Bed and Breakfast in Great Diamond Island

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Featured B&B in Great Diamond Island

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

"Quaint and fun old style place to stay. "

includes taxes & fees

1 Sept - 2 Sept

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

"The property was gorgeous, quaint, and a home away from home. "

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! "

includes taxes & fees

12 Aug - 13 Aug

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

"The Inn was great and the staff was very hospitable "

includes taxes & fees

17 Aug - 18 Aug

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

"Quaint stay. Enjoyed our stay. "

includes taxes & fees

12 Aug - 13 Aug

Stylish entrance with a central door and potted evergreen trees.

"The place was perfect"

includes taxes & fees

12 Aug - 13 Aug

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."

includes taxes & fees

26 Aug - 27 Aug

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!"

includes taxes & fees

20 Aug - 21 Aug

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

"Lovely place to stay. Sweet staff and delicious breakfast. "

includes taxes & fees

8 Sept - 9 Sept

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. "

includes taxes & fees

13 Aug - 14 Aug

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. "

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."

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."

includes taxes & fees

13 Aug - 14 Aug

"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! "