posted 11 hours ago
Comfort Inn Airport

Frequently asked questions

Searching for B&Bs in Bailey Island?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your trip. 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 check out.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast, B&Bs provide 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. 16.1 mi (25.9 km) from the downtown core. Enjoy the free full breakfast and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 14.7 mi (23.7 km) from the heart of Bailey Island. The Orchard House & Cafe: 5 rooms. 10.6 mi (17 km) from the heart of downtown.The James Place Inn B&B: 7 rooms. Located 10 mi (16.1 km) from the core of Bailey Island. Enjoy the unique décor and patio area.
What's the best time of year to 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 temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Bailey Island?
When you want to spend some time in the great outdoors, Ragged Island and Mackerel Cove are some notable spots. You might 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?
You can plan your excursions in and around Bailey Island ahead of time with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) away from the city center. Otherwise, you can search for flights to Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.