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Holiday Rentals near Cliff Trail

263 Mountain Rd, Harpswell, Maine 04079-2227
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    Travellers to Harpswell are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 34 Rentals in Harpswell
    Charming ocean front cottage in Harpswell1 / 24
    (9)Excellent
    5.3 kilometres from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Camp Forever1 / 18
    (6)Excellent
    1.7 kilometres from Cliff Trail
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Charming bayview cottage with a deck & garden - 200 feet from the water!1 / 31
    (1)Very good
    4.7 kilometres from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1.9 kilometres from Cliff Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy staying at this newly built one bedroom cottage that offers views of Quahog Bay! As you walk into this cottage you will be spoiled with new furniture and appliances as well as great views! With all the rooms located on one floor this house is easy to get around in. The open layout from the...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6.6 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    A picture perfect location near the mouth of Lowell's Cove on Orr's Island, enjoy spectacular views out to open ocean and neighboring islands. Wrap around ocean side decks for entertaining or just enjoying a quiet sunny afternoon of taking in the salt air and views. Enjoy the convenient access to...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.7 kilometres from Cliff Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This lovely, private waterfront home offers all the luxuries of home. A private dock to enjoy swimming, boating or kayaking from. There is a great sun porch to enjoy the outdoor feel, even on a rainy day. The large water side deck offers an outdoor dining area, propane grill and lounge chairs. The...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.0 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy Maine's peaceful coast at it's best at this beautiful home located just steps from the ocean. This location cannot be beat! Walk into the bay from the edge of the lawn or swim off the deep water dock perfect for your boat! As you make your way into the nautical-themed house you will find...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.6 kilometres from Cliff Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    About this property
    Harbor Lights is a magnificent waterfront cottage with sweeping views of the open ocean, rugged islands and Cundy's Harbor, a lovely fishing village with its own lobster dock. This newly renovated bright and airy home is off the beaten path in Cundy's Harbor, yet it is less than 15 minutes to...
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    Harpswell, Mid Coast Maine
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7.2 kilometres from Cliff Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to a unique, and very private, coastal waterfront home! A truly unique interior which has been beautifully decorated, and is perfect for entertaining friends and family. Outside, there is an architecturally impressive bridge over a fresh water pond, which leads down to a rocky shorefront....
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4.2 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Nestled on a lightly wooded lot is this well-kept waterfront home conveniently located only 7 miles from Bowdoin College and Brunswick amenities. Easy one story living with gorgeous sunset views over Middle Bay. Enjoy evenings in the screened porch, summer fun on the large, open lawn, and tidal...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.4 kilometres from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Enjoy fantastic ocean frontage, and the rocky beach area located right off the deck at this home. If you are looking for spectacular sunrises this is a great spot! This house is located on a quiet dead end road, and only 7 miles to Brunswick. There is bottled water provided at the home for your...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.2 kilometres from Cliff Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Nestled on Quahog Bay is this crisp, clean, and accommodating waterfront home. Unobstructed Easterly views to admire daily photogenic morning sunrises. Enjoy fishing and boating from your spacious dock, or a sunny afternoon on the deck with friends and family. You and your guests will enjoy...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.8 kilometres from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This beautiful year-round home offers stunning Easterly water views, complete with picturesque sunrises. Enjoy your time outside on the large waterview deck, complete with plenty of patio furniture for all your outdoor needs. Cook for the whole family with a large kitchen complete with granite...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.3 kilometres from Cliff Trail
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    About this property
    Nestled at the end of a quiet road, Tree Tops House has gorgeous water views to the open Atlantic, easy access to water sports on the ocean and a private setting for that perfect island vacation. Get away from it all while still being only minutes from the restaurants, amenities and shoreline of...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    3.2 kilometres from Cliff Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Looking for your own private oceanfront getaway? Look no further! Safe Haven is a private oceanfront home located on over 10 acres in Cundy's Harbor. This 3 Bedroom, 2.5 bathroom home is just short of 3,000 square feet with a two car-garage, pebbly beach and dock. Amazing craftsmanship, this home...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.7 kilometres from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Private Garden
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centerview is newly renovated. There is a kitchen with an propane stove, refrigerator, coffee maker, toaster, microwave. There is everything in the kitchen you may need to prepare your meals. The camp is equipped with dishes, pots and pans, etc. We supply the linens, towels. There is electric...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.9 kilometres from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Walk into a quiet serene setting at this very private large 3 bedroom home located on Harpswell Sound. Make your way down to the house that sits literally right on the Oceanside. On the main floor of the house you will find a well equipped kitchen with a great island to sit and chat at. As you make...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.5 kilometres from Cliff Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Charming, newly remodeled one bedroom cottage located in the heart of Cundy's Harbor. Sip your morning coffee on the deck that sits right over the water while watching the lobstermen head out for the day. Enjoy the peaceful quality of Cundy's Harbor. Far away from the city life for quiet relaxation...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.4 kilometres from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Cozy ranch style home, located on a quiet, waterfront peninsula. Enjoy beautiful ocean views from the front of the cottage, and scenic coastal sunsets from the back deck. Walk down to the rocky beach area, which is also a great spot to launch a kayak. Upon entering the cottage there is a lovely...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Lofty Cottage1 / 146
    (1)Very good
    1.7 kilometres from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    A very nice place. It is well decorated. It has a great dock and a wonderful view. Worth a week or more.
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    About this property
    'Lofty' is a two+ bedroom waterfront Maine cottage with second floor loft (hence the name). Don't stay in an old musty cottage! Treat yourself to a newly and fully renovated camp that is ready for your next Maine vacation. 'Lofty' is located on a private, quiet,dead-end gravel road that lends...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1.7 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Harpswell, Maine just south of Brunswick, this oceanfront contemporary cottage is all about the water. Quahog Bay cottage boasts a multi-tier waterside outdoor living space leading down to the dock and float and beautiful water views from practically every room. Sunrises are particularly...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 kilometres from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    This is 'the way life should be'... Camp Card Cove is a comfortable shingle-style Maine camp/cottage on large private 2 acre lot in Harpswell. Located at the end of a long dead-end gravel driveway, this architecturally designed Maine waterfront camp is yours to enjoy. Its location is peaceful and...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3.3 kilometres from Cliff Trail
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    This waterfront family home has it all! Admire gorgeous, expansive views of scenic Gun Point Cove from multiple decks including a wrap-around deck on the second level, and private balcony off the third floor bedroom. A beautiful private lot, surrounded by trees, with a level grassy lawn, volleyball...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.4 kilometres from Cliff Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This beautifully laid out home is perched at the top of a meadow overlooking the New Meadows River some three miles from Cundy’s Harbor. The house has all that you need for your relaxing Maine vacation, including its own dock and deep water mooring. The house sits on 50 acres – play games on the...
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    Harpswell, Mid Coast Maine
    Cabin Holiday Rental - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.7 kilometres from Cliff Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This is your Maine getaway, the one you have been searching for! Perfect for the couple who want to experience the coast of Maine from the water's edge and not a cramped hotel room. The cottage sits on a large lot with its larger 2 bedroom sister cottage 'Lofty' (VRBO# 165589) about 200 feet away....
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    Location Information
    Harpswell, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    7.7 kilometres from Cliff Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Welcome to Schooner Landing! This four bedroom, waterfront home is situated in a sparsely populated, quiet location with a spectacular view of Harpswell Harbor and Casco Bay. The home sits on a cozy lot that overlooks wide panoramic views of Harpswell Harbor, Stover's Cove, the Cribstone Bridge and...
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    Location Information
    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    7.8 kilometres from Cliff Trail
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Seal Cove, the name of this grand, historic 5BR, 2BA waterfront home (sleeps 10). Trees line the private drive leading up to the house ensuring privacy on this 6 acre peninsula with 1600 feet of ocean frontage. There is ample room for parking in the circular drive with a stone based...
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    Bath, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    June 23 Opening!  Minutes from Popham Beach-Cozy Maine Coast Cottage1 / 17
    (9)Very good
    6.8 kilometres from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Porch
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    • Ocean Views
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2016
    My wife and I along with our 36 yr old son stayed recently and had a wonderful time. The cottage was fully equipped, comfortable and meticulously clean. Water views and a very...
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    About this property
    Wake up to southwesterly views of Casco Bay, breathe in the salt air, and watch the comings and goings of local lobstermen as you adjust to a slower pace. In fact, any one of them would be happy to provide you with dinner fresh from the boat. Although not directly on the ocean, the cottage does...
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    Location Information
    Phippsburg, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    6.3 kilometres from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    THIS PROPERTY RENTS SATURDAY-SATURDAY, JUNE-SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Off-Season Arrival and Departure dates may be flexible. Birch Ledges Boathouse is all about the waterfront, relaxing, boating and enjoying the unspoiled and unhurried life on the Maine Coast. This contemporary and...
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    Location Information
    West Bath, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6.2 kilometres from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casco Bay Atlantic Cape is located at the near end of beautiful Mere Point Peninsula. Quiet, secluded rural but only 65 miles to bustling downtown Brunswick and Bowdoin college. The Guesthouse is spacious featuring 4 large bedrooms, 3 full bathrooms and a private in ground swimming pool, BBQ and...
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    Location Information
    Brunswick, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    5.4 kilometres from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Ocean Views
    • Waterfront
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is close to the beautiful water with an amazing ocean view from our front patio and walking access. With westerly views over Harpswell Sound enjoy the sunsets with Mt. Washington in the back ground on a clear night. The cottage is bright and cheery with a great deck that overlooks the...
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    Location Information
    Orrs Island, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    7.9 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    About this property
    Looking for the perfect place to watch the sunrise with a nice warm cup of coffee oceanside? Look no further! The Seaside Sunrise Cottage is a newly renovated cottage just waiting for you. Located on Harpswell Neck this cottage is just a five minute walk to one of the only public beaches in...
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    Location Information
    Orrs Island, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.7 kilometres from Cliff Trail
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
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    • Grill
    • Waterfront
    • Ocean Views
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This warm, secluded and enchanting country home with breath taking views from every window will make you think you’ve just stepped into a Currier and Ives painting. There are many near by activities to enjoy; you can water sking, boating or fish right from the dock. A twenty minute drive will take...
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    Location Information
    Cundys Harbor, Maine
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Oceanfront Cottage with private beach-Pet friendly1 / 22
    (2)Average
    7.3 kilometres from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LedgeLawn Cottage, on New Meadows bay , is located about six miles from the open Atlantic. The Cottage is centrally located, between Brunswick and Bath, or Freeport and Boothbay. It is easily accessible from Routes 95 and 1. LedgeLawn is nestled between an Audubon bird sanctuary, and the bay; It...
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    Location Information
    West Bath, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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