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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Vacation Homes in Great Diamond Island

Our top choices for Great Diamond Island vacation homes

Escape to Positive Outlook
Dining

Escape to Positive Outlook

The price is SAR 394
SAR 801 total
includes taxes & fees
28 Sep - 29 Sep
Escape to Positive Outlook
Camp Forever cottage
Outdoor dining

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 SAR 559
SAR 1,096 total
includes taxes & fees
15 Sep - 16 Sep
Camp Forever cottage
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is SAR 394
SAR 667 total
includes taxes & fees
28 Sep - 29 Sep
Private Entrance Residential Portland
Mid Coast Getaway w/ water views
TV

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."
The price is SAR 591
SAR 1,052 total
includes taxes & fees
2 Sep - 3 Sep
Mid Coast Getaway w/ water views
Willard Beach–Private Apt Near Portland & Parks
Interior

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is SAR 361
SAR 913 total
includes taxes & fees
8 Sep - 9 Sep
Willard Beach–Private Apt Near Portland & Parks
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (36)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is SAR 760
SAR 1,356 total
includes taxes & fees
2 Sep - 3 Sep
Full sized home
Serenity between the lakes and seashore
Interior

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (21)
"Good location near lots of hiking and not far from Portland "
The price is SAR 484
SAR 1,313 total
includes taxes & fees
1 Sep - 2 Sep
Serenity between the lakes and seashore
Sauna & fire table near Portland's Back Cove
Terrace/patio

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is SAR 658
SAR 1,396 total
includes taxes & fees
7 Sep - 8 Sep
Sauna & fire table near Portland's Back Cove
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Fridge, microwave, oven, stovetop

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 SAR 1,688
SAR 4,671 total
includes taxes & fees
29 Sep - 30 Sep
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is SAR 806
SAR 1,807 total
includes taxes & fees
3 Sep - 4 Sep
Luxury on Back Cove - Three Gables
Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is SAR 732
SAR 1,712 total
includes taxes & fees
24 Sep - 25 Sep
Orchid Harbor, Bailey Island 3BR
Bright 3 bedroom located in the heart of OOB
Dining

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (4)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
The price is SAR 563
SAR 1,521 total
includes taxes & fees
2 Sep - 3 Sep
Bright 3 bedroom located in the heart of OOB
Waterfront, Luxury, Spacious home in Freeport!
Terrace/patio

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (27)
"We had a great time staying at this property. Very clean, big, and great accommodations for a group of 12 females. The hosts were excellent, and super responsive. We would definitely recommend this house to others! "
Waterfront, Luxury, Spacious home in Freeport!
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3 bedrooms, desk, iron/ironing board, travel crib

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

10.0 out of 10, Exceptional, (4)
"Very clean "
The price is SAR 709
SAR 1,690 total
includes taxes & fees
24 Sep - 25 Sep
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Fantastic Waterfront Views
3 bedrooms, WiFi

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 SAR 1,182
SAR 1,893 total
includes taxes & fees
29 Sep - 30 Sep
Fantastic Waterfront Views
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Private kitchen

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!"
The price is SAR 1,126
SAR 1,959 total
includes taxes & fees
29 Sep - 30 Sep
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

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 SAR 469
SAR 859 total
includes taxes & fees
3 Sep - 4 Sep
Charming Studio apartment with WiFi, AC in welcoming Portland
Entire Modern Chic Home in Windham
Fridge, microwave, oven, stovetop

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is SAR 844
SAR 1,738 total
includes taxes & fees
2 Sep - 3 Sep
Entire Modern Chic Home in Windham
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Fridge, microwave, oven, stovetop

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 SAR 1,219
SAR 2,213 total
includes taxes & fees
2 Sep - 3 Sep
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very Good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is SAR 394
SAR 672 total
includes taxes & fees
8 Sep - 9 Sep
Studio Unit Walkable Everywhere
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