A coastal lighthouse with red-roofed houses, rocky shoreline, and the ocean.

B&B in Cumberland County

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Top Cities in Cumberland County

A lighthouse, a white house with a red roof, and rocky coastline at sunset.
B&BB&B

Portland

Portland

Our top choices for Cumberland County 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, (1,164 reviews)
"It was a cool place to stay. Plenty of space in the room. Would stay here again."
United States
Steven
The price is AED 278
AED 303 total
includes taxes & fees
25 Oct - 26 Oct
Inn at St John Portland In-Town
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

2. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (135 reviews)
"Fantastic property, full of character in a great location. Walkable location, we will be back next time we are in Portland."
United States
Ryan
The price is AED 957
AED 1,043 total
includes taxes & fees
1 Nov - 2 Nov
Blind Tiger Portland – Carleton Street
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (496 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 four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

4. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (199 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
The price is AED 969
AED 1,056 total
includes taxes & fees
9 Nov - 10 Nov
Blind Tiger Portland - Danforth Street.
Exterior

5. 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)
The price is AED 804
AED 877 total
includes taxes & fees
1 Nov - 2 Nov
West End Collection at 146 Pine
A black front door with a light fixture above it, flanked by two potted evergreen trees.

6. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (184 reviews)
"Great place"
United States
Mark
The price is AED 730
AED 795 total
includes taxes & fees
25 Oct - 26 Oct
The Orchard House: Inn & Cafe
A covered porch with white railings and a view of a well-maintained lawn and pathway.

7. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (164 reviews)
"I really enjoyed The Kendall Inn. Elegant and comfortable, super clean rooms, friendly staff and delicious breakfasts (and home baked cookies in the evening). Definitely would love to stay there again"
United States
Katherine
The price is AED 694
AED 757 total
includes taxes & fees
1 Nov - 2 Nov
The Kendall Inn
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, (148 reviews)
"A wonderful experience with Jim and Linda. Fantastic breakfast every morning, in the cutest old house just outside of the city. Definitely recommend!"
United States
Tyler
The price is AED 841
AED 954 total
includes taxes & fees
18 Oct - 19 Oct
Fleetwood House Bed & Breakfast
A white building with a green roof, a covered walkway with string lights, and flower beds in front.

9. Greenwood Manor Inn

Greenwood Manor Inn
3.5 star property
Harrison
10.0 out of 10, Exceptional, (78 reviews)
"The property is beautiful, the rooms were clean and comfortable. The breakfast was the best I have ever had at a hotel. I would definitely stay again when I am in the area."
United States
David
The price is AED 591
AED 644 total
includes taxes & fees
22 Oct - 23 Oct
Greenwood Manor Inn
A house with a sign for The James Place Inn, indicating a vacancy.

10. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 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 920
AED 1,003 total
includes taxes & fees
9 Nov - 10 Nov
The James Place Inn B&B
A porch with white wicker chairs and a red cushion, a wooden deck, and a sign for the Noble House Inn in the background.

11. Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.6 out of 10, Exceptional, (131 reviews)
"All the staff, and even the lodgers were extremely nice. Very clean, cozy, and pleasant stay. I will make sure all my friends and family lodge at the Noble House after my move."
United States
Michael
The price is AED 514
AED 561 total
includes taxes & fees
19 Oct - 20 Oct
Noble House Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (125 reviews)
"Breakfast was wonderful!"
United States
Julie
Brewster House Bed & Breakfast
A two-story house with a balcony, a front porch, and a snow-covered landscape.

13. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is AED 873
AED 952 total
includes taxes & fees
22 Oct - 23 Oct
The Nicholson Inn
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.

14. PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (104 reviews)
"Amazing property!"
United States
Christine
PineCrest Inn
A table with breakfast items, a cup of coffee, and a glass of red drink on a balcony.

15. Lakeview Inn

Lakeview Inn
3.5 star property
Naples
9.4 out of 10, Exceptional, (71 reviews)
"The perfect inn with the sweetest host and most delicious breakfast!"
United States
Michelle
Lakeview Inn
Terrace/patio

16. The Chadwick Bed & Breakfast

The Chadwick Bed & Breakfast
3.5 star property
West End
9.8 out of 10, Exceptional, (48 reviews)
"Great location for seeing Portland. "
United States
John
The Chadwick Bed & Breakfast
Exterior

17. Harpswell Inn

Harpswell Inn
3.0 star property
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay. The owner was SO welcoming. The setting is beautiful!!!!"
United States
Sandra
Harpswell Inn
A staircase with a wooden handrail and black steps, leading to a room with patterned wallpaper and a chandelier.

18. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is AED 1,190
AED 1,782 total
includes taxes & fees
8 Nov - 9 Nov
The Loft - private suite in historic home
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 933
AED 1,133 total
includes taxes & fees
1 Nov - 2 Nov
Experience the History of Portland - The Hope Island Room
A kitchen with a wooden table, bench, and a fireplace.

20. 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 702
AED 845 total
includes taxes & fees
1 Nov - 2 Nov
Experience the History of Portland - The Hope Island Room
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 Cumberland County Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"A well located though older hotel so updated rooms would be nice. The manager helped me relocate to a better room as the room given to me initially not as expected"
teri 6-night trip
Posted 1 hour ago
Portland Regency Hotel & Spa

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