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Holiday Homes in Winter Harbor

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    Travellers to Winter Harbor are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 18 Rentals in Winter Harbor
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    ACADIA National Park. Walk to Ocean, Restaurants. PRIVATE Deck w/Mountain View1 / 58
    (46)Excellent
    Winter Harbor
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Schoodic Point Cottage1 / 19
    (2)Excellent
    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Guptill Cottage on Schoodic Point, Winter Harbor1 / 25
    (2)Excellent
    Winter Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Washer
    • Central Heating
    • Grill
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2015
    Spectacular wrap-around views enhance this lovely well-maintained, light-filled cottage. Bedrooms are simple, kitchen is more than adequate, plus there's W/D. Best room is the...
    Reviewed 27 September 2014
    We spent three nights here in September 2014 and could not have enjoyed it more. This is a beautiful cottage in a stunning location. The owners are happy to do whatever they...
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    About this property
    When Maine started using the phrase 'The way life should be' they had this place in mind. And if you find that hard to believe - well take my word for it they couldn't have found any better spot anyway. If you must stay on the water then this is the place and believe me you simply can not get...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attractive and tastefully decorated affordable one bedroom vacation rental apartment in a coastal village. Except for the decorations and pictures that my wife seems to be fond of changing what you see in the pictures below is exactly what you get. A very nice clean apartment perfect for thrifty...
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    Winter Harbor, DownEast and Acadia Maine 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 04693
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** PLEASE: Look at the picture of the bathroom, it is narrower than normal. I am 5'10' and I am embarrassed to say I have weighed as much as 210 lbs and it has been alright for me but it may not be right for you....
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    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Captain Bickford House  (Arthur Frommer was here)1 / 26
    (2)Very good
    Winter Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Grill
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2015
    The Bickford house is a great place to stay, in a majestic town. The owner is very friendly and takes great pride in his home and town. The house is very clean close to schoodic...
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    About this property
    Live like the locals in our stunning seaside community! This newly renovated Captains Cottage which overlooks Frenchmans Bay with stunning views of Cadillac Mountain has been a part of our family for 4 generations, and is now ready for your arrival. We have carefully maintained the integrity of...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Winter Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the scenic Schoodic Peninsula - part of Acadia National Park. Ocean Views-House is 130 ft. to Henry's Cove, walking distances to shops, galleries, restaurants, grocery store, post office, old-fashioned 5 & 10 & ferry service to Bar Harbor. Golf in town at Grindstone Neck Golf Club-right...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 10 kilometres of Winter Harbor.
    Brookhouse: A Cottage by the Sea1 / 15
    (4)Excellent
    Prospect Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 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 18 August 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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    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Corea
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 3 bedroom, 2 bathroom sits on the most photographed harbor in Maine Enjoy your stay in our lovely 1904 home right on Corea Harbor. Watch the lobster fisherman come and go, walk around to the co-op and purchase lobsters fresh from the boats. Enjoy Corea’s sand beach. Hike the trails of Corea...
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    Location Information
    Corea, Gouldsboro 04624
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Prospect Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Grill
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 home boasts original charm paired with beautiful modern upgrades. Your quintessential Maine waterfront getaway features two...
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    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Balcony
    • Central Heating
    • Parking
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Prospect Harbor, Gouldsboro 04607
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beatiful grand marsh bay - what you dreamed of... woods, water, smooth granite rock. a great place to find peace Down East. A pristine area a mile from one of Maine's 85 environmental study area. Freshwater swimming at a nearby lTen minutes from the Schoodic section of Acadia N.P. Bikes and kayaks...
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    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Birch Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Grill
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 04613
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Prospect Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Grill
    • Internet Access
    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up to the sounds of splashing waves and breathe the fresh, clean coastal air – you’re at Sea View Haven! Below the spacious deck ideal for grilling and rolling green lawn, are your own pink granite rock formations – perfect for morning coffee or an evening cocktail on the loveseat swing...
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    Location Information
    Prospect Harbor, Gouldsboro 04607
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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