A calm sea with a sailboat and rocky coastline.

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Our top choices for Great Diamond Island historic hotels

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (66 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AED 1,084
AED 1,738 total
includes taxes & fees
2 Aug - 3 Aug
Centerview cottage

Coastal Waterfront Retreat with Sauna, Kayaks & Fire Pit, Freeport, Near LL Bean

Coastal Waterfront Retreat with Sauna, Kayaks & Fire Pit, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (21 reviews)
"Very relaxing and quiet. Hosts were very accommodating "
United States
Heidi T.
The price is AED 3,460
AED 5,503 total
includes taxes & fees
10 Aug - 11 Aug
Coastal Waterfront Retreat with Sauna, Kayaks & Fire Pit, Freeport, Near LL Bean

Fall In Love With Portland!

Fall In Love With Portland!
Munjoy Hill
9.4 out of 10, Exceptional, (143 reviews)
"Host was great as well as the accommodations. The place was very clean ."
United States
Lisa B.
The price is AED 2,200
AED 3,655 total
includes taxes & fees
1 Aug - 2 Aug
Fall In Love With Portland!

Penthouse Two Master Waterfront Suite with Rooftop

Penthouse Two Master Waterfront Suite with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (266 reviews)
"This was one of the most spectacular places we have ever stayed. The views are amazing and the place is just incredible. We really look forward to our next visit!"
United States
Daryl R.
The price is AED 3,632
AED 5,436 total
includes taxes & fees
9 Aug - 10 Aug
Penthouse Two Master Waterfront Suite with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (200 reviews)
"We’ve stayed here several times and have had a wonderful experience each time. The property was clean and comfortable and the host was very responsive. Highly recommended!"
United States
Arthur B.
The price is AED 4,020
AED 5,919 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront Two Master Suite Penthouse with Rooftop

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (234 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
The price is AED 3,349
AED 4,772 total
includes taxes & fees
23 Aug - 24 Aug
Downtown Penthouse Suite - Stunning Harbor Views

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (181 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is AED 1,458
AED 2,158 total
includes taxes & fees
10 Aug - 11 Aug
Glorious getaway on Portland's Eastern Promenade.

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (138 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AED 981
AED 1,457 total
includes taxes & fees
3 Aug - 4 Aug
Adorable Portland getaway on the Eastern Promenade

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,720 reviews)
"Had a very nice stay."
United States
Max
The price is AED 1,121
AED 1,240 total
includes taxes & fees
30 Jul - 31 Jul
Portland Regency Hotel & Spa

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is AED 1,041
AED 1,736 total
includes taxes & fees
3 Aug - 4 Aug
City Amenities, Casco Bay Sunrises and Natural Beauty
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.

Top Great Diamond Island Hotel Reviews

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