Find a Bed and Breakfast in Great Diamond Island from CA $192

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Browse Select Great Diamond Island B&B

Classic building with a stone facade and commercial establishments on the ground floor.

"Quaint and fun old style place to stay. "

CA $209 total

includes taxes & fees

Sep 1 - Sep 2

Relax in a serene outdoor setting surrounded by lush greenery and comfortable seating.

"This historic inn was just what we wanted for our stay in OOB. "

CA $271 total

includes taxes & fees

Sep 1 - Sep 2

Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

"Everything was wonderful, we highly recommend staying here to anyone considering it."

CA $567 total

includes taxes & fees

Aug 18 - Aug 19

Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

"We had a great time! The breakfast was wonderful! "

CA $344 total

includes taxes & fees

Aug 11 - Aug 12

Stylish entrance with a central door and potted evergreen trees.

"The place was perfect"

CA $314 total

includes taxes & fees

Aug 10 - Aug 11

Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

"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!"

CA $619 total

includes taxes & fees

Sep 2 - Sep 3

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

"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. "

CA $456 total

includes taxes & fees

Aug 3 - Aug 4

Stroll up to the central entrance of this charming two-story house, featuring a gabled roof and a cozy porch.

"Great breakfast with perfect homefries. Personable friendly hosts. Near town but wooded quiet sitting area out back. "

CA $249 total

includes taxes & fees

Aug 21 - Aug 22

Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."

CA $449 total

includes taxes & fees

Aug 6 - Aug 7

Charming two-story house with a welcoming porch and a beautifully manicured lawn.

"Quaint stay. Enjoyed our stay. "

CA $316 total

includes taxes & fees

Aug 3 - Aug 4

Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

"Connie was extremely helpful and welcoming. The breakfast casserole, as many others have stated, was delicious. The room and bathroom were amply sized for our needs. We would stay here again!"

CA $299 total

includes taxes & fees

Aug 5 - Aug 6

Enjoy the view from this cozy corner bay window with a porch and brick facade.

"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. "

CA $479 total

includes taxes & fees

Sep 1 - Sep 2

Experience the charm of this traditional bed and breakfast, featuring a welcoming front porch and beautifully maintained grounds.

"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."

"Great getaway within Portland. The breakfast is first rate!"

Welcome to the Inn at Park Spring, featuring a traditional entrance with a red door and potted plants.

"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "

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Top Great Diamond Island Hotel Reviews

Comfort Inn Airport

10/10 Excellent

"Very friend staff"

Portland Harbor Hotel

10/10 Excellent

"We really enjoyed our stay. Great location, staff couldn’t have been more friendly, and a clean comfortable room. Snacks and a Keurig in the hall for all on the floor to share was nice, although there was something wrong with the Keurig. (It worked, but there were multiple times I had to run it twice.)"