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

Bailey Island Vacation Rentals

Browse 121 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
Maine Oceanfront Home
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Cabin Bailey Island
Waterfront Family Bungalow on Beautiful Potts Harbor
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House Bailey Island
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
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Cabin Bailey Island
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
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House Bailey Island
Shady Potts Point Cottage Cooled by Ocean Breezes
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House Bailey Island
House with garden, barbeque & patio | Nature view
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Cabin Bailey Island
Cottage with BBQ, yard & terrace | Nature view
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Cabin Bailey Island
Cottage with barbeque, patio & yard
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House Bailey Island
Oceanfront 4 bed, 3 bath colonial beach home, right on Casco Bay!
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House Bailey Island
Unique Waterfront Experience
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House Bailey Island
Vacation home with grill & terrace
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Apartment Bailey Island
The Beach House Bailey Island Maine
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Cabin Bailey Island
Private Water Access and Dock, Amazing Sunsets and Ocean Views in Historic House
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Cabin Bailey Island
Family-friendly nice cottage with yard & patio
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Cabin Bailey Island
A quintessential Maine cottage experience, captivating guests of all ages
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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 121 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Bailey Island
Cabin ∙ 5 guests ∙ 2 bedrooms

Cottage with barbeque & patio

Bailey Island, Harpswell, Maine, United States
This cozy cabin on Bailey Island accommodates 5 guests and features a family-friendly kitchen for memorable meals.
from $178
per night
(22)
View deal
House Bailey Island
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with yard, barbecue & terrace | Nature view | Suitable for remote work | Pets are welcome

Bailey Island, Harpswell, Maine, United States
This house rental in South Harpswell accommodates 10 guests and features a cozy fireplace for warm gatherings.
from $545
per night
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House Bailey Island
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful house with BBQ & terrace | Pets are welcome

Bailey Island, Harpswell, Maine, United States
This house rental in Harpswell accommodates 6 guests and features a kitchen for convenient meal preparation.
from $336
per night
(1)
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Cabin Bailey Island
Cabin ∙ 5 guests ∙ 2 bedrooms

Child-friendly lovely cottage with BBQ & terrace | Nature view | Pet-friendly

Bailey Island, Harpswell, Maine, United States
This cozy cabin in Bailey Island accommodates 5 guests and features a family-friendly kitchen for a comfortable stay.
from $228
per night
(22)
View deal
Cabin Bailey Island
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-oriented lovely cottage with barbecue

Bailey Island, Harpswell, Maine, United States
This cozy cabin in South Harpswell accommodates 6 guests and features a charming fireplace for warm gatherings.
from $600
per night
(32)
View deal
House Bailey Island
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with garden, BBQ & patio | Nature view

Bailey Island, Harpswell, Maine, United States
This house rental in Bailey Island accommodates 6 guests and features beach access for a perfect seaside getaway.
from $554
per night
(282)
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Cabin Bailey Island
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin with garden & grill

Bailey Island, Harpswell, Maine, United States
Cozy cabin on Orr's Island accommodates 4 guests and features a beautiful waterfront for relaxation and outdoor activities.
from $298
per night
(43)
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House Bailey Island
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly lovely vacation home with yard & barbeque | Nature view

Bailey Island, Harpswell, Maine, United States
This house rental in Bailey Island accommodates 8 guests and features a spacious yard for outdoor activities.
from $434
per night
(97)
View deal
House Bailey Island
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ & yard

Bailey Island, Harpswell, Maine, United States
Charming house rental in South Harpswell accommodates 6 guests and features a spacious yard for outdoor enjoyment.
from $296
per night
(4)
View deal

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