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Holiday Rentals in Freeport

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    Travellers to Freeport are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 73 Rentals in Freeport
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    Dramatic Oceanfront Home on Casco Bay1 / 21
    (1)Excellent
    Freeport
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Freeport
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Freeport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Freeport
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Patio
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW: Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock. Available for weekly rentals (Sun-Sun) in summer and fall and 3+ day rentals off-season. Gather your family and friends for an authentic Maine vacation to remember. This gorgeous country home sits on 1,000+ feet of...
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    Freeport, Maine 04032
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning water views await at this 1BR cottage situated mere minutes from downtown Freeport shopping and dining. Launch a kayak from your backyard, dine al fresco on the oceanfront deck, and spend quiet evenings by the wood-burning fireplace. Traveling with a larger group? Reserve this cottage...
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    Freeport, Maine 04032
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oceanfront Cottage in Freeport1 / 23
    (1)Excellent
    Freeport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • DVD Player
    • Patio
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    We just returned from this awesome home. There were 6 in our party a family affair ages from 40-81. There was an awesome view of ocean, great location, and plenty of shopping if...
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    About this property
    This charming four bedroom cottage features 350’ of unobstructed ocean views toward Casco Bay and the islands, located just 5 miles from Freeport's hundreds of outlet stores and restaurants, and just 30 minutes from Portland. The cottage is set just 75 feet from the shoreline, with ocean views...
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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Shepard's Sea Side Cottage1 / 22
    (6)Excellent
    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Grill
    • Waterfront
    • DVD Player
    • Washer
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2014
    This "cottage" is so perfect! Comfortable, spacious and the ocean views are spectacular. Casco bay is right outside your windows. Darlene was excellent to work with...
    Reviewed 17 December 2013
    This is one of the most beautiful places we've ever been! Even in the dead of winter - sub zero temps outside right now - you could not find anywhere nicer. We are...
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    About this property
    A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Ocean Views
    • Washer
    • Terrace
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the picturesque and historic shores of Freeport when you stay at this roomy vacation rental house. The 1,728-square-foot interior has 3 bedrooms and 2 bathrooms to comfortably accommodate 6 guests. Unwind surrounded by rustic charm indoors or step outside to either of the 2 decks and soak...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Freeport
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Washer
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand-new 3BR/3BA, coastal-inspired waterfront home features an open-concept living area with a wood-burning fireplace and a modern kitchen with fun retro-style appliances. An upper-level patio offers views of the water, and the lower-level family room has a multi-game table with pool, air...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Freeport
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For those on the go, you will be minutes to Freeport's shopping and dinning district. Bradbury Mountain or Wolfe's Neck State Park for enjoying the outdoors with views to Casco Bay and the Harraseeket River, is another 10 minutes away. If you have a flexible schedule, head south to Portland and the...
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    Freeport, Maine 04032
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Freeport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the homeowner lives in the main house with a completely separate entrance, and shares some outdoor amenities* Escape to 'Harraseeket River View Apartment' and explore the Casco Bay Area from this 1-bed, 1-bath unit sleeping 3 guests just outside of Freeport. Boasting a private...
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    Freeport, Maine 04032
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The following rentals are within 15 kilometers of Freeport.
    Charming ocean front cottage in Harpswell1 / 12
    (8)Excellent
    Harpswell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Wi-Fi
    • Waterfront
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2016
    The cottage was adorable and very nicely furnished with charming antiques and furniture. It was well stocked with dishes, utensils and spices. Everything anyone would need to...
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    About this property
    Charming ocean front cottage with beautiful views of Gurnet Cove. Cottage has 2 bedrooms and a sleep sofa to accommodate 6 guests comfortably. Enclosed screen porch and outside deck for relaxing enjoying the ocean air with a cup of coffee or a meal watching a glorious sunset. Cottage offers a full...
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    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ocean Front Cottage, Harpswell, ME1 / 20
    (5)Excellent
    Harpswell
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Waterfront
    • Wi-Fi
    • Balcony
    • Grill
    • Patio
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2017
    I wanted a relaxing week on the ocean to read, knit and check out the local restaurants and to do some shopping up the coast. The cottage was perfect. Plenty of deck space for...
    Reviewed 19 June 2017
    Location Location Location!from sunrise to sunset, the view was spectacular! The rocks and the ducks and the birds and the roses along with the changing tides - I was in...
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    About this property
    Ocean front cottage at the very end of picturesque Harpswell Neck. Spectacular 200 degree water views! Watch lobstermen pull their traps from the waterfront deck with outdoor dining (with umbrella) and a fire pit. The pebble beach is only fifty feet away. Come visit this very quiet and private...
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    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Lofty Cottage1 / 146
    (1)Very good
    Harpswell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    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 04079
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Colorful wonderful Penthouse Apartment1 / 17
    (2)Very good
    Brunswick
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • DVD Player
    • Balcony
    • Wi-Fi
    • Shared Garden
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful, colorful spacious apartment. Furnishings are new and comfortable. This is a bright and happy space. Close to everything in great building. This apartment occupies the entire third floor of a residential building. It has two sleeping areas; a full kitchen; dining and living spaces as...
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    Brunswick, Mid Coast Maine 04011
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Camp Forever1 / 18
    (6)Excellent
    Harpswell
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Ocean Views
    • Porch
    • Grill
    • Patio
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2017
    We loved Camp Forever and will definitely return. Very clean and right on the bay. We saw seals, beautiful sunrises from our porch and the camp had a dock to fish off of...
    Reviewed 7 September 2017
    What a great vacation! Camp Forever is a gem. Great location, beautiful setting, convenient yet away from the hustle and bustle. Wonderful to wake up to the sunrise over the...
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    About this property
    Camp Forever is newly renovated. There is a kitchen with an electric stove, refrigerator, coffee maker, toaster. The camp is equipped with dishes, pots and pans, etc. We supply the linens, towels. There is a Queen size bed and a twin size sofa bed. There is electric heat for those damp summer...
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    Harpswell, Mid Coast Maine 04079
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Charming bayview cottage with a deck & garden - 200 feet from the water!1 / 31
    (1)Very good
    Harpswell
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Parking
    • Grill
    • Cable/satellite TV
    Suitability
    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 04079
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Harpswell
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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 04079
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Executive furnished Penthouse in Brunswick, Maine.1 / 12
    (3)Excellent
    Brunswick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Parking
    • Washer
    • Wi-Fi
    • Shared Garden
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful third floor walk up open concept one bedroom apartment. Fully furnished; ceramic tile bathroom and kitchen, living and dining areas, queen size bedroom. Internet, 40 inch Satelite HD TV Rear deck, private yet close to everything. Non smoking property and building. Huge windows and...
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    Brunswick, Mid Coast Maine 04011
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of Yarmouth, Mill Reach offers the perfect setting for a great holiday, with off-street parking for one car. Relax in the modern open plan living, kitchen and dining area which is furnished to a high standard throughout. The living area leads out onto the private decking area perfect...
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    Yarmouth, Maine PO40 1TW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Harpswell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    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 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Parking
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this beautiful Yarmouth vacation rental house, nestled among a scenic backdrop of tall pines on Maine's picturesque coast. Located on 2 acres of private tidal front property in the town of Yarmouth, this inviting home can comfortably accommodate up to 6 guests among its 3 bedrooms and 2...
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    Location Information
    Yarmouth, Maine 04096
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated fully-furnished 1,000 square-foot apartment with new wood floors and dishwasher, all-utilities included, washer and dryer in building, off-street parking, in owner-occupied two-family home, walking distance to bakery, restaurants, grocer, riverfront walking trail, harbor. Quiet...
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    Yarmouth, Maine 04096
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Harpswell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 04079
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Brunswick
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    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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    Brunswick, Mid Coast Maine 04011
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Harpswell
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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 04079
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Harpswell
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Washer
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    Pet friendly
    Kid friendly
    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 04079
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Orrs Island
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming and adorable old farm house located in an ideal spot in Harpswell. Enjoy the charm of this house with built in bureaus and shelving, while still offering the modern comforts of home. Fairhaven farm is located in close proximity to Stover's Point and Mitchell field. Spend the day at either...
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    Location Information
    Orrs Island, Maine 04079
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harpswell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
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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 04079
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Harpswell
    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 04079
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Looking for endless ocean views? Look no further! Enjoy being perched above the landmark Giant Stairs Trail while still having some privacy and the peacefulness of listening to the waves crash along the shore. This three bedroom, one and a half bathroom recently renovated cottage is the perfect...
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    Orrs Island, Maine 04003
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bathroom home is tucked over the hill along the rocky western shore. Enjoy sunsets from the expansive deck complete with screened in porch. There is a well maintained path to the rocky shore where you can look out past Mark Island Monument and into Mackerel Cove. The HUGE yard...
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    Location Information
    Orrs Island, Maine 04003
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Orrs Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    About this property
    Looking for a perfect cottage on the shores of Harpswell? Look no further! Come enjoy the Basin Cove Cottage which is a 3 bedroom, 1 bathroom cottage located on beautiful Basin Cove. Although this property is tidal, enjoy being able to swim or bring your own kayak to launch right from the property...
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    Orrs Island, Maine 04079
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Orrs Island
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This wonderful Turn of the Century New England style cottage sits on the waters edge at the mouth of Little Harbor with sweeping Southeasterly views. Listen to the waves lapping against the ledges that are just a stones throw from the sun filled deck. This cottage was restored to bring back all the...
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    Orrs Island, Maine 04003
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This lovely New England style cottage is situated on a dead end road in a great Bailey Island neighborhood! This house does not have water views, but what it lacks in views it makes up for with its great location for exploring the island on foot, such as the Giant Stairs walking path where you can...
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    Orrs Island, Maine 04003
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Harpswell
    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 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Picture your first day on your Bailey Island vacation....... Sleep in and rise to the sound of sea gulls catching their breakfast as lobster boats head out of Mackerel Cove. Take your coffee and newspaper out to your Adirondack chair perched above your own pebble or sand beach 20 steps below....
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    Location Information
    Orrs Island, Maine 04003
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Take a step back in time when you walk into this early 1900's cottage that has been revamped to allow you the comforts of modern day living. A newly decorated and finished kitchen is bright and cheery with views of the ocean while you cook up your favorite lobster dish. Enjoy the open concept as...
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    Location Information
    Orrs Island, Maine 04003
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Available for the first time for rent, Sea Birch Cottage is set on an open beach in South Harpswell, off a private road. It has sweeping views across the Merriconeag Sound to Orr's and Bailey Islands. This contemporary escape offers the best of Harpswell and all the right touches to make your...
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    Location Information
    Orrs Island, Maine 04079
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Bring the kids with you to this family-friendly cottage located on beautiful Bailey Island. Enjoy easterly views while you picnic on the upstairs deck with comfortable outdoor furniture. Let the kids take in the salty sea air in the large yard and visit nearby Cedar Beach just a short walk away....
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    Orrs Island, Maine 04003
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Orrs Island
    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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    Orrs Island, Maine 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brunswick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This second floor one bedroom apartment is cozy and comfortable. It is close to major routes, Bowdoin College, Brunswick amenities including great restaurants and shops. Private entrance, eat in kitchen, queen bedroom and living room make this a great space. The building is across the street from...
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    Brunswick, Mid Coast Maine 04011
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Harpswell
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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 04079
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Harpswell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harpswell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Hot Tub
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    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 04066
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Harpswell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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 04079
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Harpswell
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    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 04066
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Orrs Island
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Parciak house is located at the mouth of Lowell's Cove on Bailey Island with sweeping westerly views of Casco Bay, and magnificent sunsets! There is a fabulous pebbly beach a stones throw from the house perfect for swimming or kayaking.This newly constructed home offers spacious and sun filled...
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    Orrs Island, Maine 04003
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The Sea Salt Cottage is a charming and comfortable 1905 Vintage Seasonal cottage located on quiet, peaceful, picturesque Bailey Island, Maine. Facing due East, you can enjoy the sunrise, watch the lobster boats, or enjoy the sound of the crashing surf while relaxing on the covered front porch. The...
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    Orrs Island, Maine 04003
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    This spacious and sunny garage apartment is located at the edge of crashing surf in Little Harbor. Beautiful and Bold southeast views. Enjoy sunrises or watching the working fishing boats as you listen to the crashing surf. The deck and apartment sit up high perched over all surrounding building...
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    Orrs Island, Maine 04003
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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