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Holiday Rentals in Squirrel Island

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    All 108 Rentals in Squirrel Island
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    The following rentals are within 10 kilometers of Squirrel Island.
    Oceanfront Cottage On Linekin Bay Boothbay Harbor1 / 24
    (19)Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    18 School Street Boothbay Harbor, ME1 / 16
    (4)Excellent
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    LOG HOME | SECLUDED | SLEEPS 10+ | MEADOW COVE1 / 15
    (9)Very good
    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Cedar Log Cabin in Boothbay Harbor, Maine1 / 30
    (25)Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    Dave and Yuko Taylor have really put a lot of love into their little log cabin! Yuko was so friendly and helpful with information about the area, places to eat, etc. The cabin...
    Reviewed 1 September 2017
    My husband and I spent 3 weeks this August in this beautiful cabin, nestled in the woods. It was very conveniently located and within walking distance to all the shops...
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    About this property
    Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and bathroom. We have a fully...
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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA1 / 15
    (8)Excellent
    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    Excellent accommodations. Beautiful weather. Tasty seafood options abound. Limitless shopping options. Peaceful location. Encourages family interaction and bonding. Pet friendly...
    Reviewed 13 June 2017
    We rented Water's Edge for ten days. The locale with the view of the river from almost every room invited relaxation. On sunny days we explored a number of nearby peninsulas...
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    About this property
    QUICK HIGHLIGHTS: 3 Bedrooms 3 Full Bathrooms TV in Family Room and Each Bedroom Cable & WIFI Large Deck Screen Porch BBQ Grill New Kitchen Appliances including Dishwasher Full Size Washer and Dryer Large Dock Central Heat Kayak Rentals Available Private and Quiet Location Please note...
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    Boothbay Harbor, Mid Coast Maine 04578
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    New England 1890 House with part water view1 / 15
    (2)Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Secure Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Outdoor Dining Area
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2014
    My husband and I are return visitors to Boothbay Harbor. Our choice of the 1890 House could not have been a better one! Karen P, our host, went out of her way to make our stay...
    Reviewed 20 October 2013
    My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B...
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    About this property
    A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen TV. Dining Room has table with 4 chairs, fully...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Maine Cottage1 / 21
    (2)Very good
    South Bristol
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Porch
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2014
    The cottage is located in a quaint, quintessential Maine community. It is a pretty, sleepy town with limited resources, but you can find anything you might need in the three...
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    About this property
    Cottage overlooking picturesque harbor in the authenic Maine community of South Bristol. Perfect for small family or couple who enjoy waterviews and easy access to provisions and fresh lobster. Good location for walks to lobster co-ops, picnic spots, and Christmas Cove, as well as short drives to...
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    South Bristol, Mid Coast Maine 04568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    East Side Cove is a retro style ranch home with lots to offer! Get cozy with a book in the sunroom, have lunch at the picnic table on the outdoor deck, enjoy cocktails down on the dock, play games on the lawn, or take a kayak out into the cove. This house has three bedrooms including one bedroom...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Boothbay Harbor
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for a picture perfect Maine getaway for a large number of people, you have found the place. At the head of Linekin Bay sits the little village of Bayville. Founded in 1911, the mostly summer community is a step back in time with its own post office, community dock, tidal beach,...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Rustic bayfront cottage with fantastic views - just minutes to downtown!1 / 27
    (1)Excellent
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's all about the views at this rustic three-bedroom summer cottage. Gaze across the scenic waters of Lewis Cove and Linekin Bay and out to the open ocean, and enjoy this tranquil retreat with an incredible waterfront location, 280 feet of private shorefront, its own beautiful tidal beach, and...
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    Boothbay Harbor, Mid Coast Maine 04338
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Waterfront Condo in Boothbay Harbor1 / 27
    (3)Average
    Boothbay Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Balcony
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2013
    We spent a week in August at this property, We enjoyed the ability to walk to the shops and for meals to the local restaurants just a short distance away. Absolutely loved the...
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    About this property
    Beautiful oceanfront property at the head of the harbor. Bright open concept kitchen/living/dining room with abundant natural light. Two cheery bedrooms, with nautical themes and one convertible sofa sleep up to six. One and a half baths include a new stackable washer and dryer. A balcony off the...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Boothbay
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Waterfront
    • Ocean Views
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacous ocean front cottage in a stunning New England setting on Linekin Bay. Sloped lawn offers stairs that go directly into the ocean. Tidal pools within a few steps, and public dock 300' away. Great area for sailing, fishing, kayaking, and snorkling. Gorgeous views and RIGHT on the water! Only 5...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Southport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In search of a family retreat on the beautiful and rugged Maine coast? This gorgeous Southport home offers cozy furnishings, amenities for all ages, and a serene private deck with lighthouse and ocean views. Conveniently located six miles from Boothbay Harbor, this three-bedroom home faces...
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    Southport, Mid Coast Maine 04576
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bayville
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At the head of Linekin Bay, 'The Mooring' is an eighteen-nineties shingle-style masterpiece overlooking a private dock and swimming area. The southern exposure of its wrap-around covered porch offers 270 degree views of the bay below. The Mooring's generous accommodations make it an ideal vacation...
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    Bayville, Mid Coast Maine 04538
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The tiny house cottage is very well appointed using a nautical theme. There is a half bath in the cottage. Then a few steps away is the enclosed kitchen and shower. Parking is very convenient and the shore, dock and kayaks are within site of the tiny cottage. Walking to the town center,...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bayville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Grill
    • Ocean Views
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to market! At the head of Linekin Bay in Boothbay Harbor, in a small community called Bayville, sits this storybook Maine Cottage. It is a step back in time and a perfect backdrop for treasured memories to be made. More photos coming soon as renovations are completed! This cottage offers a...
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    Bayville, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Boothbay Harbor
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked among the pines with views towards the ocean, this chic 1BR cabin (sleeps 2) in Boothbay Harbor is newly renovated and includes access to the Sprucewold Beach. Relax on your woodland surrounded deck or take a walk to Boothbay Harbor. INSIDE THE CABIN After parking directly in front of the...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Romantic Crow’s Nest Hideaway with Deck and Treetop Vistas – Walk to Downtown1 / 24
    (1)Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2017
    Renting was super easy - all done online and I was sent the code for the door, which made checking in really simple as we didn't have to coordinate with meeting a person. The...
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    About this property
    The perfect retreat for couples—and full of New England charm—this crow’s nest hideaway has just enough room for 2, plus a private, romantic deck with lush treetop vistas in summer and ocean views in winter. Easily walk to downtown Boothbay from here. ABOUT THE APARTMENT A private deck...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A classic log cabin nestled among the pines is ready for you to settle in for a memorable Maine Vacation. This three bedroom, two bath cottage on Southport Island is well equipped and comfortably furnished throughout. Enjoy the rustic feel with contemporary furnishings inside and the breathtakingly...
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    Newagen, Southport 04576
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Boothbay
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Arrival & Departure Days in Non-Peak Seasons may be flexible. A treasured family cabin on Linekin Bay is ready for you to settle in for a memorable Maine Vacation. This four bedroom, one bath cottage is quaint and rustic,...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Boothbay Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing getaway on the water at this cozy bungalow close to town. You'll be within walking distance to local restaurants and more along Commercial Street, plus you'll have all the comforts of home with a large deck and a gas grill for outdoor entertaining. Located in Boothbay Harbor,...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Back Bay Cottage - Portside: Luxury Condo on Water1 / 12
    (16)Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • Washer
    • Sauna
    • Central Heating
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2017
    Beautiful condo. Abigail has thought of everything you could have possibly needed away from home on your vacation. The location is perfect and we could not have been more...
    Reviewed 1 March 2017
    We enjoyed a week at Portside so much last summer that we decided this would be the perfect place to celebrate our 38th wedding anniversary in February. We took champagne and...
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    About this property
    Portside is a year-round luxury condo with the charm of a cottage in the heart of historic Boothbay Harbor, Maine. The cottage is in the town center and yet you will find tranquility and privacy inside. We share a dock and float with the other two Back Bay Cottage units and have our own deck on the...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Historic home w/ large deck, walk to the beach & downtown!1 / 35
    (1)Terrible
    Boothbay Harbor
    7 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time when you stay at this historic Boothbay Harbor home, a seven-bedroom cottage with a large front porch, a wonderful location, and an abundance of atmospheric Maine charm. Built in 1909, this two-level home sits at the highest point in Boothbay, just a quarter-mile from the two...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 14
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    Boothbay Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Double wrap-around decks, views of the water, and lovely features inside and outside are all a part of this wonderful Boothbay Harbor vacation home. No matter the season, this beautiful, plantation-style manor in Boothbay Harbor is the perfect place to escape with your group of seven! Situated in...
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    Boothbay Harbor, Mid Coast Maine 04575
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Boothbay Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Waterfront
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy lakefront living at its best at this four-bedroom Boothbay Harbor home, a picturesque Midcoast Maine escape with a private dock, a kayak and a canoe, and a scenic location on West Harbor Pond. This tree-lined, two-level home occupies an acre of land at the head of West Harbor Pond, where...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Other activities include sailing the Eastwind or whale...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Trevett
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In this charming Maine getaway, the only thing you have to worry about is if the curtains are drawn wide enough for you to enjoy the sweeping water views. Complete with a large deck and close to awesome activities, this home is the perfect package. This home is secluded, yet it's still close...
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    Trevett, Boothbay 04571
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    There's no shortage of charm and comfort at this three-bedroom log cabin, an inviting Boothbay Harbor home with an expansive wrap-around porch, an atmospheric living space, and a wonderful location just a short distance from the harbor, shops, and restaurants. Tucked away on a wooded property...
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    Boothbay Harbor, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the charming cabin atmosphere of this two-bedroom East Boothbay retreat. It's a quaint Maine home featuring a deck with bay views, a porch swing, and a wonderful location right on the water. This single-level cabin sits on an inlet of Ocean Harbor, just a short distance from the convergence...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll have peek-a-boo views of Linekin Bay at this East Boothbay home, a quiet and scenic Midcoast Maine getaway with all the home essentials, a dog-friendly policy, and a wonderful location close to downtown Boothbay Harbor. Situated close to the water and convenient to all sorts of outdoor...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Plan your escape to this Boothbay Harbor home! With sweeping views and a unique charm throughout, this is a wonderful spot for a family getaway. Less than a quarter of a mile to Railway Point and one mile to the heart of Boothbay Harbor, this home gives you the chance to explore the majestic...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Oceanfront 2BR Cottage on Wooded Half Acre w/ Ocean View1 / 24
    (1)Excellent
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 16 July 2017
    My family loved this cottage so much! The view is amazing from the adorable deck. Cozy and very comfortable beds! Great location with tons of interesting things to see and do...
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    This classic 2BR cottage-On the Rocks- has been recently updated and offers a traditional American vacation. You will descend a set of wooded stairs to reach your rental, which sits on the rocky shoreline—so close you’ll hear the lapping of the waves from the deck. The shops, restaurants, and...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Charming 1920's cottage in Ocean Point, Maine1 / 16
    (2)Excellent
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 29 July 2017
    We thoroughly enjoyed our week at Ocean Point. The cottage had everything we hoped for, including all the basic furnishings. We were close to all sorts of attractions and...
    Reviewed 25 July 2017
    My regret was not booking it for longer. There is so much to do and see in the area that we did not spend enough time just re,axing at the cottage.
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    About this property
    Rustic and charming 1920's vintage summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/double bed, one bedroom w/bunk beds, sleeping nook on front porch w/3/4 futon, bath with shower (no tub), fully equipped kitchen with separate dinette, fireplace in LR w/gas insert,...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Boothbay Harbor
    7 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    THIS PROPERTY RENTS SATURDAYS-SATURDAYS JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A classic seaside family home on the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This four bedroom, three bath cottage is well equipped and comfortably furnished throughout. Its...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 12
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    East Boothbay
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    About this property
    This four bedroom, two bath cottage has been recently renovated in a nautical decor to ensure visitors have a great vacation. Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from the indoor sitting area facing the water. Imagine yourself...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
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    On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    East Boothbay
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Kick your shoes off and let your vacation begin at this spacious 5BR, 2.5BA (sleeps 10) known as Sage Cottage. Part of the famed Ocean Point colony, the house affords guests incredible views of the Atlantic, Ram Island Lighthouse and Fisherman’s Island. Perfect for a family reunion or friends’...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    South Bristol Boathouse1 / 21
    (2)Excellent
    South Bristol
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed 9 January 2018
    Spent the first part of September at the South Bristol Boathouse and enjoyed every minute of it. This area, South Bristol, is what I would consider the quiet side of Maine...
    Reviewed 20 September 2017
    We had a very short trip to Maine's Mid-Coast and could not have chosen a better location! The house was comfortable, well maintained and equipped, and beautiful. The owners...
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    Beautiful new build cottage (2015) on Rutherford Island looking out onto John's Bay. The 'Boathouse' has two spacious bedrooms upstairs along with a bathroom with tub. There is also a nice little reading nook on the landing separating the two bedrooms. The building itself is approximately 15 years...
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    South Bristol, Mid Coast Maine 04568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    CLEARVIEW COTTAGEis designed to take full advantage of the spectacular westerly views of open ocean and Fisherman's Island. Clearview is located just an easy walk along the Shore Road to Grimes Cove Beach for swimming, sunning on the large rocks or just enjoy walking along the ocean. Bring your...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    East Boothbay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a private guest studio and spacious living areas, there’s plenty of room for the whole family to gather. Two central stone fireplaces create a warm and inviting atmosphere. When you’re ready to get out and explore, visit Coastal Maine Botanical Gardens or tee off at the new Boothbay Harbor...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Nature enthusiasts will love the peace and tranquility of this waterfront home in Boothbay Harbor. An eat-in kitchen and two living areas offer ample space to gather, while three comfortable bedrooms accommodate up to six guests. Launch a kayak at the water’s edge right from your own backyard,...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Historic Cape Cod with Harbor View, Featured in Coastal Living Magazine! Known as 'Fleur de Lis', this traditional Cape Cod home is perfect for antique lovers, history buffs, bookworms, or anyone seeking a traditional Down East experience. Featured in Coastal Living magazine, the house boasts views...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Looking for a great spot for a family get together but have some space? These two cozy cottages provide the together time, but the private space as well. Take a short walk to the water and enjoy the dock and float and views of the Damariscotta River. Sit out on the open deck and enjoy the beauty of...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Savor gorgeous views of Boothbay Harbor from your 1BR/1.5BA waterside retreat. Custom woodwork and a charming post-and-beam structure give this home its unique character. You’ll feel like a true local as you spend mornings sipping coffee down by the dock and watching lobstermen hauling traps....
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Southport
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    PIFFI BIFF Piffi Biff is a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. With incredible views of the Atlantic Ocean, Squirrel Island, Boothbay Harbor, Burnt Island, you will also see porpoises, whales, migratory shore birds, sailboats, yachts and lobster...
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    Southport, Mid Coast Maine 04576
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This custom-furnished downtown 3BR/2BA house enjoys proximity to shops, restaurants, and area attractions. Sit on the water’s edge enjoying the comings and goings of waves and wildlife at Mill Cove, a tranquil tidal harbor. Sleeps 6. ABOUT THE HOUSE Immerse yourself in the delights of Boothbay...
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    Boothbay Harbor, Mid Coast Maine 04538
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Boothbay Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Introducing 'Admiral Quarters'- Located in the heart of downtown Boothbay Harbor, this sunlit top-floor 2BR/2BA penthouse (sleeps 6) is walking distance to everything, including restaurants, nightlife, and whale watching tours. INSIDE THE HOUSE Step through the entry door off Commercial Street...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Boothbay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    PINE CLIFF DWELLER Pine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maximized the view with tons of windows, covered and uncovered decks and indoor...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Boothbay Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    THIS PROPERTY RENTS SATURDAY-SATURDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. A treasured family home nestled at the end of Grimes Cove is waiting for you to settle in for a Memorable Maine Vacation! This Ocean Point Cottage is ideal for sunset watchers and communing with nature. Begin your day...
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    Boothbay Harbor, Mid Coast Maine 04544
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    CAPTAIN`S QUARTERS ON LINEKIN BAY | EAST BOOTHBAY | LINEKIN BAY | DOCK & FLOAT1 / 35
    (1)Excellent
    East Boothbay
    8 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    NOTE: For groups of 12 and under, see Note Tab for special pricing in the Off Seasons.. . CAPTAIN’S QUARTERS ON LINEKIN BAY Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay,...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 16
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