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Vacation Rentals in Bailey Island, ME

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    $249 Average
    $1,000+
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    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $350
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    1 / 22
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    $300
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    1 / 33
    5 of 5 stars (5) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    $271
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    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $175
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    About this property
    The perfect seaside retreat, Mackerel Cove Condo is conveniently located on Bailey Island overlooking scenic Mackerel Cove, just a short walk away from public beaches, local stores, seafood restaurants, and all the beautiful sights and walking trails Harpswell has to offer including the historic... View all property information
    Location Information
    Bailey Island, Maine
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $1,100
    / Week
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    Nestled in a canopy of green with beautiful westerly views of Broad Sound to Casco Bay with 185ft of private shoreline, Bober Cottage has the perfect setting for your romantic getaway to the coast of Maine. You’ll love the privacy the landscape has to offer, while being just seconds from local... View all property information
    Location Information
    Bailey Island, Maine
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $1,500
    / Week
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    • Pet-friendly
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    About this property
    Enjoy this quaint, coastal, and completely renovated, 1930s cottage, situated on the scenic eastern shores of coveted Bailey Island. This beautifully decorated, and well appointed interior offers spectacular open ocean views from every room, while the exterior boasts a spacious stone patio, rolling... View all property information
    Location Information
    Bailey Island, Maine
    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $200
    / Night
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    • Pet-friendly
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    About this property
    Home Port has undergone a foundation-up renovation completed in August 2011. The house modernization design allows you to enjoy the magnificent view of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobster-men, this home enjoys a desirable... View all property information
    Location Information
    Bailey Island, Maine
    4 of 5 stars Reviewed September 3, 2012
    This is our 2nd visit of Home Port on Bailey Island in as many years, We truly love the slow and relaxing pace of the island. The staff of Homes and Harbors are wonderful. The...
    5 of 5 stars Reviewed August 30, 2012
    A completely rebuilt charming house in a great location. The view in all directions was beautiful. The kids had fun at the hidden beach in the back of the house that had a rock...
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    1 / 34
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    $350
    / Night
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • ?
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    About this property
    Summer Salt is an excellent waterfront property located on Bailey Island. The property offers magnificent open ocean views of Casco Bay and views of Ragged Island. Standing outside on the large back yard, one can hear the sound of the waves crashing on the pebbly shoreline. The sounds and views of... View all property information
    Location Information
    Bailey Island, Maine
    5 of 5 stars Reviewed September 15, 2015
    My family stayed here for a long weekend in September, the weekend after Labor Day. There were eleven of us in total, all adults with no children. My mom actually found the place...
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    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $225
    / Night
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    Amenities & Details
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Bailey Island waterfront, bold surf, private, updated and location, location, location! This cozy, oceanfront cottage on Bailey Island oversees what was once called 'the most spectacular view in North America'. The ocean surrounds you and provides views from every window. The cottage itself... View all property information
    Location Information
    Bailey Island, Maine
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