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Vacation Rentals near Grindstone Neck of Maine

311 Newman St, Winter Harbor, Maine 04693-3114
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    Travelers to Winter Harbor are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 31 Rentals in Winter Harbor
    ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW1 / 58
    (46)Excellent
    0.6 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captain Guptill House steps from the waters edge in Winter Harbor1 / 21
    (5)Excellent
    1.1 miles from Grindstone Neck of Maine
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Guptill Cottage on Schoodic Point, Winter Harbor1 / 25
    (4)Excellent
    1.1 miles from Grindstone Neck of Maine
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Schoodic Point Cottage1 / 21
    (2)Excellent
    0.1 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed September 3, 2018
    This cottage was the best rental we have ever had the pleasure to stay in. Just about everything you could need for a visit to the rock bound coast of Maine. First order of...
    Reviewed August 6, 2018
    This cottage was the perfect rustic vacation rental we have ever had. Super clean and comfortable. It had everything we needed for a vacation on the beautiful Maine coast. There...
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    About this property
    Warm and cozy vacation cottage/cabin built the winter of 2007-08. It was built with your vacation in mind, a place having some illusion of being rustic and with all the comforts and conveniences of home. Pictures of the interior don't convey the ambiance inside. You have to see it. Especially in...
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.0 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
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    About this property
    Originally built in the early 1930's as a seaside chicken coop. Years later it was then used for building a few small boats so they could be pushed out the side and into the water. After falling into extreme disrepair and with new ownership, the rebuilding process began. The entire structure...
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Clean and quiet Main Street Rental with Winter Harbor hospitality1 / 45
    (12)Excellent
    0.8 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town1 / 31
    (85)Very good
    0.9 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Guptill Cottage on Schoodic Point, Winter Harbor1 / 15
    (4)Excellent
    1.0 miles from Grindstone Neck of Maine
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Spacious, modern, & private, with grand views from a hill-top location.1 / 20
    (29)Excellent
    1.2 miles from Grindstone Neck of Maine
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Clean, quiet, Main Street Rental with Winter Harbor hospitality1 / 29
    (11)Very good
    0.8 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming Waterfront Winter Harbor Cottage w/Views!1 / 24
    (5)Average
    1.2 miles from Grindstone Neck of Maine
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk1 / 50
    (91)Very good
    0.6 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Winter Harbor, Acadia, Schoodic Peninsula, Frenchman's Bay Home, Henry's Cove1 / 44
    (54)Excellent
    0.6 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 bedroom apartment in the Village of Winter Harbor1 / 12
    (19)Excellent
    0.8 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.2 miles from Grindstone Neck of Maine
    9 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 9 Bedrooms, 7 Bathrooms, Sleeps 24
    Amazing Ocean View!!!1 / 16
    (63)Excellent
    1.1 miles from Grindstone Neck of Maine
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Down East Maine modern, well  equipped cottage in heart of coastal Winter Harbor1 / 10
    (32)Excellent
    0.6 miles from Grindstone Neck of Maine
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Victorian Cottage In DownEast Winter Harbor with Ocean Views, Extensive Gardens1 / 50
    (51)Excellent
    0.8 miles from Grindstone Neck of Maine
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Schoodic Peninsula, Acadia National Park, Winter Harbor Maine1 / 18
    (70)Excellent
    2.0 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 bedroom apartment in the Village of Winter Harbor1 / 13
    (33)Excellent
    0.8 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bell Tent by Acadia National Park1 / 6
    (2)Excellent
    0.8 miles from Grindstone Neck of Maine
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.6 miles from Grindstone Neck of Maine
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    1.3 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.0 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Escape to our cozy camp that has been completely renovated, located on Jones Pond, just two miles from the Schoodic Peninsula in Acadia National Park. This 467 acre lake is known for boating, kayaking, swimming and fishing. Located on a private drive with only three homes, this home offers...
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    Gouldsboro, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Oceanfront Home w/crashing surf in Schoodic/Acadia1 / 26
    (6)Excellent
    3.7 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed November 3, 2015
    Over the years we have stayed at different locations along the coast of Maine, My wife and I think this was the top spot for a relaxing vacation. The house sits on a dead end...
    Reviewed September 19, 2014
    The home we stayed in on the Schoodic Peninsula was beautiful. Every morning we sat out on the deck and had our coffee watching the eagles fly overhead. We saw deer, raccoons...
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    About this property
    Just minutes from the spectacular Schoodic Peninsula and within the boundaries of Acadia National Park, this beautiful three bedroom, two bath home with gorgeous views of the ocean is located in Lighthouse Point, an exclusive community of high end homes situated just behind Prospect Harbor...
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    Gouldsboro, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront Schoodic Peninsula Log Home - 3 Bedrooms, 2.5 Baths Air-Conditioned1 / 32
    (9)Excellent
    4.7 miles from Grindstone Neck of Maine
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed September 29, 2019
    We fell in love with this property as we drove down the driveway! The views are amazing!! It is so peaceful and serene. With the dramatic tides, the views are ever changing. The...
    Reviewed August 25, 2017
    This was our second stay in the Schoodic Log Home. We fell in love with the beautiful setting and lovely home last year and decided we had to come back. To our surprise, as...
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    About this property
    Beautiful coastal contemporary log home with 650 feet of shoreline located on the Schoodic Peninsula in Gouldsboro, ME. Serene and private setting on 12.5 acres this property beckons those who enjoy magnificent waterfront views and the scenic beauty of Downeast Maine's pink granite shoreline....
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    Gouldsboro, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Brookhouse: A Cottage by the Sea1 / 21
    (4)Excellent
    3.0 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed August 24, 2016
    You can sit in the living room, look out on a timeless view of water, rocks and the endless points of spruce and fir along the shoreline. It is a comfortable cottage, good...
    Reviewed August 17, 2016
    It was our second time staying at Brookhouse. The view can't be beat and the location is ideal for beautiful Schoodic hiking and nature trails. Its also and an easy drive to...
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    About this property
    BROOKHOUSE, a cozy cottage nestled between Forbes Pond Stream & Prospect Harbor Bay - a stones throw to the ocean and fresh water stream in Prospect Harbor. A perfect retreat! 2 bedrooms, full bath, laundry and spectacular view. Perfect for one or two couples. Close to Acadia National Park.
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    Prospect Harbor, Gouldsboro
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    'Tugwassa' On Down East Jones Pond- poet's cottage1 / 31
    (30)Excellent
    4.2 miles from Grindstone Neck of Maine
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed August 10, 2021
    We spent a lovely week at the Poet's Cottage. The location is lovely, right on Jones Pond, where we could Kayak long distances in owner's boats. Geese, ducks and cormorants...
    Reviewed September 3, 2020
    Anne is a wonderful host and the cottage is perfect for a relaxing getaway. The setup was perfect for my family and provided ample opportunities for my sons to enjoy nature...
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    About this property
    Quaint family owned efficiency rustic cabin in West Gouldsboro on the Schoodic Peninsula in Downeast Maine. It is located on a quiet cove of Jones Pond, a 467 acre pond suitable for boating, swimming & fishing. Explore the pond in a canoe or rowboat or kayaks provided for your use. Bring your...
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    Gouldsboro, DownEast and Acadia Maine
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.4 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    The Settlers House is the oldest remaining home on Schoodic Point. The home has a warmth & serenity that is difficult to put into words. Except for all the modern conveniences it feels like my Great-Grandmothers house once felt. Even though we love staying here ourselves it's easier to let our...
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    Birch Harbor, Gouldsboro
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Lobster Cottage - Ultimate Coastal Getaway1 / 26
    (1)Excellent
    3.1 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed January 13, 2022
    This place has *exactly* everything I imagined I wanted in my Maine vacation. All the charm of what I expected in an old Maine coastal home, yet re-done in a very comfortable...
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    About this property
    A charming retreat for the ultimate coastal getaway, this 3BR/2BA waterfront home on the Schoodic Peninsula offers bucolic bliss. Highlights of this idyllic escape include a well-appointed living room, a harbor-view sunroom with cozy wicker rockers, four flat-screen TVs, and a spacious balcony with...
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    Prospect Harbor, Gouldsboro
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.4 miles from Grindstone Neck of Maine
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located across the street from the harbor, this 3BR/2BA home boasts amazing views and classic coastal charm. Start your vacation days with morning coffee on the water-view patio. Later, paddle a kayak on the harbor or rent bikes to cruise to the Prospect Harbor Lighthouse. A secluded back patio...
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    Location Information
    Prospect Harbor, Gouldsboro
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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