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Holiday Homes in Squirrel Island

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    All 125 Rentals in Squirrel Island
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    Squirrel Island
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Squirrel Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Squirrel Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Squirrel Island
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    PROPERTY OVERVIEW Located in the majestic Ocean Point Colony, this two-story 4BR/2BA home boasts incredible ocean views. Detailed with original patina pumpkin pine, natural hardwood floors, and a beach-stone fireplace, this inviting home affords plenty of entertaining space with two living areas....
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    04544, Squirrel Island, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Squirrel Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedroom, 2 Bath Cottage located near Grimes Cove Beach. NEW for 2018 Ocean Peek part of the Ocean Point Colony in East Boothbay, Maine offers nearby swimming and boating.  The 'Casino' as the Association Clubhouse is affectionately known overs tennis (for a fee) and activities throughout the...
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    04544, Squirrel Island, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Squirrel Island
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    PROPERTY OVERVIEW This 3BR/2.5BA Cape Cod style getaway embodies quintessential midcoast Maine with incredible indoor/outdoor entertaining space. Affectionately named the Owl House, your two-story home features a screened porch, a deck with a grill, and an expansive yard surrounded by mature...
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    04544, Squirrel Island, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    The following rentals are within 10 kilometres of Squirrel Island.
    Trevett
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Private Garden
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for a place to get away from it all, and enjoy the beauty of a rocky coast, the smell of salt mixed with native evergreen, you have found your spot here. Bord de l'eau  is a rustic cottage on the edge of the ocean.  Step inside and  you will find an open living, dining, and...
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    04537, Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Boothbay Harbor
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Pool and Pool Deck plus much more for 2020! If you are looking for a picture perfect Maine getaway for a large group, you have found the place.These two cabins sit on nine acres at the water's edge with their own private dock, a private rocky beach, and an in-ground pool! Located at the head...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
    Rustic bayfront cottage with fantastic views - just minutes to downtown!1 / 30
    (1)Excellent
    Bayville
    3 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
    The Beach House at Wall Point 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...
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    04538, Bayville, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    18 School Street Boothbay Harbor, ME1 / 16
    (6)Very good
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Housekeeping Included
    • Balcony
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2018
    We had perfect weather for not being at the house too much. We did not use the fire pit, which looked great, due to being out-and-about. We also did not use the kitchen to...
    Reviewed 14 June 2018
    The house was perfect for our family of five. Very comfortable, casual and well-equipped. Garden in back was a lovely place to read, make s’mores in the fire pit and just enjoy...
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    About this property
    This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Harbor has to offer--shops,...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Oceanfront Cottage On Linekin Bay Boothbay Harbor1 / 24
    (21)Excellent
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Waterfront
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2019
    The cottage had just enough for what we needed. A lovely location just a walk to Boothbay Harbor docks and shops.
    Reviewed 26 September 2018
    What a gorgeous little place! This cottage is right on the water with the most beautiful views. It’s in a very quiet location, yet Boothbay Harbor is an easy walk across the...
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    About this property
    This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise (or fog) greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Trevett
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Ocean Views
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peg's Pond House 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...
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    04571, Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Charming water view home overlooking Mill Cove w/ a large deck - near town1 / 29
    (2)Excellent
    Boothbay Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2018
    We thoroughly enjoyed our stay in Boothbay Harbor. The place was spacious and very clean with amenities like shampoo, spices, etc. There was a large deck with nice views of...
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    About this property
    Seaside Bungalow Enjoy a relaxing getaway overlooking 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....
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Frosty Glen, a Southport Island Retreat 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...
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    04576, Newagen, Southport
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!1 / 25
    (1)Very good
    Trevett
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 29 August 2018
    It is very cute and unique home tucked away but close to all the attractions. It was very pet-friendly and would definitely go back!
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    The Dome House Discover an architectural wonder on the shores of the Back River at this two-bedroom Boothbay home, a geodesic dome house with a dog-friendly interior, a shared dock nearby, and a beautiful deck that overlooks the water. The Dome House is perfectly secluded on two acres of dense...
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    04537, Trevett, Boothbay
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    LOG HOME | SECLUDED | SLEEPS 10+ | MEADOW COVE1 / 15
    (11)Very good
    East Boothbay
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Wi-Fi
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    • DVD Player
    • Grill
    • Waterfront
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    This is a beautiful home and would work great as a multiple family getaway. Myself and 3 coworkers went in mid April for a work conference. Sadly, we only were able to enjoy two...
    Reviewed 19 December 2017
    Stayed one night . Perfect for family of 6. Owner could not have been more gracious or helpful.wonderful!
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    About this property
    Classic oversized log home is stocked and ready for your large group to enjoy all of the serenity of the Maine woods. Close to shops and restaurants in Boothbay Harbor. Open living and dining area with sliders to a large wrap around deck. Private master king bedroom with en suite bathroom and...
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    04544, East Boothbay, Boothbay
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Trevett
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bufflehead Cove Looking for a dog-friendly rental in Boothbay, Maine? Then look no further than this lovely three-bedroom cottage on the cove. You're smack dab in the middle of a bird-watcher's paradise here, complete with gorgeous cove views. Situated on just over two acres, you'll be in the...
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    04537, Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    M&M Cottage - Walk to Town from this Roomy Boothbay Harbor House, Pet Friendly1 / 33
    (3)Average
    Boothbay Harbor
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I booked this place with my family. We were there for a weekend wedding and we stayed there with kids and adults. It was perfect and they were so helpful with everyquestion we...
    Reviewed 31 October 2019
    We love Boothbay Harbor and this place was a real find: spacious, vintage yet with modern amenities, a short and very scenic walk to town (you'll want to do it everyday) but in...
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    About this property
    This cottage is located on the east side of Boothbay Harbor walking distance to town by a connecting footbridge. The cottage has a well equipped kitchen, 2 downstairs bathrooms and an upstairs 1/2 bath. Offering a glassed in dining area and deck off the back, a downstairs master bedroom and...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    East Side Cove - At the Head of the Harbor with Dock, Walk to Town1 / 26
    (1)Excellent
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    • Ocean Views
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2019
    Excellent, would book again. Owner was wonderful and even surprised us with a welcome gift. Location was perfect. Loved the kayaks and private dock. I highly recommend this rental.
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    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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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Vintage, log cabin in the woods w/ beach club access (about a mile away)!1 / 21
    (1)Very good
    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 5 September 2017
    I feel when I booked the cabin earlier in the year the listing could have been more clear that the cabin was not on the water. The photos and write up at the time could have...
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    About this property
    Sebenoa Retreat at Sprucewold This quintessential, vintage log cabin in Boothbay Harbor offers guests both wooded seclusion and modern amenities, including access to a small private beach club, about one mile away. The front porch with wicker furniture is ideal for unwinding and the high ceilings...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Central Heating
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    • Waterfront
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Linekin Bay Lookout It’s time for a East Boothbay getaway! This rental is secluded, surrounded by trees, and great for a lovely, romantic trip away from home. It's also perfect for nature lovers! Just 60 miles from Portland and 50 miles from Lewiston, you’ll be able to get to your destination...
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    04544, East Boothbay, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Dog-friendly, oceanview home overlooking Boothbay Harbor & the footbridge!1 / 35
    (1)Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    Great little house, close to everything! The only thing missing was a fire place, but that was OK. We could sit on the porch and have coffee in the morning and watch the boats...
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    About this property
    The Captain's Cottage With ocean views, a wonderful harbor-facing location, and space for five guests and one dog, this three-bedroom Boothbay Harbor home is a perfect escape for families, couples, and vacationers who want to experience one of Maine's most popular coastal towns. Built in 1864,...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Boothbay Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Dianne II This charming cottage in downtown Boothbay Harbor is perfect for your next getaway complete with a private hot tub, bay views, easy access to downtown, and parking for two cars. When it's time to get out and explore, take a quick walk to browse unique shops and dine at the town's...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    East Boothbay
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sailor's Cabin Come relax on this gorgeous slice of unspoiled Maine coast at this oceanfront cabin with multiple rocky beaches nearby. There is a deep water dock perfect for sunbathing, swimming, or fishing, and the cabin's interior features a rustic, wood-paneled design with high rafters and an...
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    04544, East Boothbay, Boothbay
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA, Fire Pit1 / 21
    (9)Excellent
    Boothbay Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Waterfront
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    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2018
    I would highly recommend this coastal rental. Owners provide lots of equipment for rain or shine activities. Great location. Really enjoyed getting live lobsters from the...
    Reviewed 26 June 2017
    Excellent accommodations. Beautiful weather. Tasty seafood options abound. Limitless shopping options. Peaceful location. Encourages family interaction and bonding. Pet friendly...
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    About this property
    IMPORTANT NOTICE to our WINTER guests: The main floor w/ 2 bedrooms has central heat. The second floor which is the large bedroom with 3 beds (queen and twins) does not have central heat. The room is heated with a space heater. It stays warm if door left open. It is very private even if door...
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    04578, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Boothbay Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Cape McKay 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...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Waterfront
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    • Patio
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The tiny house cottage is very well appointed using a nautical theme. There is a full bath in the cottage. Then a few steps away is the enclosed kitchen. Parking is very convenient and the shore, dock and kayaks are within site of the tiny cottage. Walking to the town center, restaurants, boat...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Boothbay Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Boothbay Beauty It doesn't get more classically Maine than this charming woodland cottage in the Mt. Pisgah section of Boothbay Harbor! The former site of the Commonwealth Art Colony, this tree-lined home offers a welcoming front deck with its own gas grill, seasonal water views of Barrett Park,...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Trevett
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Captain Kent's Make this quaint dog-friendly cottage in Boothbay your home away from home for your next coastal Maine vacation. This home was built in 1832 and still boasts some of its original vintage touches while adding modern conveniences for your enjoyment. Curl up with a good book after a day...
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    04537, Trevett, Boothbay
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Bayville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    King Phillips Getaway Get away from it all and experience the quiet charms and magnificent shorelines of East Boothbay at this spacious, tree-lined home. With British owners who fell in love with the region while on a holiday themselves, this family retreat is an ideal home base for your Midcoast...
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    04544, Bayville, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Historic home w/ large deck, walk to the beach & downtown!1 / 43
    (1)Terrible
    Boothbay Harbor
    7 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    About this property
    The 1909 Cottage 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...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 14
    East Boothbay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Muirgen Enchantment by the Sea Soak in gorgeous views of the Damariscotta River from nearly every room of this Boothbay home, a three-bedroom waterfront retreat that offers a deepwater dock, an expansive and partially screened deck, and a stunning location in the heart of Midcoast Maine! Recline...
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    04537, East Boothbay, Boothbay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    South Bristol
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charming South Bristol Cottage Cozy, private, and beautifully situated near the banks of the Damariscotta River, the Charming South Bristol Cottage offers the quintessential Maine experience in one of the Midcoast's loveliest towns. In the same family since 1947, this home is a wonderful place to...
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    04568, South Bristol, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Serene Newagen House Marvel at breathtaking oceanfront views of Cape Harbor, Cape Island, and the Atlantic Ocean at this stunningly situated Southport home. This property sits at the end of Gray Road (which is shared with only a handful of other homes), ensuring that your stay will be quiet and...
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    04576, Newagen, Southport
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Bayville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Vista This gorgeous, ocean-view cottage, nestled alongside several historic homes, is the perfect getaway for a family or group of friends. Outside, this completely remodeled rental boasts a large, furnished deck with plenty of space for dining and taking in the beautiful views of Linekin...
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    Location Information
    04538, Bayville, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    South Bristol
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean's Edge Situated on a hill offering fabulous views of the Atlantic Ocean, this warm and inviting home is perfect for a large family or group of friends. Lovingly updated, this rental features a full kitchen and furnished decks from where you can view breathtaking sunrises accompanied by the...
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    Location Information
    04544, South Bristol, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Bayville
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Linekin Bay Bungalow Admire stunning views of Linekin Bay and Cabbage Island when you retreat to this oceanfront studio in Boothbay Harbor! The perfect home base for your Midcoast Maine adventures, this quaint bungalow offers a private deck with a grill and a shared dock on Lewis Cove for launching...
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    04538, Bayville, Mid Coast Maine
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Bayville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Cabin on the Shore 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...
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    Location Information
    04544, Bayville, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Atlantic Allure This charming house will feel just like home! Make a wonderful meal in the full kitchen and feast in the dining room, or lounge in the living room as a classic movie plays on the flatscreen TV and flames roar in the fireplace for an extra sense of coziness. You can also step out...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Boothbay Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Bon Abri This is the perfect spot for an escape to a quiet place in pine woods with plenty of outdoor activities in the surrounding area; you'll surely be entertained during your stay! The home has a fully-equipped kitchen for easy meal preparation and plenty of space for both dining and relaxing....
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    04538, Boothbay Harbor, Mid Coast Maine
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bayville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maine Stay Fulfill your fantasies of a summer in Midcoast Maine at this four-bedroom Boothbay Harbor retreat, a century-old home with a wrap-around porch, a dog-friendly living space, and a glorious oceanfront location within walking distance of downtown. Built at the turn of the century, this...
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    04538, Bayville, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Seaside Manor You'll be an easy stroll from all the activity in Boothbay Harbor at this spacious home with a view of the inner bay! This property boasts a large deck with views of the harbor, an ideal location within walking distance of the beach at Barrett Park, and a full kitchen for easy meal...
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    04538, Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Machias Cabin Welcome to Machias Cabin in historic Sprucewold, Boothbay Harbor! Nestled in the woods only a stone's throw from the sea, at Machias you'll feel like you're a world away. Machias offers the best of both worlds, as you will feel transported back to a simpler time, but with all of...
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    04538, Boothbay Harbor, Mid Coast Maine
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    Boothbay Harbor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Linekin Bay Retreat at Wall Point Find the storied charms of Midcoast Maine at this Boothbay Harbor property, a bay view cottage and adjoining apartment with a spacious deck, a shared dock, and access to the shores of Linekin Bay right across the street. With two separate living spaces, privacy is...
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    04538, Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Cedar Log Cabin in Boothbay Harbor, Maine1 / 44
    (27)Excellent
    Boothbay Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2019
    This will be our sixth year staying at the Taylor’s cabin in the woods. We do look forward each and every year to spend a week in Boothbay. The Taylors make the week so...
    Reviewed 20 August 2018
    We absolutely loved our stay in the cedar log cabin in Boothbay Harbor, Maine! The cabin had anything you could ever want to enjoy your stay. It was well organized, clean, and...
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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 and a loft space with seating area and a bed. Brand new HVAC system and a gas hot water heater were installed in June 2018,...
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    04538, Boothbay Harbor, Mid Coast Maine
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Newagen
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Ocean Views
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS PROPERTY RENTS SATURDAYS-SATURDAYS JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Off-Season Arrival and Departure dates may be flexible. A treasured Maine cottage at the edge of the Atlantic Ocean on Southport Island is waiting for you to settle in for a memorable Maine vacation. Here,...
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    04576, Newagen, Southport
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Trevett
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
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    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Listed! Located at the end of a private road on Barter's Island with the ocean on three sides sits this oasis of a retreat. To the south the Sheepscot River is waiting to greet you, to the east you will find a delightful tidal cove, and to west you will find the deep waters of the Sheepscot...
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    04571, Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Edge_Of_The_Sea_East_Boothbay1 / 14
    (1)Excellent
    East Boothbay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    Lighthouses, lobster boats, Monhegan Island & Ram Island, sea gulls, fog horns and more are all experienced from this perfect location. A large picture window entices one to...
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    EDGE OF THE SEA  As the name implies this three bedroom cottage sits at the edge of the sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse, and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner. This cottage is located at the desirable...
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    04544, East Boothbay, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    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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    • Patio
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    04544, East Boothbay, Boothbay
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Romantic Crow's Nest Hideaway with Deck and Treetop Vistas – Walk to Downtown1 / 25
    (3)Very good
    Boothbay Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2018
    Clean, comfortable, quiet, good location.Perfect for 4 nice days in this pleasant village.Excellent service from Turnkey vacation rentals.
    Reviewed 1 July 2018
    We absolutely loved our stay here at “THE CROW’S NEST”. It was cozy, comfortable and has everything that you need. Love the decor. The plants and flowers surrounding 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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    Location Information
    04538, Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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