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Our top choices for Great Diamond Island vacation homes

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AED 579
AED 990 total
includes taxes & fees
25 Jun - 26 Jun
Mid Coast Getaway w/ water views

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (9 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
The price is AED 448
AED 1,257 total
includes taxes & fees
16 Jul - 17 Jul
1 Mi to Maine Street! MCM-Style Home in Brunswick

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
Fully Updated Airy Historic Home in South Freeport

Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AED 595
AED 1,413 total
includes taxes & fees
30 Jun - 1 Jul
Tranquility between the Lakes & Sea

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (62 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 1,758 total
includes taxes & fees
23 Jun - 24 Jun
Centerview cottage

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,345 total
includes taxes & fees
27 Jun - 28 Jun
Camp Forever cottage

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AED 744
AED 1,347 total
includes taxes & fees
23 Jun - 24 Jun
Full sized home

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
The price is AED 779
AED 1,645 total
includes taxes & fees
16 Jul - 17 Jul
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (8 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is AED 1,054
AED 2,071 total
includes taxes & fees
23 Jun - 24 Jun
⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

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

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AED 1,286
AED 2,286 total
includes taxes & fees
6 Jul - 7 Jul
Beautiful 3BR Home with Office in Town of Brunswick with King beds

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AED 1,273
AED 1,819 total
includes taxes & fees
5 Jul - 6 Jul
2 bedroom w/ expansive water views

Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!

Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!
Old Orchard Beach
9.4 out of 10, Exceptional, (3 reviews)
The price is AED 1,510
AED 2,566 total
includes taxes & fees
12 Jul - 13 Jul
Beautiful Modern Beach House In Old Orchard Beach! w/ optional In-Law Apartment!

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

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
9.0 out of 10, Wonderful, (27 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is AED 808
AED 1,794 total
includes taxes & fees
23 Jun - 24 Jun
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

•Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
The price is AED 1,026
AED 2,423 total
includes taxes & fees
25 Jun - 26 Jun
•Peaceful Private Freeport 2 BR Home on the Ocean•

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Incredible location right in downtown Freeport, and an even better host. We will definitely be staying with Jared again."
United States
Jake P.
The price is AED 1,025
AED 2,678 total
includes taxes & fees
23 Jun - 24 Jun
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

• Quiet 3BR Home Close to Biddeford Beaches

• Quiet 3BR Home Close to Biddeford Beaches
Biddeford
The price is AED 1,387
AED 3,282 total
includes taxes & fees
8 Jul - 9 Jul
• Quiet 3BR Home Close to Biddeford Beaches

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (15 reviews)
"The place was great, lot's of room for everyone. It was easy to drive around to where we were going. We would definitely recommend this place. "
United States
Robin T.
The price is AED 1,091
AED 2,503 total
includes taxes & fees
5 Jul - 6 Jul
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
8.0 out of 10, Very Good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is AED 1,055
AED 2,571 total
includes taxes & fees
7 Jul - 8 Jul
Huge New Townhome 10mins from the Beach

Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (1 review)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is AED 1,942
AED 4,246 total
includes taxes & fees
28 Jun - 29 Jun
Luxe 5 Bed/ 3 Bath with Game Room & AC
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