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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Casco Bay Islands bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,138 reviews)
"Cute spot and very affordable."
United States
Tess
The price is AED 328
AED 357 total
includes taxes & fees
1 Nov - 2 Nov
Inn at St John Portland In-Town
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (491 reviews)
"Great stay in a historic home."
United States
Richard
The price is AED 526
AED 573 total
includes taxes & fees
1 Nov - 2 Nov
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

3. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (163 reviews)
"A very nice B&B in Freeport Maine. Very friendly innkeepers. Great home cooked cookies and breakfast."
United States
Jeffrey
The price is AED 694
AED 757 total
includes taxes & fees
1 Nov - 2 Nov
The Kendall Inn
A black front door with a light fixture above it, flanked by two potted evergreen trees.

4. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (181 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
The price is AED 829
AED 904 total
includes taxes & fees
7 Oct - 8 Oct
The Orchard House: Inn & Cafe
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

5. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (134 reviews)
"Beautiful place"
United States
Samuel
The price is AED 991
AED 1,080 total
includes taxes & fees
1 Nov - 2 Nov
Blind Tiger Portland – Carleton Street
Exterior

6. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is AED 768
AED 837 total
includes taxes & fees
3 Nov - 4 Nov
West End Collection at 146 Pine
A house with a sign for The James Place Inn, indicating a vacancy.

7. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (194 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is AED 870
AED 948 total
includes taxes & fees
7 Oct - 8 Oct
The James Place Inn B&B
A garden with a stone wall, various plants, and flowers.

8. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (147 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is AED 841
AED 954 total
includes taxes & fees
6 Oct - 7 Oct
Fleetwood House Bed & Breakfast
A two-story house with a balcony, a front porch, and a snow-covered landscape.

9. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
The price is AED 1,011
AED 1,102 total
includes taxes & fees
7 Oct - 8 Oct
The Nicholson Inn
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

10. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,009 reviews)
"Beautiful property a short walk from the beach and all the attractions make it an ideal place to stay"
United States
James
The price is AED 427
AED 521 total
includes taxes & fees
6 Oct - 7 Oct
Old Orchard Beach Inn
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

11. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (117 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
The price is AED 841
AED 917 total
includes taxes & fees
1 Nov - 2 Nov
Benjamin F. Packard House
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

12. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (196 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
The price is AED 1,076
AED 1,173 total
includes taxes & fees
1 Nov - 2 Nov
Blind Tiger Portland - Danforth Street.
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

13. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (235 reviews)
"Friendly, great location, so lovely!"
United States
Kacey
The price is AED 777
AED 847 total
includes taxes & fees
2 Nov - 3 Nov
Harborage Inn on the Oceanfront
A kitchen with a wooden table, bench, and a fireplace.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is AED 580
AED 713 total
includes taxes & fees
27 Oct - 28 Oct
Experience the History of Portland - The Hope Island Room
A large house with multiple sections, surrounded by lush greenery and trees.

15. The Squire Tarbox Inn

The Squire Tarbox Inn
2.5 star property
Wiscasset
9.6 out of 10, Exceptional, (23 reviews)
"Lovely spot."
United States
Oona
The price is AED 993
AED 1,181 total
includes taxes & fees
6 Oct - 7 Oct
The Squire Tarbox Inn
A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

16. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (83 reviews)
"It was just perfect for our visit to boothbay. Easy to walk downtown for food and shopping. Breakfast was incredible."
United States
Floyd
The price is AED 943
AED 1,028 total
includes taxes & fees
15 Oct - 16 Oct
Harbour Towne Inn on the Waterfront
A bedroom with a large bed, a wooden wardrobe, and a bench.

17. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
The price is AED 834
AED 1,013 total
includes taxes & fees
1 Nov - 2 Nov
The Diamond Island Suite - Suite in Historic Home
A large white house with multiple balconies, a porch, and a garage.

18. The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
The price is AED 768
AED 953 total
includes taxes & fees
15 Oct - 16 Oct
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A dining area with a round table, six chairs, and a floral centerpiece.

19. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is AED 749
AED 913 total
includes taxes & fees
2 Nov - 3 Nov
Experience the History of Portland - The Hope Island Room
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, and a chair.

20. The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor

The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"The property was amazing! The staff are very helpful. This wasn't a very relaxing and enjoyable stay. We definitely would come back"
United States
Robert S.
The price is AED 1,006
AED 1,245 total
includes taxes & fees
17 Oct - 18 Oct
The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor
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 Casco Bay Islands Hotel Reviews

Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"previously a Howard Johnsons - but upgraded, it's just ok, nothing special and nothing to be concerned about"
steven 1-night trip
Posted less than an hour ago
Clarion Pointe South Portland

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