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Holiday Homes in Great Diamond Island

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Featured Holiday Homes in Great Diamond Island

Luxury King Room with Parlor and Balcony

The price is AU$1,086
includes taxes & fees
7 Sept - 8 Sept
Luxury King Room with Parlor and Balcony

Escape to Positive Outlook

The price is AU$635
includes taxes & fees
27 Aug - 28 Aug
Escape to Positive Outlook

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
Mid Coast Getaway w/ water views

Phenomenal Home on Coast of Maine

8.8 out of 10, Excellent, (42)
"Had a great stay. Killer views!!"
The price is AU$879
includes taxes & fees
9 Sept - 10 Sept
Phenomenal Home on Coast of Maine

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"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. "
The price is AU$874
includes taxes & fees
17 Aug - 18 Aug
Fantastic Waterfront Views

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is AU$471
includes taxes & fees
14 Sept - 15 Sept
Camp Forever cottage

Full sized home

9.8 out of 10, Exceptional, (32)
"Very clean and comfortable. Great care has gone into making it feel like a home well loved."
The price is AU$561
includes taxes & fees
19 Aug - 20 Aug
Full sized home

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is AU$2,450
includes taxes & fees
1 Sept - 2 Sept
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Classic New England Waterfront

Classic New England Waterfront

Bird Watching Paradise @ Waterfront Harpswell with Private Deck

10.0 out of 10, Exceptional, (1)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

9.0 out of 10, Wonderful, (20)
"Nice place, I'd stay again!"
The price is AU$764
includes taxes & fees
20 Aug - 21 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Beautiful 3BR Home with Office in Town of Brunswick with King beds

9.2 out of 10, Wonderful, (5)
"Had a great stay here, the property was clean and came as advertised"
The price is AU$866
includes taxes & fees
17 Aug - 18 Aug
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (20)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is AU$1,645
includes taxes & fees
2 Sept - 3 Sept
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (27)
"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"
The price is AU$2,887
includes taxes & fees
27 Aug - 28 Aug
Waterfront, Luxury, Spacious home in Freeport!

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
The price is AU$900
includes taxes & fees
26 Aug - 27 Aug
30 Acres with Woodland Trails and Playground

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.6 out of 10, Exceptional, (15)
"We had a great time here. It was great."
Spacious Country Home Freeport, Only 5 min to LL Bean!

Willard Square Family Home

9.6 out of 10, Exceptional, (7)
"A funky place. Liked the decor. "
Willard Square Family Home

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AU$458
includes taxes & fees
8 Sept - 9 Sept
Willard Beach–Private Apt Near Portland & Parks

Willard Beach: Cozy Apartment with a King Size Bed

10.0 out of 10, Exceptional, (1)
"Lovely and quiet. Just what I had hoped for. "
Willard Beach: Cozy Apartment with a King Size Bed

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$353
includes taxes & fees
20 Aug - 21 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
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