Photo by Robbie Martin

Find the Best Great Diamond Island Bed and Breakfast

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Browse Select Great Diamond Island B&B

Inn at St John Portland In-Town
Front of property – evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1002)
"Quaint old hotel nicely updated"
The price is £72
includes taxes & fees
13 May - 14 May
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Amazing location, so much beauty and charm at this inn. Have stayed twice and can’t wait to return!"
The price is £72
includes taxes & fees
5 May - 6 May
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Baxter | Premium bedding, individually decorated, individually furnished

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (144)
"Great, enjoyed our stay."
The price is £281
includes taxes & fees
20 May - 21 May
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (111)
"We loved our stay at Blind Tiger! So many thoughtful touches."
The price is £197
includes taxes & fees
12 May - 13 May
Blind Tiger Portland – Carleton Street
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (58)
"We stayed overnight in January, never actually seen any one else. "
The price is £142
includes taxes & fees
30 May - 31 May
And. N B&B
The Orchard House & Cafe
Front of property – evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"Wonderful B&B"
The price is £136
includes taxes & fees
4 May - 5 May
The Orchard House & Cafe
West End Inn
Classic Room, 1 King Bed, City View | Individually decorated, individually furnished, iron/ironing board

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is £178
includes taxes & fees
5 May - 6 May
West End Inn
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"This bed and breakfast was absolutely charming. The common space was well equipped with all types of entertainment, puzzles, games, tea/coffee, and a self service honor system minibar. The full breakfast was delicious with plenty of options and the hosts seem to really enjoy sharing their home. The bedroom and bathroom were spotless and comfortable. We will definitely recommend this bed and breakfast."
The price is £142
includes taxes & fees
12 May - 13 May
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"Our hostess was a lovely and cheerful lady, always ready to help and to advise good spots to visit."
The price is £125
includes taxes & fees
4 May - 5 May
Candlebay Inn
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is £186
includes taxes & fees
4 May - 5 May
Fleetwood House Bed & Breakfast
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"The food was great and the owners lovely."
The price is £247
includes taxes & fees
4 May - 5 May
The James Place Inn B&B
Brewster House Bed & Breakfast
Exterior

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"The food was wonderful and the hospitality was great!"
The price is £163
includes taxes & fees
9 May - 10 May
Brewster House Bed & Breakfast
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
PineCrest Inn
The Chadwick Bed & Breakfast
Exterior

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"Great location for seeing Portland. "
The Chadwick Bed & Breakfast
Private suite...entire 3rd floor.
2 bedrooms, iron/ironing board, WiFi, bed sheets

Private suite...entire 3rd floor.

10.0 out of 10, Exceptional, (1)
"This was a great stay and experience in a Victorian style home! Loved the home and all the amenities and would recommend to others!! Kelley was a great host!!"
Private suite...entire 3rd floor.
Inn at Park Spring
Exterior

Inn at Park Spring

3.5 star property
10.0 out of 10, Exceptional, (48)
"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! "
Inn at Park Spring
Portland B&B room - steps from Eastern Prom and beach and close to town too!

Portland B&B room - steps from Eastern Prom and beach and close to town too!

2.0 star property
9.4 out of 10, Exceptional, (10)
"The home is very warm and inviting. We'd love to return in the future and stay again if it's available. We were looking for something tranquil and cozy within walking distance to downtown and this hit the mark. We were just steps from a great view of the bay. The view from the promenade is just beautiful. I love that it was walkable to downtown but away from the commotion that goes with being downtown. Erna had some great dining recommendations as well. We've got nothing but positive things to...
Portland B&B room - steps from Eastern Prom and beach and close to town too!
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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Other property types in Great Diamond Island

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is £228
includes taxes & fees
15 May - 16 May
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (105)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is £233
includes taxes & fees
5 May - 6 May
Oceanfront Condo! Spectacular Views From Private Large Balcony
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.