Find a Bed and Breakfast in Bailey Island from CA $193

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Bailey Island B&B

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, (1064)
"Quaint and fun old style place to stay. "
The price is CA $193
CA $210 total
includes taxes & fees
Aug 24 - Aug 25
Inn at St John Portland In-Town
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (124)
"The breakfasts and friendly conversations were amazing. We thoroughly enjoyed our stay at the Fleetwood Bed and Breakfast "
The price is CA $316
CA $344 total
includes taxes & fees
Sep 19 - Sep 20
Fleetwood House Bed & Breakfast
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (440)
"Great location and hospitality."
The price is CA $276
CA $301 total
includes taxes & fees
Aug 21 - Aug 22
Candlebay Inn
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (134)
"Quaint stay. Enjoyed our stay. "
The price is CA $292
CA $318 total
includes taxes & fees
Aug 21 - Aug 22
The Kendall Inn
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (151)
"The place was perfect"
The price is CA $290
CA $316 total
includes taxes & fees
Aug 21 - Aug 22
The Orchard House & Cafe
Blind Tiger Portland - Danforth Street.
Baxter

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (150)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is CA $498
CA $543 total
includes taxes & fees
Sep 1 - Sep 2
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Stovall | Living area

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (115)
"Loved the place "
The price is CA $467
CA $509 total
includes taxes & fees
Aug 27 - Aug 28
Blind Tiger Portland – Carleton Street
Captain Sawyer's Bed & Breakfast
Heritage Room

Captain Sawyer's Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (119)
"Comfortable bed, walkable, free parking, good breakfast, but the hosts were the best part. "
Captain Sawyer's Bed & Breakfast
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (176)
"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 CA $421
CA $459 total
includes taxes & fees
Aug 21 - Aug 22
The James Place Inn B&B
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."
The price is CA $440
CA $480 total
includes taxes & fees
Aug 24 - Aug 25
Harbour Towne Inn on the Waterfront
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
West End Inn
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 CA $345
CA $376 total
includes taxes & fees
Aug 26 - Aug 27
Benjamin F. Packard House
Harborage Inn on the Oceanfront
Deluxe Room, 1 King Bed, Harbour View, Oceanfront | Water view

Harborage Inn on the Oceanfront

3.5 star property
9.4 out of 10, Exceptional, (209)
"Enjoyed staying here and electric was wonderful. Loved the made to order breakfast that we ate out on the deck."
The price is CA $408
CA $444 total
includes taxes & fees
Aug 21 - Aug 22
Harborage Inn on the Oceanfront
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is CA $415
CA $452 total
includes taxes & fees
Aug 21 - Aug 22
Brewster House Bed & Breakfast
"SABINO" 1 Bdrm Suite
Property grounds

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (13)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
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
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
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
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
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
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The Portland Regency hotel and spa was a great hotel for our family needs. We were able to stay close together and get everywhere we wanted to go on foot. The staff were amazing and even though our flight was well after check out they still stored our luggage and shuttled us to the airport. My only recommendation would be to up the bathroom cleaning a bit. Since it is a historic building and a family run business I didn't expect the facilities to be perfect but the cleaning would really up the luxury level. "
Bergen 4-night trip
Posted 13 hours ago
Portland Regency Hotel & Spa