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Our top choices for Great Diamond Island bed & breakfast
1. Inn at St John Portland In-Town
Inn at St John Portland In-TownValley Street
8.6 out of 10, Excellent, (1,179 reviews)
"Great location and exactly what we needed for our time in Portland"
Darbi
The price is AU$106
includes taxes & fees
22 Nov - 23 Nov
2. West End Collection at 146 Pine
West End Collection at 146 PineWest 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!"
Stephanie
The price is AU$343
includes taxes & fees
17 Nov - 18 Nov
3. Blind Tiger Portland – Carleton Street
Blind Tiger Portland – Carleton StreetWest End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
Samuel
The price is AU$339
includes taxes & fees
17 Nov - 18 Nov
4. The Orchard House: Inn & Cafe
The Orchard House: Inn & CafeFreeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
Mark
The price is AU$238
includes taxes & fees
1 Dec - 2 Dec
5. Blind Tiger Portland - Danforth Street.
Blind Tiger Portland - Danforth Street.West End
9.6 out of 10, Exceptional, (206 reviews)
"Very helpful and friendly staff"
paul k
The price is AU$356
includes taxes & fees
17 Nov - 18 Nov
6. Fleetwood House Bed & Breakfast
Fleetwood House Bed & BreakfastRosemont
9.0 out of 10, Wonderful, (150 reviews)
"Close location to airport. Sweet Neighbhorhood
Good shower and breakfast was delish. Loved eating on the houses China"
caia
The price is AU$378
includes taxes & fees
10 Nov - 11 Nov
7. Experience the History of Portland - The Hope Island Room
Experience the History of Portland - The Hope Island RoomWest End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
Daniel
The price is AU$297
includes taxes & fees
10 Nov - 11 Nov
8. Candlebay Inn
Candlebay InnFreeport
9.6 out of 10, Exceptional, (500 reviews)
"Great stay in a historic home."
Richard
The price is AU$227
includes taxes & fees
10 Nov - 11 Nov
9. Old Orchard Beach Inn
Old Orchard Beach InnOld Orchard Beach
8.2 out of 10, Very good, (1,002 reviews)
"Really nice hotel"
James
The price is AU$222
includes taxes & fees
11 Nov - 12 Nov
10. The Kendall Inn
The Kendall InnFreeport
9.8 out of 10, Exceptional, (170 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
Justin Terry
The price is AU$267
includes taxes & fees
10 Dec - 11 Dec
11. The Nicholson Inn
The Nicholson InnFreeport
10.0 out of 10, Exceptional, (5 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.."
alexandre
The price is AU$357
includes taxes & fees
12 Nov - 13 Nov
12. Diamond Island | King Room with Private Ensuite
Diamond Island | King Room with Private EnsuiteWest End
The price is AU$337
includes taxes & fees
10 Nov - 11 Nov
13. Experience the History of Portland - The Hope Island Room
Experience the History of Portland - The Hope Island RoomWest End
The price is AU$386
includes taxes & fees
10 Nov - 11 Nov
14. The James Place Inn B&B
The James Place Inn B&BFreeport
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."
Kim
The price is AU$398
includes taxes & fees
10 Nov - 11 Nov
15. Experience the History of Portland - Two Room Suite w/Private Bath
Experience the History of Portland - Two Room Suite w/Private BathWest End
The price is AU$468
includes taxes & fees
10 Nov - 11 Nov
16. The Loft - private suite in historic home
The Loft - private suite in historic homeWest End
The price is AU$699
includes taxes & fees
10 Nov - 11 Nov
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.
Learn more about Great Diamond Island
Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.
Top reviews in Great Diamond Island
Inn at St John Portland In-Town
Inn at St John Portland In-TownValley Street
10/10 Excellent
Good price if you don’t mind a 20 min walk. Had ample parking and room was small but enough for me, had a private bathroom but off a hallway which is fine.
Staff really nice I liked it and recommend, if want to save money by being further out.
Andrew