Bailey Island Vacation Rentals - HolidayHomes base64Hash Bailey Island Vacation Rentals - HolidayHomes

Bailey Island Vacation Rentals

Browse 123 available vacation homes and compared across 2 trusted partners

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Top-Rated Vacation rentals on Bailey Island

Book the highest-rated Bailey Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Bailey Island
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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House Bailey Island
Vacation home with garden, terrace & grill
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House Bailey Island
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
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House Bailey Island
Shady Potts Point Cottage Cooled by Ocean Breezes
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House Bailey Island
Johnson Homestead. One level living, ocean view with semi-private beach access.
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Apartment Bailey Island
Apartment with patio & garden
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Cabin Bailey Island
Cottage with BBQ, yard & terrace | Nature view
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House Bailey Island
Vacation home with grill & terrace
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House Bailey Island
Oceanfront 4 bed, 3 bath colonial beach home, right on Casco Bay!
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Cabin Bailey Island
Cottage with barbeque, yard & patio
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Cabin Bailey Island
Family-friendly nice cottage with yard & patio
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Condo Bailey Island
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
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Cabin Bailey Island
Secluded Casco Bay Waterfront Cabin
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House Bailey Island
House | Nature view | Next to the beach
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Cabin Bailey Island
Little Harbor - Crashing surf, sunrise views from this perfect Maine getaway.
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Top 15 most Recommended Vacation Rentals on Bailey Island

Discover your ideal Bailey Island vacation rental with real-time comparisons of 123 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Bailey Island
Cabin ∙ 4 guests ∙ 1 bedroom

79 m² Cabin

Bailey Island, Harpswell, Maine, United States
Cozy cabin in Harpswell with a capacity for 4, featuring a fireplace and a spacious yard for outdoor enjoyment.
from $217
per night
(168)
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Cabin Bailey Island
3 guests ∙ 1 bedroom

Cabin

Bailey Island, Harpswell, Maine, United States
This cozy cabin in Harpswell accommodates 3 guests and features a beautiful waterfront view.
from $183
per night
(14)
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House Bailey Island
House ∙ 5 guests ∙ 3 bedrooms

153 m² House

Bailey Island, Harpswell, Maine, United States
This house rental in Harpswell accommodates 5 guests and features a cozy fireplace for a warm and inviting stay.
from $267
per night
(77)
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House Bailey Island
8 guests ∙ 2 bedrooms

House

Bailey Island, Harpswell, Maine, United States
This Harpswell house rental accommodates 8 guests and features a spacious yard perfect for family gatherings and outdoor fun.
from $352
per night
(31)
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House Bailey Island
6 guests ∙ 3 bedrooms

House

Bailey Island, Harpswell, Maine, United States
This house rental in Harpswell accommodates 6 guests and features a kitchen for convenient meal preparation.
from $404
per night
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Cabin Bailey Island
Cabin ∙ 3 guests ∙ 1 bedroom

42 m² Cabin

Bailey Island, Harpswell, Maine, United States
Cozy cabin on Orr's Island accommodates 3 guests and features a kitchen for convenient meal preparation.
from $294
per night
(30)
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House Bailey Island
House ∙ 2 guests ∙ 2 bedrooms

86 m² House

Bailey Island, Harpswell, Maine, United States
Charming house rental on Orr's Island for 2 guests featuring a fully equipped kitchen and stunning ocean views.
from $202
per night
(8)
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Apartment Bailey Island
Apartment ∙ 6 guests ∙ 2 bedrooms

87 m² Apartment

Bailey Island, Harpswell, Maine, United States
This 6-person apartment rental on Bailey Island features a balcony with stunning views and is perfect for a family getaway.
from $302
per night
(46)
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Apartment Bailey Island
2 guests ∙ 1 bedroom

Apartment

Bailey Island, Harpswell, Maine, United States
This cozy apartment rental on Bailey Island accommodates 2 guests and features a lovely balcony for relaxing views.
from $292
per night
(23)
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