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Vacation Rentals near Grindstone Neck Golf Course

106 Grindstone Ave, Winter Harbor, Maine 04693-3415
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    Travelers to Winter Harbor are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    30 Matching Rentals in the Winter Harbor AreaView all 33 rentals
    ACADIA National Park. Walk to Ocean, Restaurants. Private Deck Mountain VIEW1 / 58
    (46)Excellent
    Winter Harbor
    0.8 miles from Grindstone Neck Golf Course
    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
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Guptill Cottage on Schoodic Point, Winter Harbor1 / 25
    (4)Excellent
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Schoodic Point Cottage1 / 21
    (2)Excellent
    Winter Harbor
    1.0 miles from Grindstone Neck Golf Course
    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
    Short summary of covid restrictions: 1: Visitors from NY, CT, NJ, Vt and NH are exempted from testing and quarantine and are free to vacation in Maine at will 2: Out-of-state visitors from anywhere else above the age of 18 can fill out a form to certify that they had a negative coronavirus test...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    1.1 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Short summary of covid restrictions: 1: Visitors from NY, CT, NJ, Vt and NH are exempted from testing and quarantine and are free to vacation in Maine at will 2: Out-of-state visitors from anywhere else above the age of 18 can fill out a form to certify that they had a negative coronavirus test...
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    0.9 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    If your looking for a home away from home, this Vacation-rental is the one for you.This newly renovated 1 bedroom, 1 bathroom rental is cute and cozy. The bedroom has a queen size bed.The Fully Stocked Kitchen has lots of cupboard space, a stove and microwave. This property has a front deck...
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    1.0 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    If your looking for a home away from home, this Vacation-rental is the one for you.This newly renovated 1 bedroom, 1 bathroom rental is cute and cozy. The bedroom has a king size bed and the kitchen is fully stocked. This property has a front deck that's a nice place to sit and have your first cup...
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    0.7 miles from Grindstone Neck Golf Course
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    2 bedrooms, 2 full bathrooms, sleeps 5 Only two miles from Acadia National Park/Schoodic Peninsula. Convenient to Bar Harbor and Acadia National Park, Mount Desert Island by short ferry ride. No need for car once there, as the free Islander bus transports you and your bike everywhere on the...
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Winter Harbor
    1.1 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Attractively decorated older one bedroom vacation rental apartment in a quiet coastal village. Recently renovated and refurnished in the winter of 2012 after a long term tenant of thirteen years had a change of circumstances and moved back home to Ohio. In fact, when we had to come up with a name...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    ** AT THIS TIME TAKING RESERVATIONS FROM MAINE RESIDENTS ONLY STARTING JUNE 1ST 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...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Harbor
    1.0 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Anchor Down in this nautically inspired salt box home in the quaint town of Winter Harbor, Maine. Comfortably furnished and well equipped for your vacation getaway. Galley style kitchen with all your cooking needs. The dining area provides comfortable seating for six. Living room space has plenty...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Winter Harbor
    1.6 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    *NOTE: Another vacation rental unit is on-site and other travelers may be present during your stay* Escape the hustle and bustle of everyday life at this 3-bedroom, 2-bathroom vacation rental cabin in Winter Harbor. This hunting chalet is the perfect getaway for groups of 6 looking to explore...
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    Winter Harbor, DownEast and Acadia Maine
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    'Upside Down' House Near Schoodic Point1 / 39
    (29)Excellent
    Winter Harbor
    0.8 miles from Grindstone Neck Golf Course
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town1 / 25
    (32)Very good
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
    1 bedroom apartment in the Village of Winter Harbor1 / 12
    (3)Excellent
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    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
    Cottage Over The Water At Henry Cove1 / 23
    (29)Excellent
    Winter Harbor
    0.6 miles from Grindstone Neck Golf Course
    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
    Very private oceanfront home with westerly views of Frenchman Bay & Acadia.1 / 29
    (12)Very good
    Winter Harbor
    1.4 miles from Grindstone Neck Golf Course
    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
    Schoodic Peninsula, Acadia National Park, Winter Harbor Maine1 / 18
    (30)Excellent
    Winter Harbor
    2.3 miles from Grindstone Neck Golf Course
    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 / 15
    (11)Very good
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    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
    Very quiet area to enjoy part of Acadia National park1 / 17
    (4)Excellent
    Winter Harbor
    1.0 miles from Grindstone Neck Golf Course
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vintage Farmhouse next to Grindstone Golf Course with Harbor & Schoodic views!1 / 24
    (4)Excellent
    Winter Harbor
    0.1 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    Winter Harbor, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The following rentals are within 5 miles of Winter Harbor.
    Brookhouse: A Cottage by the Sea1 / 21
    (4)Excellent
    Prospect Harbor
    3.7 miles from Grindstone Neck Golf Course
    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
    Birch Harbor
    2.6 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 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 6
    ‘Dragonwood Castle’ 3BR Maine Home on Waterfront!1 / 32
    (1)Excellent
    Prospect Harbor
    3.8 miles from Grindstone Neck Golf Course
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Reviewed October 13, 2019
    The footbridge from the parking area to Dragonwood Castle tells you that this is something special from the moment you stop the car. It has everything you expect in a vacation...
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    About this property
    Sitting back 100 feet off the Atlantic Ocean, Dragonwood Castle offers 200 feet of water frontage with glorious sunset reflections across the bay onto the Prospect Harbor Lighthouse. Inside its 2,100 square-feet are 3 decorative levels of living space, plus a small turret that overlooks the ocean...
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    Prospect Harbor, Gouldsboro
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Prospect Harbor
    3.6 miles from Grindstone Neck Golf Course
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    * TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. * PROPERTY OVERVIEW Set on the pristine Schoodic Peninsula, this restored 4BR/2BA cottage provides the ultimate New England retreat. Originally built in 1900, this two-story...
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    Location Information
    Prospect Harbor, Gouldsboro
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Charming Waterfront Winter Harbor Cottage w/Views!1 / 24
    (1)Average
    South Gouldsboro
    1.6 miles from Grindstone Neck Golf Course
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Reviewed August 4, 2018
    There is a lot to like at this vacation cottage (more of a mansion, really). The setting is spectacular. The cottage sits on bluffs overlooking a bay with an island and the...
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    About this property
    **Please note that the owners also have a chalet vacation rental unit on the 13 acre property; other travelers may be present during your stay.** Experience the ultimate retreat at this 4-bedroom, 4.5-bath cottage in Winter Harbor! Fondly known as ‘Summer Harbor Cottage,’ this home began as a...
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    Location Information
    South Gouldsboro, DownEast and Acadia Maine
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Birch Harbor
    4.0 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Discover the rocky shorelines and charming Prospect Harbor village when you stay at this 1-bedroom + loft, 1-bathroom vacation rental cottage! With 2.5 acres of wooded property and accommodations for 8, this home is the perfect peaceful retreat. Look forward to falling asleep to the sound of the...
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    Location Information
    Birch Harbor, Gouldsboro
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 8
    Prospect Harbor
    4.6 miles from Grindstone Neck Golf Course
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the serenity of Acadia's Schoodic Peninsula from the 1860s 'Sea Captain's Home' in the heart of beautiful Downeast Maine. Standing on a 200-acre nature preserve at the head of Sand Cove, just 5 minutes from the spectacular 5000-acre section of Acadia National Park at Schoodic, this...
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    Location Information
    Prospect Harbor, Gouldsboro
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 24
    Prospect Harbor
    3.4 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Explore Maine’s scenic coastline from this 1-bedroom, 1-bath Prospect Harbor vacation rental cottage that hosts 2. Situated on the shores of the Schoodic Peninsula, natural beauty and outdoor activity abound in this prime location. Venture out onto the nearby hiking trails in the Schoodic section...
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    Location Information
    Prospect Harbor, Gouldsboro
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Birch Harbor
    3.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Escape from your daily routine to the scenic Northeastern Coast and stay at this newly built 3-bedroom, 2-bathroom vacation rental home. Featuring a spacious coastal-themed interior with beachy accents, ample natural sunlight, a pristine full kitchen, gas fireplace, and a wraparound deck with sun...
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    Location Information
    Birch Harbor, Gouldsboro
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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