Holiday Homes in Great Diamond Island
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Our top choices for Great Diamond Island holiday homes
Escape to Positive Outlook
Escape to Positive OutlookWest Point
10.0 out of 10, Exceptional, (2)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
Gregory M.
The price is AU$308
includes taxes & fees
15 Dec - 16 Dec
Camp Forever cottage
Camp Forever cottageHarpswell
9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
Debra S.
The price is AU$552
includes taxes & fees
31 Dec - 1 Jan 2026
Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
Diana H.
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3BR Coastal Gem with a 5 Min Drive to Ocean FunOld Orchard Beach
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
Terry
The price is AU$535
includes taxes & fees
5 Jan - 6 Jan 2026
The Outlet Studio, Rustic Comfort w Fireplace
The Outlet Studio, Rustic Comfort w FireplaceFreeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
Deanna S.
The price is AU$241
includes taxes & fees
15 Dec - 16 Dec
Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
Heather S.
The price is AU$468
includes taxes & fees
12 Dec - 13 Dec
The price is AU$388
includes taxes & fees
24 Dec - 25 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to BowdoinBrunswick
8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
Ronnie C.
The price is AU$581
includes taxes & fees
15 Dec - 16 Dec
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 Great Diamond Island Hotel Reviews
Hampton Inn Portland Downtown - Waterfront
10/10 Excellent
Find out more about Great Diamond Island
Great Diamond Island Holiday Homes information
Number of reviews | 304 |
|---|---|
Accommodation | 569 Holiday Homes |
Lowest Price | AU$241 |
Highest Price | AU$1,075 |
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