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Holiday Homes in Waldoboro

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    All 29 Rentals in Waldoboro
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    Beautiful Maine Get Away1 / 29
    (2)Excellent
    Waldoboro
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Waldoboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Waldoboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Waldoboro
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up to panoramic views of the Medomak River at this three-bedroom Waldoboro home, a private waterfront retreat with a gorgeous remodeled interior, a wrap-around deck, and direct access to the river, Muscongus Bay, and the open Atlantic Ocean to the south. Witness spectacular sunrises in the...
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    04572, Waldoboro, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waldoboro
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Note there is another cottage rental (Raspberry) 50 yards away that shares a rowboat & floating dock* Surround yourself with the sweet smell of wildflowers as you stay at 'Blueberry Cottage,' a 2-bed, 1-bath vacation rental home that sleeps 5 in Waldoboro. Nestled in a meadow, this spot is...
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    04572, Waldoboro, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Waldoboro
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Note there is another cottage rental (Blueberry) 50 yards away that shares a rowboat & floating dock* Make your next retreat extra sweet when you stay at 'Raspberry Cottage,' a 2-bed, 1-bath vacation rental home that sleeps 5 in Waldoboro! Nestled in a meadow of wildflowers, this cottage is that...
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    04572, Waldoboro, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The following rentals are within 15 kilometres of Waldoboro.
    Medomak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hidden away in the part of the Midcoast that leaves natives as speechless as visitors, the pristine beauty, quiet solitude and stunning waterfront defines Sea Heather Cottage. Named for the hearty yet delicate flower that grows in the salty crags of the Maine coast line, this comfortable and cozy...
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    4855, Medomak, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Peaceful Lakeside Cabin on Shores of Biscay1 / 16
    (9)Excellent
    Bremen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Porch
    • Waterfront
    • Outdoor Dining Area
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2017
    Honestly I have no idea where to start with this. There were so many good things about it! We'll start at the beginning. We stayed from October 25-29th for our 9yr wedding...
    Reviewed 2 August 2017
    Our family had a great time at Camp Biscay. Biscay Pond was warm and clear. We swam and boated everyday of our stay. The yard was perfect for fun and games with our 2 kids. The...
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    About this property
    Camp Biscay is located next to the lake, with a nice level yard to the lake. You can enjoy sunsets from the deck, or picnics next to the water on the 12-foot picnic table. You'll find a gas BBQ grill and fire pit for your enjoyment. Also, a spacious dock is ideal for diving off the end, boating...
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    04551, Bremen, Mid Coast Maine
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Stunning Post and Beam, offering waterfront privacy1 / 14
    (1)Excellent
    Cushing
    1 Bedroom, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    The house was beautiful and the views from the deck are amazing. the open concept main floor was perfect for our 2 families. With 4 adults and 3 kids we never felt crowded. The...
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    About this property
    Gaunt Neck – sleeps 8 in 1 bedroom and 1 expansive second floor loft area, 2.5 bathrooms Tucked into a gorgeous jut of land on Muscongus Bay and set amongst ancient, towering pine trees weathered by the salt air, The Timber House offers the kind of peace and tranquility we are all yearning for....
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    04563, Cushing, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 8
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    Mazu, the Bed&Boat, the most waterfront cottage1 / 19
    (3)Excellent
    Damariscotta
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • Waterfront
    • Air Conditioning
    • Patio
    • Porch
    • Outdoor Dining Area
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2017
    Wife, 7 year old and so has a great tip aboard Olga's boat. Clean, tasteful and very comfortable. Be sure to take the canoe or kayaks out and don't miss her river boat tour...
    Reviewed 18 June 2017
    My husband and I spent a long weekend at this wonderful accommodation that is right on the water with 360 degree views of the river and the town. What a joy to sit outside...
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    About this property
    Have you ever wondered what it would be like to live aboard a boat and have a great home base for all your adventures in midcoast Maine? Step aboard your private yacht, Mazu, a luxurious 42 foot floating vacation rental hotel - floatel - boatel that rides the tides of the scenic Damariscotta River,...
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    04543, Damariscotta, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jefferson
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
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    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    NEBI, the floating hotel comes with free kayaks1 / 17
    (1)Excellent
    Damariscotta
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Terrace
    • Ocean Views
    • Internet Access
    • Patio
    • Waterfront
    • Balcony
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    Awesome stay aboard the Nebi. We had a wonderful time on the Nebi. Chip and Olga were very welcoming. The yacht was comfortable and roomy. There was always a cool breeze...
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    About this property
    Imagine relaxing on the deck, inhaling pure ocean air and nautical vibes, drink in hand, the freshest oysters on the table, lobsters in the pot, enjoying your own private sunset! NEBI has the comfort of a home, a 360 degree view of the Damariscotta River. She is docked at Schooner Landing...
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    04543, Damariscotta, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Damariscotta Lake Cottage - Jefferson, Maine1 / 21
    (1)Excellent
    Jefferson
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Balcony
    • Outdoor Dining Area
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2015
    The pictures and description do not do this place justice. Beautiful (albeit kind of remote) location, everything you'd need as far as amenities, and lots of space (more than...
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    About this property
    Lakeside Cottage on Damariscotta Lake in Jefferson Maine. 2 bedroom 1 1/2 baths, separate deck right on the edge of the lake. Enjoy fishing, boating, swimming, or any of the other lakeside activities that you can imagine. Damariscotta Lake is a large pristine lake in the mid-coast Maine area....
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    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Maine's Preview of Heaven1 / 19
    (1)Excellent
    Friendship
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    Just spent a magic week at Tidewatch Cottage. Beautiful home inside and out, with a fully-equipped kitchen if you're into cooking. Barb, the owner who lives nearby, stayed in...
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    About this property
    Tidewatch Cottage is the best of both worlds--we are right on a peaceful tidal river that you can kayak and just down the road from Friendship's famous lobster pounds. With beautiful views from every room, you can relax at home or head off on amazing adventures to see lighthouses, historic...
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    04547, Friendship, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Oar Island1 / 15
    (6)Excellent
    Bremen
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Grill
    • Cable/satellite TV
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oar Island is one of the thousands of islands, large and small, that fill the rugged ocean coast of Maine. Formed and folded by continental collision, metamorphosis, and glacial scouring, the Maine coast is now a wonderful labyrinth of inlets, bays, islands, rivers, hills, and even fjords, mostly...
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    04551, Bremen, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Newly restored, watefront cottage w/ private dock, fireplace and farm - dogs OK1 / 35
    (2)Very good
    Newcastle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2017
    Awesome!!! The house was clean and welcoming. The windows need cleaned for a better view of the beautiful lake! There were cobwebs, but thst happens! Quick response when we...
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    About this property
    Dock your boat at the private slip and enjoy the lovely confines of this Newcastle home. You get a lot of amenities at this comfortable, homey cottage. Downtown Newcastle is just five miles away but you're right on lovely Damariscotta Lake with its myriad fishing and swimming spots. This...
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    04553, Newcastle, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    lakefront hideaway1 / 8
    (1)Excellent
    Nobleboro
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
    • Patio
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    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All the comforts of home in a cottage with open concept living areas and screened-in porch. Level yard, cottage only 80 feet from Lake Pemaquid. Dock and float at level sandy beach area. Room to play indoors or out. New construction with two bedrooms and large loft area. Outdoor furniture and...
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    04555, Nobleboro, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Union
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shangri-La is the quintessential Maine lake house. The drive down the sun-speckled lane transforms you, relaxes and prepares you for just the kind of vacation you have been so looking forward to. Travel down a winding lane with tall pines opening on a newly renovated cottage sitting so close to the...
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    04862, Union, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY, JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Off-Season Arrival & Departure dates may be flexible. This traditional summer cottage invites you to come discover and explore the natural wonders of Maine. This two bedroom, one bathroom cottage is both family and...
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    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Nobleboro
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Porch
    • Outdoor Dining Area
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newish cabin with sleeping loft and single bedroom, 2 baths with showers. Open concept has foodprep/dining/living/siesta all in one space. Two futons + two singles. Wooded five acres provides ample spaces for walks, back roads for biking/hiking, lakefront for swimming/boating. Canoe provided.
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    04555, Nobleboro, Mid Coast Maine
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Midcoast Guest House on farm w/2 kayaks, close to ocean1 / 18
    (1)Excellent
    Cushing
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Wi-Fi
    • Private Garden
    • Parking
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    Sarah and Luca are wonderful hosts: very caring, yet extremely discrete.The cottage was immaculate and offered eco-friendly toiletries, which we appreciated.The bed is very...
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    About this property
    Get away to a peaceful farm on a peninsula in midcoast Maine. Modern guest house with views of marsh, pastures, and woods. Open, sunny living room and kitchen with cathedral ceiling, fireplace stove, and upright grand piano. Back deck sunny, private, peaceful, facing sunsets over the marsh and...
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    04563, Cushing, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Union
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location/Grounds: Waterfront, Seven Tree Pond about twelve miles from Camden and one mile from Union Common. Private and secluded property on two acres with over 200 ft. of water frontage. Pond is two miles long and part of a chain of three ponds which is a sanctuary for loons. Dock and swimming...
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    04862, Union, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.1 / 16
    (17)Excellent
    Cushing
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Grill
    • Central Heating
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    • DVD Player
    • Waterfront
    • Ocean Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    This home is nice and secluded with a huge yard and right on the water. The cove it sits on is picturesque and there was even a seal chasing fish around in it one day which was...
    Reviewed 17 November 2016
    The house is set on a beautiful piece of property on the St. George River, with few neighbors nearby. You can watch the lobster boats patrol the waters and enjoy wildlife and...
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    About this property
    This family seasonal home on the waterfront is secluded and serene. With direct waterfront and panoramic views, watch sloops sailing up and down the river, lobstermen pulling pots, even occasional seals leaping or sunning. Osprey routinely catch their dinner in the river. Some years, eagles nest...
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    04563, Cushing, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
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    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Saint George
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Port Clyde is one of those places in Maine where the hands of time just can’t seem to reach. The pace is slower and the day stretches out before you as you watch the ferry to Monhegan steam through the breath of fog hanging over the harbor in the early morning, passing Marshall Point Lighthouse and...
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    04860, Saint George, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Jefferson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cabins are original Maine Camps from the 1930's-- the heyday of sporting camps and fishing lodges. They are situated on the eastern shore of Damariscotta Lake, secluded from tourist traps. They blend well among the setting of old pines and white birches. We can accomodate up to 24 people in 6...
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    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Damariscotta
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the sunset over the Damariscotta River while sitting on the deck or 3 season porch in this light and airy Craftsman style waterfront home. The house has a kitchen to fancy the needs of any gourmet cook with an open floor plan through the dining room to the porch. There is a wood stove and...
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    04543, Damariscotta, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Jefferson
    10 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • Parking
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    • Porch
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    • Outdoor Dining Area
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming and rustic Sunset Lodge, on Lake Damariscotta, is a waterfront family vacation paradise on private lakefront property in Midcoast Maine. Originally a fishing lodge, with cabins surrounding the main dining room and kitchen, Sunset Lodge was built in the early 1920's. The Lodge is a...
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    Location Information
    04348, Jefferson, Mid Coast Maine
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 26
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    Cushing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Patio
    • Grill
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Maine oceanfront vacation rental is a fabulous sunny and airy home on Broad Cove offers guests the opportunity to stay in a newly built Maine coast open concept, cottage-style home with 32' of clear glass doors facing the water and cove on the south and west sides, with 900' of private...
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    Location Information
    04563, Cushing, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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