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Our top choices for Bailey Island vacation homes

1. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
The price is AED 476
AED 1,314 total
includes taxes & fees
10 Nov - 11 Nov

2. 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 270
AED 618 total
includes taxes & fees
4 Nov - 5 Nov

3. Captains Watch: A Coastal Escape
Captains Watch: A Coastal EscapeWest Point
8.8 out of 10, Excellent, (3 reviews)
The price is AED 404
AED 839 total
includes taxes & fees
4 Nov - 5 Nov

4. 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

5. 2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
9.8 out of 10, Exceptional, (7 reviews)
The price is AED 482
AED 865 total
includes taxes & fees
8 Nov - 9 Nov

6. Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.4 out of 10, Exceptional, (23 reviews)
The price is AED 463
AED 902 total
includes taxes & fees
4 Nov - 5 Nov

7. 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 504
AED 1,343 total
includes taxes & fees
17 Nov - 18 Nov

8. 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)

9. 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
6 Nov - 7 Nov

10. Quiet Spot in lovely Freeport neighborhood
Quiet Spot in lovely Freeport neighborhoodFreeport
The price is AED 520
AED 1,402 total
includes taxes & fees
4 Nov - 5 Nov

11. Casco Bay Oceanfront Retreat by Everrow
Casco Bay Oceanfront Retreat by EverrowFreeport
10.0 out of 10, Exceptional, (13 reviews)

12. Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to BowdoinBrunswick
8.8 out of 10, Excellent, (28 reviews)
The price is AED 606
AED 1,465 total
includes taxes & fees
1 Dec - 2 Dec

13. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & LuxuryHarpswell
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 2,149
AED 7,975 total
includes taxes & fees
4 Nov - 5 Nov

14. Guest Room + Bath. Private Entrance. Walk to everything, Large yard,
Guest Room + Bath. Private Entrance. Walk to everything, Large yard,Bath
8.0 out of 10, Very good, (31 reviews)
The price is AED 410
AED 619 total
includes taxes & fees
5 Nov - 6 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 1,069
AED 2,658 total
includes taxes & fees
8 Nov - 9 Nov

16. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.Bath
8.2 out of 10, Very good, (21 reviews)
The price is AED 419
AED 625 total
includes taxes & fees
4 Nov - 5 Nov

17. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick 3BR Bungalow By Bowdoin With Fenced-In BackyardBrunswick
10.0 out of 10, Exceptional, (5 reviews)

18. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1200 sq ft ♦ West End Townhouse ♦ Perfect LocationWest End
8.6 out of 10, Excellent, (64 reviews)
The price is AED 411
AED 1,357 total
includes taxes & fees
9 Nov - 10 Nov

19. 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

20. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/ACGeorgetown
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 774
AED 1,388 total
includes taxes & fees
4 Nov - 5 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.
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Top Bailey Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
10/10 Excellent































































