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Freeport Cottages

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    ₹ 11,585 Average
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    Travellers to Freeport are booking July dates now. Secure your holiday home today, and have the perfect trip.
    31 Matching Rentals in the Freeport AreaView all 74 rentals
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    Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Freeport.
    Charming ocean front cottage in Harpswell1 / 12
    (8)Excellent
    Harpswell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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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    Lofty Cottage1 / 146
    (1)Very good
    Harpswell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
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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 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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    • Wi-Fi
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    Pet friendly
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    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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    Harpswell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
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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 04066
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Smoking allowed
    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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    Orrs Island, Maine 04003
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Orrs Island, Maine 04003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Harpswell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    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 04079
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orrs Island
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    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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    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Orrs Island
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Orrs Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A very new and charming cozy cottage. Centrally located on the Island at the end of Steamboat road. Shared pebbly beach frontage just steps away from the deck with beautiful south westerly sunset views. There are chairs provided to sit on the beach and soak up the sun and salt air. Watch the...
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    Orrs Island, Maine 04003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 shared pebble beach 20 steps below. Thinking...
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    Orrs Island, Maine 04003
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Harpswell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    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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    Location Information
    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orrs Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Wi-Fi
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Harpswell
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    • Cable/satellite TV
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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 04079
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Orrs Island
    2 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
    Tide Watch is is a lovely 2 bedroom, 1 bathroom cottage located on beautiful Basin Cove. Enjoy the waters edge deck with outdoor dining table and chairs. As you enter the house into the spacious family room complete with many board games, there is a bedroom to your right with a twin bed and set of...
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    Orrs Island, Maine 04079
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    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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    Harpswell
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    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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    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Harpswell
    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 04079
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Freeport
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Central Heating
    • Washer
    • Waterfront
    • Balcony
    • Ocean Views
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there is a completely separate rental cottage on the property that may have guests present during your stay. ** Find the quintessential 'Downeast' Maine experience at 'Heron Cottage,' a 1-bedroom, 1-bath vacation rental cottage, overlooking the picturesque Harraseeket River...
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    South Freeport, Maine 04078
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Harpswell
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have an authentic New England experience by staying in this vibrant cottage right on the edge of the ocean. With room for 8 guests among its 3 bedrooms and 1 bathroom, charming in-home amenities, picturesque views, and a wonderful location on Stovers Cove, this exceptional vacation rental cottage...
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    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Harpswell
    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 classic Maine cottage sits in a quiet neighborhood near Stover's Point in Harpswell. Inside is charming with a long living room full of windows to enjoy the view of Stover's Cove. The new deck is the perfect spot to sit and enjoy a cup of coffee while watching the colors of the sunrise or an...
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    Harpswell, Mid Coast Maine 04079
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harpswell
    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 04079
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Orrs Island
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Ocean Views
    • Waterfront
    • Patio
    Suitability
    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 04066
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Orrs Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the Central location of this cottage, and its beautiful Easterly views of the Ocean. Only a short walk to the beach. The right of way is to a small rocky area and stone beach. Cedar beach is also within walking distance. The Deck has a roll out canopy for shade. This cottage has living space...
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    Orrs Island, Maine 04003
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Freeport
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Terrace
    • Balcony
    • Washer
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that there is a completely separate rental cottage on the property that may have guests present during your stay. ** Enjoy the coastal town of South Freeport from 'Osprey Cottage,' a 2-bedroom, 1-bath vacation rental cottage that sleeps 4! Located on Casco Bay, this cozy home is...
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    Location Information
    South Freeport, Maine 04078
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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