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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 2,360 total
includes taxes & fees
12 Nov - 13 Nov

2. Chic 3-bedroom house in Munjoy Hill with off-street parking.
Chic 3-bedroom house in Munjoy Hill with off-street parking.Munjoy Hill
10.0 out of 10, Exceptional, (10 reviews)
The price is AED 702
AED 1,461 total
includes taxes & fees
11 Nov - 12 Nov

3. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
1200 sq ft ♦ West End Townhouse ♦ Walk to Old PortWest End
8.6 out of 10, Excellent, (64 reviews)
The price is AED 348
AED 1,285 total
includes taxes & fees
9 Nov - 10 Nov

4. 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 2,578
AED 3,899 total
includes taxes & fees
12 Nov - 13 Nov

5. 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 1,945 total
includes taxes & fees
9 Nov - 10 Nov

6. 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 3,175 total
includes taxes & fees
9 Nov - 10 Nov

7. Charming West End Victorian
Charming West End VictorianParkside
The price is AED 872
AED 2,664 total
includes taxes & fees
1 Dec - 2 Dec

8. Spacious Portland Home + Parking
Spacious Portland Home + ParkingParkside
8.6 out of 10, Excellent, (4 reviews)
The price is AED 606
AED 2,238 total
includes taxes & fees
9 Nov - 10 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 710
AED 1,927 total
includes taxes & fees
9 Nov - 10 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 4,664 total
includes taxes & fees
9 Nov - 10 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 10,357 total
includes taxes & fees
9 Nov - 10 Nov

12. 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
11 Nov - 12 Nov

13. Quiet Spot in lovely Freeport neighborhood
Quiet Spot in lovely Freeport neighborhoodFreeport
The price is AED 396
AED 1,259 total
includes taxes & fees
9 Nov - 10 Nov

14. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
The price is AED 450
AED 1,285 total
includes taxes & fees
10 Nov - 11 Nov

15. Newly Renovated Luxury House with Game Room
Newly Renovated Luxury House with Game RoomYarmouth
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 1,225
AED 2,889 total
includes taxes & fees
9 Nov - 10 Nov

16. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown PortlandScarborough
10.0 out of 10, Exceptional, (17 reviews)
The price is AED 1,074
AED 2,316 total
includes taxes & fees
9 Nov - 10 Nov

17. 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 5,869 total
includes taxes & fees
30 Nov - 1 Dec

18. 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 752 total
includes taxes & fees
12 Nov - 13 Nov

19. 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 468
AED 1,303 total
includes taxes & fees
16 Nov - 17 Nov

20. 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
30 Nov - 1 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.
Learn more about Great Diamond Island
Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.












































































































































