Find a Bed and Breakfast in Bailey Island from CA $191

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Bailey Island B&B

Inn at St John Portland In-Town
Classic building with a stone facade and commercial establishments on the ground floor.

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1047)
"Quaint and fun old style place to stay. "
The price is CA $191
CA $208 total
includes taxes & fees
Sep 1 - Sep 2
Inn at St John Portland In-Town
Fleetwood House Bed & Breakfast
Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (121)
"We had a great time! The breakfast was wonderful! "
The price is CA $315
CA $343 total
includes taxes & fees
Aug 12 - Aug 13
Fleetwood House Bed & Breakfast
Candlebay Inn
Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (437)
"The Inn was great and the staff was very hospitable "
The price is CA $274
CA $298 total
includes taxes & fees
Aug 17 - Aug 18
Candlebay Inn
The Kendall Inn
Charming two-story house with a welcoming porch and a beautifully manicured lawn.

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (133)
"Quaint stay. Enjoyed our stay. "
The price is CA $290
CA $316 total
includes taxes & fees
Aug 12 - Aug 13
The Kendall Inn
The Orchard House & Cafe
Stylish entrance with a central door and potted evergreen trees.

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is CA $287
CA $313 total
includes taxes & fees
Aug 12 - Aug 13
The Orchard House & Cafe
Blind Tiger Portland - Danforth Street.
Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

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 CA $494
CA $539 total
includes taxes & fees
Aug 26 - Aug 27
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
The price is CA $562
CA $613 total
includes taxes & fees
Aug 26 - Aug 27
Blind Tiger Portland – Carleton Street
Captain Sawyer's Bed & Breakfast
Enjoy a classic view from the large window, featuring a building with a green roof and a starfish decoration.

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
Enjoy a romantic meal for two on the deck, surrounded by the house's charming facade.

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"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 $418
CA $456 total
includes taxes & fees
Aug 13 - Aug 14
The James Place Inn B&B
Harbour Towne Inn on the Waterfront
Stunning corner building with a turret and balcony, surrounded by lush greenery and symmetrical architecture.

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 $485
CA $529 total
includes taxes & fees
Aug 12 - Aug 13
Harbour Towne Inn on the Waterfront
West End Inn
Enjoy the view from this cozy corner bay window with a porch and brick facade.

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
Enjoy dining or socializing in this charming patio area with a small table and two chairs under a pergola with string lights.

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (99)
"wonderful!!! great location, comfy bed, quiet and relaxing space, gorgeous decor, delicious breakfast."
The price is CA $343
CA $373 total
includes taxes & fees
Aug 17 - Aug 18
Benjamin F. Packard House
Harborage Inn on the Oceanfront
Enjoy serene views of the lake from this balcony with a bridge in the distance.

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 CA $469
CA $511 total
includes taxes & fees
Aug 17 - Aug 18
Harborage Inn on the Oceanfront
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

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 $411
CA $448 total
includes taxes & fees
Aug 13 - Aug 14
Brewster House Bed & Breakfast
"SABINO" 1 Bdrm Suite
Escape to a serene garden oasis with a charming thatched-roof pavilion surrounded by lush greenery and a tranquil body of water.

"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
Experience the warmth of a traditional atmosphere, complete with a grand fireplace, ornate staircase, and elegant chandelier.

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
Step into the Blue Heron Seaside Inn's charming porch, adorned with lush flower baskets and a striped awning.

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
Experience traditional elegance in this beautifully designed space, featuring a grand fireplace, ornate staircase, and high ceilings.

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
Cozy living area with a traditional fireplace, high ceiling, and large window offering a view of the outdoors.

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

Germaine Inn South Portland

Germaine Inn South Portland

10/10 Excellent
"Everything from Germaine Inn South Portland is pretty good rooms, facilities, pool etc.. I only whish they provide breakfast until 10AM instead of 9AM."
Ye Lin 2-night trip
Posted 5 hours ago
Germaine Inn South Portland