Photo by Robbie Martin

Search Great Diamond Island Bed & Breakfast

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured B&B in Great Diamond Island

The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (151)
"The place was perfect"
The price is AU$348
includes taxes & fees
17 Aug - 18 Aug
The Orchard House & Cafe
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is AU$498
includes taxes & fees
17 Aug - 18 Aug
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (134)
"Quaint stay. Enjoyed our stay. "
The price is AU$351
includes taxes & fees
18 Aug - 19 Aug
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (439)
"The Inn was great and the staff was very hospitable "
The price is AU$331
includes taxes & fees
17 Aug - 18 Aug
Candlebay Inn
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"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. "
The price is AU$506
includes taxes & fees
17 Aug - 18 Aug
The James Place Inn B&B
Blind Tiger Portland - Danforth Street.
Baxter

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is AU$602
includes taxes & fees
26 Aug - 27 Aug
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Stovall | Living area

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"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!"
The price is AU$864
includes taxes & fees
20 Aug - 21 Aug
Blind Tiger Portland – Carleton Street
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, (1054)
"Quaint and fun old style place to stay. "
The price is AU$231
includes taxes & fees
24 Aug - 25 Aug
Inn at St John Portland In-Town
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (123)
"The breakfasts and friendly conversations were amazing. We thoroughly enjoyed our stay at the Fleetwood Bed and Breakfast "
The price is AU$384
includes taxes & fees
18 Aug - 19 Aug
Fleetwood House Bed & Breakfast
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Clean rooms, close to water and restaurants "
Old Orchard Beach Inn
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (67)
"Lovely place to stay. Sweet staff and delicious breakfast. "
The price is AU$290
includes taxes & fees
1 Sept - 2 Sept
And. N B&B
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Great Diamond Island Hotel Reviews

Old Orchard Beach Inn

Old Orchard Beach Inn

10/10 Excellent
"This is a great INN. Not only is it beautiful the staff is wonderful and helpful. It’s within walking distance of the beach (about a five minute walk) and a lot of little shops. I will be making this my go to and recommend you do too :)"
Amber 1-night trip
Posted 13 hours ago
Old Orchard Beach Inn