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Winter Harbor Holiday Homes

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    All 20 Rentals in Winter Harbor
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    ACADIA National Park. Walk to Ocean, Restaurants. Private Deck Mountain VIEW1 / 58
    (46)Excellent
    Winter Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Winter Harbor
    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 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Secure Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Winter Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
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    • 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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    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Winter Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Mountain Views
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 04693
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Winter Harbor.
    Brookhouse: A Cottage by the Sea1 / 21
    (4)Excellent
    Prospect Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
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    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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    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Prospect Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Central Heating
    • Patio
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    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea View Haven 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...
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    Prospect Harbor, Gouldsboro 04607
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Corea
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayfront Wonder Enjoy this beautiful bayfront home for your next getaway to the great state of Maine! This dog-friendly cabin is perfect for those looking to be right on the water and have a true 'Down East' experience during their stay. This rental features a well-equipped kitchen and a private...
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    Corea, Gouldsboro 04680
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Prospect Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    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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    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Balcony
    • Central Heating
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    • 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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    Prospect Harbor, Gouldsboro 04607
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Birch Harbor
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Waterfront
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Birch Harbor, Gouldsboro 04669
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
    Charming Waterfront Winter Harbor Cottage w/Views!1 / 24
    (1)Average
    South Gouldsboro
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 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 04693
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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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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    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Prospect Harbor
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
    • Ocean Views
    • Central Heating
    • Balcony
    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    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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    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 24
    Corea
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello, My house is located in the heart of Corea Maine. Across the street from Corea harbor one of the most photographed harbours in Maine. Corea is a quiet, laid back village. Very soothing to the mind and body. There is kayaking , hicking, wharf gallery and grill across from the house on the...
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    Corea, Gouldsboro 04624
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Corea
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of the Maine coast from this cozy 1-bedroom, 1-bathroom vacation rental apartment in Corea. Located above a Carriage House surrounded by towering trees, this home for 2 is perfect for those looking for a break from city stresses. You'll be minutes from the port, 1 mile from the...
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    Corea, Gouldsboro 04624
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Birch Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Birch Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Prospect Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Washer
    • Balcony
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 04613
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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