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Holiday Rentals in Boothbay

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    Travellers to Boothbay are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 55 Rentals in Boothbay
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    An amazing view of Linekin Bay, this 4BR + Bonus Room, 3.5BA East Boothbay house (sleeps 10) shows the best of Maine. Relax in an elegant home with spacious top-floor master suite. Close to boat launch and restaurants at Ocean Point! INSIDE THE HOUSE A long L-shaped driveway allows for plenty of...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Limited Time Offer- 2 days/ Get 3rd Night Free Six guests can have a quintessential lakefront vacation at this 3-bed, 1-bath cabin on two lush acres, including 350 ft. of private lake frontage (inflatable kayak provided!). Newly renovated but with a classic Maine cabin vibe, you can tuck in here...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    SEASIDE HIDEAWAY | BOOTHBAY | PRIVATE GETAWAY | DOCK & FLOAT | PET FRIENDLY1 / 12
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Looking for the quiet, tranquil getaway spot? Then Seaside Hideaway is for you. Nestled among the trees, and at the edge of the water, you are invited to sit on the porch in one of the rockers and just relax and enjoy the view. Love Kayaking, want to be able to enjoy it without having to go...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    JUST AROUND THE BEND Stressed out from work? Need to getaway and relax. This stylish bungalow cottage is waiting for you! Clean, bright, comfortable, and pet friendly. Just a short walk to the boat launching ramp on Linekin Bay, and steps away from the East Boothbay General Store. Lobsterman's...
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    Boothbay, Mid Coast Maine 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    LINEKIN BREEZE Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from inside as you relax in the sitting area facing the water. This four bedroom, two bath cottage has been recently renovated in a nautical decor to ensure visitors have a great...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    THE VILLA | EAST BOOTHBAY, MAINE | LINEKIN BAY | OCEAN BREEZES | PET FRIENDLY1 / 20
    (4)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    THE VILLA Views, views and more views are what make this summer home so popular and memorable. Everywhere you look you can see the ocean, islands and big blue sky. This quintessential Maine summer home is classic, timeless, and a vacationer's dream. Water access is available at Grimes Cove Beach...
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    Boothbay, Mid Coast Maine 04544
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    LOBSTER HOUSE | EAST BOOTHBAY | LINEKIN BAY | PRIVATE MAINE RETREAT | DOCK1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Guests arrivals and departures are scheduled for Saturdays during the summer months but there is some flexibility in the shoulder seasons. This is a newer constructed 2 bedroom cottage on the ocean. This cottage has a private setting with its own sandy/pebbly beach, as well as a water dock and...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    CAPTAIN KENTS HOUSE | SAWYER`S ISLAND | SUMMER FARMHOUSE | PRIVATE DOCK & FLOAT1 / 21
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    CAPTAIN KENT’S PLACE Step back in time on this secluded piece of land, water and sky! Take a nap in the bottom of a canoe as the gentle water rocks you. Watch the sun slip into the Atlantic from the boat house –you can almost hear the sizzle! Spin on the hand-hewn wooden tree swing like you did...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    DASH INN | EAST BOOTHBAY | PET FRIENDLY | GARDEN | ROMANTIC GETAWAY | KAYAKERS1 / 15
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    DASH INN is a beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that will steal your heart and keep you coming back year after year. You won`t want to 'dash' anywhere after you arrive at this incredible cove-side retreat. The wall of windows draws the outside...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    QUIET SPOT Quiet Spot is all about the views. Looking west across Linekin Bay to Spruce Point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The craggy rocks and seaweed can be seen at low tide...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    CAPTAIN`S QUARTERS ON LINEKIN BAY | EAST BOOTHBAY | LINEKIN BAY | DOCK & FLOAT1 / 35
    (1)Excellent
    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. SUNRISE The perfect romantic retreat, Sunrise will make you fall in love all over again! Incredible breath stealing views of the tidal river near the Ovens’ Mouth Preserve is just full of aquatic wildlife like seals,...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    EDGE OF THE SEA | OCEANFRONT | OCEAN POINT | EAST BOOTHBAY MAINE | LIGHTHOUSES1 / 14
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    EDGE OF THE SEA As the name implies this three bedroom cottage sits at the edge of 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 Ocean...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    SUNSET Stunning views of the river, walk or kayak to Oven’s Mouth Preserve, this vintage cabin in the woods has to be seen to be appreciated! Sitting atop a hill, the open deck sticks out almost to the water. You are high up with unimpeded views of the tidal salt-water river. A wooded path leads...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This is an exclusive Cottage Connection of Maine Vacation Rental. This Cottage Connection home is a special offering unlike any other. It is a private home, lovingly decorated and well-stocked. It is NOT a 'cookie cutter, sparsely furnished bare bones rental property'. It is a special Maine place...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    JOHN’S COTTAGE Floor to ceiling widows with views of Mouse and Squirrel Islands and a wrap-around porch with sections that are screened, glassed and open air! Beautifully tended grounds. 100 feet of shoreline. Access to Association Clubhouse, Tennis Courts, Beach, and Dock and Float (for a small...
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    Boothbay, Mid Coast Maine 04576
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    FAIRVIEW | BOOTHBAY MAINE | PET FRIENDLY | SALT WATER RIVER | PRIVATE DOCK1 / 27
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    A FAIRVIEWis all about its amazing location. Close to the water with a gorgeous, unobstructed westerly view, this cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairview is an easy drive to...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Set back on a grassy knoll overlooking the water, this 3BR, 2BA Boothbay Harbor home offers a truly tranquil vacation retreat. Drive minutes to restaurants, hiking trails, whale watching, and the quaint fishing village of Boothbay Harbor. Sleeps 10. INSIDE THE HOUSE After arriving in this leafy...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Ocean Views
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    This Cotttage is located on Ocean Point, Maine. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. In the evenings, take a walk, enjoy the stars and the cozy up to a fire. It's up to you ! Great place for a family getaway or couples retreat, just bring yourself...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Rustic and comfortable summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/two twin beds, sleeping porch w/one twin bed, full bath, fully equipped kitchen, fireplace in LR w/gas insert, color TV w/DVD, WiFi, enclosed front porch + large deck for entertaining....
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Walk to East Boothbay village and to the shimmering harbor — or catch peeks of the water from the privacy of your secluded deck. Traveling with a party larger than six? Another beautiful 4BR/4BA home is available for rent right next door. Inside, classic nautical décor and a warm New England vibe...
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    East Boothbay, Boothbay 04554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Paradise Cottage 2BR, 2BA (sleeps 4 adults maximum plus possibly two small children) is nestled amid lush perennial gardens with woods behind and overlooking Linekin Bay on the ocean in Mid-Coast Maine with our own private beach below on a small cove, shared only by guests at our three properties....
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Plan a relaxing seaside escape to this 3BR/2BA waterfront home in East Boothbay. With three comfortable bedrooms plus a futon, there’s room for six guests. Go swimming or kayaking right in your backyard, or launch a boat directly across the street at the Murray Hill boat ramp. Take a leisurely...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tide Walk 2BR, 2BA cape (sleeps 4 maximum) is nestled in trees a 5-minute stroll from our Linekin Bay ocean cove with pebble beach. Tide Walk is just 2 miles from Ocean Point and open ocean. Boothbay Harbor is a 5-minute drive away and teems with whale watching and sailing opportunities plus...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A beautiful Ocean Point Cottage! This charming cottage, rarely rented, is privately located at the end of a long driveway, yet is walking distance to the activity center and tennis courts. It has a beautiful ocean view from its wrap-around deck as well as from the living room and master bedroom....
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Walk to the water's edge from this three-bedroom Boothbay home, a quiet Maine escape with a private deck among the trees, a tranquil coveside location, and wonderful access to charming towns, rocky shores, and world-class seafood. This two-level home sits in a lush grove of trees, just 350 feet...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    This 3BR, 2BA East Boothbay oceanfront cottage (sleeps 6) sits on its own rocky Nook next to the Sea. Floor to ceiling windows, large decks and a wood burning fireplace offer a romantic Maine retreat! The tide comes in around and under Seanook. Come stay at this rare historic location,...
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    East Boothbay, Boothbay 04544
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Be one with nature at this 3BR, 1BA (sleeps 7) Boothbay timber-frame cottage set in a gorgeous woodland setting. Unique features include sunken booth seating, pocket doors and hidden 3rd floor bedroom. Only 5 minutes to 5-star Boothbay Country Club. INSIDE THE COTTAGE Make your way down the...
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    Boothbay, Mid Coast Maine 04537
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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