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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 June dates now. Secure your holiday rental today, and have the perfect trip.
    All 33 Rentals in Harpswell
    Camp Forever1 / 18
    (6)Excellent
    1.0 miles from Cliff Trail
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Charming ocean front cottage in Harpswell1 / 12
    (10)Excellent
    3.3 miles from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1.0 miles from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2.7 miles from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    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
    1.1 miles 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 14 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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    2.8 miles from Cliff Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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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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    Charming bayview cottage with a deck & garden - 200 feet from the water!1 / 31
    (1)Very good
    2.9 miles from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    The house was lovely! Beautifully furnished, amazing location, cozy, clean, nothing at all to complain about. However: The house is not suited for people with allergies! I found...
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    About this property
    Enjoy a glimpse of the charm of Midcoast Maine at this three-bedroom Harpswell home, where you'll have an outdoor deck, a beautiful waterfront location, and views of an inlet of Casco Bay. Ideally situated only 200 feet from the water, this cottage is located on the eastern shoreline of...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.1 miles from Cliff Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
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    Pet friendly
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    Smoking allowed
    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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    2.9 miles from Cliff Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    This cozy home sits right on the water's edge in Cundy's Harbor. Listen to the tide go in and out on the front deck or even the dock! This home is located at the end of a private road that is perfect for evening walks. Bring your kayak with you on vacation and launch it from your private tidal dock...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.1 miles 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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    Harpswell, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.0 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Balcony
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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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    4.5 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
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    • Central Heating
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your West Bath holiday begins at 'Ledglelawn Cottage,' a 3-bed, 1.5 bath waterfront retreat with accommodations for 8. This vacation rental is brimming with charm, from the open-hearth fireplace in the living room to the large deck with bay views. Walk over to the Audubon Sanctuary or head to Bath...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.9 miles from Cliff Trail
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Smoking allowed
    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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    4.5 miles from Cliff Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    Capture the essence of West Bath at 'Spruce Lodge,' a coastal cottage nestled on the shores of the bay. This 2-bed, 1-bath vacation rental is well-appointed with sleeping arrangements for 6, all the comforts of home, and a furnished porch with stunning views of the bay! Walk down to the shared dock...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1.9 miles from Cliff Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    2.4 miles from Cliff Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Look no further than this 2 bedroom, 2.5 bathroom home located directly on Harpswell Sound. With great updates throughout you will not be second guessing your choice for a vacation rental. The privacy of this location leaves you feeling like you are in a world of your own with a small pebbly beach...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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    1.7 miles from Cliff Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Smoking allowed
    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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    4.1 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    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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    2.0 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2500 square foot post & beam home boasts admirable finishings and impressive craftsmanship. This spacious home offers a place for everyone to retreat to, while still enjoying the luxury of vacationing as a group. Numerous decks and balconies, as well as walls of windows and sliders bring the...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.4 miles from Cliff Trail
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Wi-Fi
    • 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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    1.4 miles from Cliff Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    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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    4.8 miles from Cliff Trail
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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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    Harpswell, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.1 miles 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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    Smoking allowed
    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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    2.2 miles from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Ocean Views
    • Washer
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovingly maintained seasonal Maine coast home, on the water. Approximately 2 and 1/2 hours from Boston. The house is in a wooded setting overlooking a peaceful ocean tidal cove. There is direct access to the water from the property. There is a ramp and float from which you can swim or launch a...
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    Harpswell, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Minutes from Popham Beach - Cozy Maine Coast Cottage1 / 17
    (9)Very good
    4.2 miles from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Porch
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    • Central Heating
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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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    Phippsburg, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Oceanfront Cottage with private beach-Pet friendly1 / 22
    (2)Average
    4.5 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    West Bath, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.9 miles 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. 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 comfortable 'boathouse'...
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    West Bath, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.8 miles from Cliff Trail
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    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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    2.9 miles from Cliff Trail
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
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    • 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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    Cundys Harbor, Maine
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.3 miles from Cliff Trail
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Ocean Views
    • Waterfront
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    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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    Orrs Island, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    4.9 miles from Cliff Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Orrs Island, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.2 miles from Cliff Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
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    About this property
    Color and character are waiting for you at this wonderful second-floor Maine getaway boasting East Coast charm and ocean views. Get away with that special someone on a romantic retreat, but note that you can take one more guest with you if need be – this home sleeps three guests total. Tucked...
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    Phippsburg, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4.5 miles from Cliff Trail
    4 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a secluded waterfront vacation in West Bath when you stay at this cabin-style rental on your next New England getaway. With a wraparound deck and a private dock, this charming house is the ideal spot for a family reunion or a large group of friends. Whether you're watching a summer sunset...
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    Location Information
    West Bath, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 9
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