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Our top choices for Great Diamond Island vacation homes

1. Willard Square Family Home
Willard Square Family HomeWillard Beach
9.8 out of 10, Exceptional, (13 reviews)
The price is AED 1,315
AED 2,248 total
includes taxes & fees
16 Nov - 17 Nov

2. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old PortEast Deering
10.0 out of 10, Exceptional, (85 reviews)
The price is AED 2,562
AED 3,701 total
includes taxes & fees
16 Nov - 17 Nov

3. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
1200 sq ft ♦ West End Townhouse ♦ Walk to Old PortWest End
8.4 out of 10, Very good, (65 reviews)

4. Modern & Sunny East End House.
Modern & Sunny East End House.Munjoy Hill
10.0 out of 10, Exceptional, (51 reviews)
The price is AED 1,146
AED 1,857 total
includes taxes & fees
16 Nov - 17 Nov

5. Spacious 4-bedroom house located in the heart of Portland, ME.
Spacious 4-bedroom house located in the heart of Portland, ME.Munjoy Hill
10.0 out of 10, Exceptional, (23 reviews)
The price is AED 1,855
AED 3,027 total
includes taxes & fees
16 Nov - 17 Nov

6. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10North Deering
9.4 out of 10, Exceptional, (17 reviews)
The price is AED 1,521
AED 2,806 total
includes taxes & fees
22 Nov - 23 Nov

7. Charming West End Victorian
Charming West End VictorianParkside
The price is AED 781
AED 2,556 total
includes taxes & fees
2 Dec - 3 Dec

8. Spacious Portland Home + Parking
Spacious Portland Home + ParkingParkside
8.6 out of 10, Excellent, (4 reviews)
The price is AED 606
AED 2,138 total
includes taxes & fees
16 Nov - 17 Nov

9. The 87th Townhome by Everrow
The 87th Townhome by EverrowWest End
9.6 out of 10, Exceptional, (11 reviews)
The price is AED 617
AED 1,733 total
includes taxes & fees
16 Nov - 17 Nov

10. Steps to Old Port, balcony, private outdoor space
Steps to Old Port, balcony, private outdoor spaceDowntown Portland
The price is AED 2,468
AED 4,548 total
includes taxes & fees
16 Nov - 17 Nov

11. Charming Historic Estate | In-town location
Charming Historic Estate | In-town locationWest End
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 6,913
AED 9,877 total
includes taxes & fees
16 Nov - 17 Nov

12. Quiet Spot in lovely Freeport neighborhood
Quiet Spot in lovely Freeport neighborhoodFreeport
The price is AED 396
AED 1,259 total
includes taxes & fees
16 Nov - 17 Nov

13. Fully Updated Airy Historic Home in South Freeport
Fully Updated Airy Historic Home in South FreeportFreeport
10.0 out of 10, Exceptional, (1 review)
The price is AED 525
AED 1,694 total
includes taxes & fees
16 Nov - 17 Nov

14. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
The price is AED 602
AED 1,448 total
includes taxes & fees
13 Dec - 14 Dec

15. Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.2 out of 10, Wonderful, (12 reviews)
The price is AED 386
AED 736 total
includes taxes & fees
16 Nov - 17 Nov

16. Classic New England Waterfront House Big Lawn Beautiful Sunrise
Classic New England Waterfront House Big Lawn Beautiful SunriseHarpswell
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 1,286
AED 5,597 total
includes taxes & fees
30 Nov - 1 Dec

17. Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (10 reviews)
The price is AED 443
AED 1,278 total
includes taxes & fees
17 Nov - 18 Nov

18. Heated Game Room, Coastal Maine Cape Sleeps 10
Heated Game Room, Coastal Maine Cape Sleeps 10Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 1,664
AED 3,331 total
includes taxes & fees
16 Nov - 17 Nov

19. Full sized home
Full sized homeHarpswell
9.8 out of 10, Exceptional, (80 reviews)
The price is AED 735
AED 1,277 total
includes taxes & fees
1 Dec - 2 Dec

20. Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!Windham
9.8 out of 10, Exceptional, (43 reviews)
The price is AED 765
AED 2,427 total
includes taxes & fees
22 Nov - 23 Nov
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.
Learn more about Great Diamond Island
Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.












































































































































