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Vacation Rentals in Bailey Island, ME

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    $249 Average
    $1,000+
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    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $1,500
    / Week
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    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $225
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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
    / Night
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    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $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 / 22
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    From
    $300
    / Night
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    About this property
    Four Winds, offering spectacular southeasterly open ocean views of Casco Bay and out to open ocean, and northerly views into scenic Basin Cove, this spacious (over 3.5 acres) property is a vacation boater's (and water enthusiasts) dream property. Offering deep water dock, anchorage, pocket beach,... View all property information
    Location Information
    Bailey Island, Maine
    1 / 34
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
    From
    $350
    / Night
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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 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $1,100
    / Week
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    • 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 / 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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    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    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 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $350
    / Night
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Perched on a hill with stunning westerly views of Casco Bay, this newly renovated turn-of-the-century summer cottage offers a spacious covered porch to watch the breathtaking sunsets, a meticulously maintained yard for all the family to gather on beautiful summer days, and located just over the... View all property information
    Location Information
    Bailey Island, Maine
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