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Waldoboro Holiday Rentals

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    Don't let other travellers get your favourite Waldoboro area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 33 Rentals in Waldoboro
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    Waldoboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • Washer
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    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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    Waldoboro, Mid Coast Maine 04572
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Waldoboro.
    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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    Damariscotta, Mid Coast Maine 04543
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peaceful Lakeside Cabin on Shores of Biscay1 / 16
    (11)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 9 August 2018
    This wonderful as described rustic cabin was everything I hoped it would be! The deck, hammock and dock were perfect places to rest and regroup and enjoy the loons, sunsets and...
    Reviewed 19 July 2018
    We really liked the location of the cabin. Nice dock, close to town. There were some hot days but it did cool by evening. Our dog loved looking for squirrels and chipmunks...
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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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    Bremen, Mid Coast Maine 04551
    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
    • Grill
    • Washer
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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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    Cushing, Mid Coast Maine 04563
    Holiday Rental House - 1 Bedroom, 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
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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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    Bremen, Mid Coast Maine 04551
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Saint George
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If it sounds like we are gushing when we talk about Gulls Nest it’s because, well, we are. One of the most beautiful homes we have ever had the pleasure of offering in both form and function and oh, did we mention the view? Located directly on the open ocean on Rackliff Island in Saint George, it...
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    Saint George, Mid Coast Maine 04859
    Holiday Rental House - 4 Bedrooms, 4 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
    Suitability
    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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    Cushing, Mid Coast Maine 04563
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Friendship, Mid Coast Maine 04547
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Damariscotta, Mid Coast Maine 04543
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Cable/satellite TV
    • 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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    Nobleboro, Mid Coast Maine 04555
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY, JUNE - SEPTEMBER. Off-Season Arrival & Departure dates may be flexible. This traditional summer camp invites you to come discover and explore the natural wonders of Maine. This two bedroom, one bathroom camp is both family and pet-friendly. From here you can enjoy...
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    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Newly restored, watefront cottage w/ private dock, fireplace and farm - dogs OK1 / 35
    (3)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 1 July 2018
    The view, both inside and out, were more than I could have hoped for and exactly what I needed! Sunrise on the lake was spectacular a great way to start the day. I can't wait...
    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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    Newcastle, Mid Coast Maine 04553
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    Medomak, Maine 4855
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Nobleboro
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Porch
    • Outdoor Dining Area
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    • 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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    Nobleboro, Mid Coast Maine 04555
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 6
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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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    Union, Mid Coast Maine 04862
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Jefferson
    10 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • Parking
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    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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    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 26
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    Friendship
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlooking Hatchet Cove, this classic coastal Maine 4BR home boasts beautiful ocean views and quick access to a quaint private beach, a mere hundred yards away. A large lawn surrounded by towering spruce trees adds an extra layer of privacy and charm. Affectionately known as Green Gables Cottage,...
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    Friendship, Mid Coast Maine 04547
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jefferson
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Cushing
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You are coming to mid-coast Maine this summer for a reason. That reason can probably be summed-up by a few simple words: unspoiled, welcoming, close enough to engage with civilization’s charms but remote enough to fulfill a desire for restful solitude and quiet beauty. Those words pretty much sum...
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    Cushing, Mid Coast Maine 04563
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Working Lighthouse on Picturesque Island in Maine1 / 13
    (1)Excellent
    Saint George
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Ocean Views
    • Waterfront
    • Private Garden
    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2018
    Everything about our stay at Whitehead Light Station was wonderful. It started with Jim the "Boatsmen" and the kids that helped with the luggage were delightful.We were...
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    About this property
    Whitehead Light Station is the definition of a unique and wonderful vacation accommodation or retreat center. Perfect for retreats or educational getaways. On 11 acres of the 90 acre Whitehead Island, the recently restored Light Station housed the families who tended the lighthouse before it was...
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    Saint George, Mid Coast Maine 04859
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.1 / 16
    (18)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 26 August 2018
    What a fantastic vacation spot. The house is located well off the road, surrounded by fields of lupine, wild blueberries and wildflowers. The queen beds downstairs allow for...
    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...
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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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    Cushing, Mid Coast Maine 04563
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Union
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    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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    Location Information
    Union, Mid Coast Maine 04862
    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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    Pet friendly
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    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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    Location Information
    Saint George, Mid Coast Maine 04860
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Damariscotta
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
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    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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    Damariscotta, Mid Coast Maine 04543
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Saint George
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Turkey Cove Cottage is one of those places you walk into and immediately feel at home; stylish and carefully considered design, in both form and function, coupled with amazing views and an ideal location make this a perfect get-away. Turkey Cove is a stunning section of the St. George Peninsula...
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    Location Information
    Saint George, Mid Coast Maine 04860
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Saint George
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    About this property
    Pumpkin Point is located on Rackliff Island, which is part of the Tenants Harbor and St. George Peninsula. The island is access by a causeway and truth be told, getting to this beautiful, waterfront house is almost as breathtaking as the property itself. Driving down tree lined Island Ave, the road...
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    Location Information
    Saint George, Mid Coast Maine 04859
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
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    Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Jefferson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    Location Information
    Jefferson, Mid Coast Maine 04348
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Newcastle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This rustic Newcastle retreat sits on gorgeous lakefront property just steps from the dock. A great view paired with basic but comfortable accommodations make this the perfect getaway for those looking to relax and unplug. Outdoor games are also provided. What’s nearby: Plan a hike and then...
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    Location Information
    Newcastle, Mid Coast Maine 04553
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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