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Vacation Rentals nearby The Boothbay Playhouse

275 Wiscasset Rd, Boothbay, Maine 04537-4404
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    Travellers to Boothbay are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 74 Rentals in Boothbay
    LOG HOME | SECLUDED | SLEEPS 10+ | MEADOW COVE1 / 15
    (11)Very good
    5.9 kilometres from The Boothbay Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Victorian Cottage on Westport Island1 / 21
    (6)Excellent
    5.5 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    18 School Street Boothbay Harbor, ME1 / 16
    (5)Excellent
    7.6 kilometres from The Boothbay Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA, Sleeps 6 - 81 / 12
    (8)Excellent
    7.4 kilometres from The Boothbay Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 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 June 26, 2017
    Excellent accommodations. Beautiful weather. Tasty seafood options abound. Limitless shopping options. Peaceful location. Encourages family interaction and bonding. Pet friendly...
    Reviewed June 13, 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 Fire Pit 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Newly renovated quiet, cozy cottage1 / 21
    (2)Excellent
    5.4 kilometres from The Boothbay Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2017
    Roni & Mario's rental cottage was very pretty, secluded, yet near all things touristy. The cottage is very roomy and was perfect for our family of four. Newly renovated...
    Reviewed July 7, 2016
    Want to get away from it all and still be close to everything? This is the place. Roni and Mario (owners) couldn't have been nicer to my family and I . Roni and Mario also own...
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    About this property
    Beautiful newly renovated cottage on a quiet dead end road. Centrally located to all points in Midcoast-Maine. Sits on 4 1/2 acres along with our own house, and has sweeping views of the Sheepscot River. 450 feet of waterfront on the river with use of the dock for great boating or canoe/kayak...
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    Wiscasset, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Seanook; Ocean on 3 Sides, on its own Rocky Point, 4 decks, 3 bdrm, 2 ba, Wi-Fi1 / 34
    (20)Excellent
    7.5 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Besides Seanook's beautiful location and wonderfully relaxing accommodations,our hosts - Mary Ellen and Ron - could not be more helpful. It really is a joy to spend time there...
    Reviewed 1 week ago
    Ron and MaryEllen are great hosts! They are very accommodating and are there if you need help with anything. Seanook is a beautiful and well equipped location. The views are...
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    About this property
    Reserve Seanook now for your winter getaway. November, January, February, and April have open time. Book two nights and get a third night free; $450 for 2 people, $550 for 4, or $650 for 6. Rent a week for $1250 and get two free nights. Stay for two consecutive weeks and get a 10% discount....
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    Boothbay, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Year-round Cottage, Half-Moon Cove, Damariscotta River - a kayaking paradise1 / 24
    (1)Excellent
    4.3 kilometres from The Boothbay Playhouse
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Waterfront
    • Washer
    • Grill
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 30, 2017
    This area of Maine is arguably the nicest in the state. The "Mahogany cottage" is one of the most beautiful places that I've stayed. The water views with a fire...
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    About this property
    Living room with sofabed + 1 bedroom, 2 bathrooms - sleeps 4 in utter comfort Located on the Pemaquid Point Peninsula, our Mahogany Cottage is designed like a boat's interior with exposed mahogany beams and extraordinary detail. Two fireplaces, living room, kitchen, one bedroom and two bathrooms....
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    South Bristol, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    7.9 kilometres from The Boothbay Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Waterfront
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    • 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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    New England 1890 House with part water view1 / 15
    (2)Excellent
    7.8 kilometres from The Boothbay Playhouse
    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 September 20, 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 October 20, 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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cottage w. Ocean Bay Views in Perennial Gardens Water Access Wi-Fi, 2 bdrm, 2 ba1 / 25
    (5)Excellent
    7.5 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    This review is for Paradise Cottage. I wish I lived here.Lovely cottage, beautifully landscaped grounds.Relax. Sit on the deck with a cocktail and a book. Wonderful views and...
    Reviewed January 20, 2018
    We spent most of the month of December at Paradise Cottage on Paradise Point in East Boothbay, Maine. Nothing short of an idyllic experience - tranquil views of Linekin Bay...
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    About this property
    2018 ONE end of SUMMER WEEK is still available at Paradise Cottage starting September 1 for $1490/week for 2-3people, when you contact us directly. Enjoy all the activities in Boothbay Harbor or just the peace and quiet of Linekin Bay while immersing yourself in this delightful cottage. For...
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    Boothbay, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Wonderful 1855 farmhouse on John's Bay1 / 9
    (1)Very good
    6.9 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Balcony
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2016
    The house was perfect for our family. Big yard, not far from the beach. We loved visiting the lighthouse and local attractions.
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    About this property
    Enjoy the beauty,tranquility and family history of this 150 acre salt water farm with south facing water views,rolling fields,and shore access to the beautiful East Branch of John's Bay.The restored farmhouse has a 35 foot long summer dining room with stone fireplace,a 30 foot long living beautiful...
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    Pemaquid, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    6.0 kilometres from The Boothbay Playhouse
    1 Bedroom, 3 Bathrooms, Sleeps 36 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your hunch was right...way fun/relaxing. Reviews say it all as young and old enjoy the very cool vibe in the bus, it's comfort and all of the EXTRAS here. Vacations are for memories, first times, fun, connection and exploration. Pick your ME lobster and cook here or forage for edibles. You will...
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    Wiscasset, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 36
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    7.8 kilometres from The Boothbay Playhouse
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly listed! Hawk's Nest is a beautiful in town studio apartment with a gourmet kitchen and views of Mill Cove. A separate entrance allows for privacy. This bright and airy studio located on the second floor offers an American Leather sleeper sofa designed without bars or springs and is notably...
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    Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Back Bay Cottage - Portside: Luxury Condo on Water1 / 12
    (16)Excellent
    7.9 kilometres from The Boothbay Playhouse
    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 June 15, 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 March 1, 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
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.7 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Waterfront
    • Terrace
    • Ocean Views
    • Grill
    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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    Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.1 kilometres from The Boothbay Playhouse
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
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    • Cable/satellite TV
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    • 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
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    7.9 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    PROPERTY OVERVIEW Set on the idyllic shores of Boothbay Harbor, this brand-new, all-suite 2BR condo promises a quintessential Coastal Maine getaway. Perched above Maine’s prettiest harbor, this third-floor penthouse offers a unique bird’s-eye view of the water, ships, lobster boats, and village....
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    Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.8 kilometres from The Boothbay Playhouse
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    SALTAIRE VINTAGE OCEANFRONT LOG CABIN | BOOTHBAY HARBOR | LINEKIN BAY | APPALACH1 / 26
    (2)Excellent
    7.4 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed July 20, 2015
    My wife and I loved this cottage and the beautiful view! I was disappointed that TripAdvisor didn't have all the details included that the local rental company, Cottage...
    Reviewed July 27, 2014
    This was our 2nd time here at Saltaire - and loved it again!! We were here 2 yrs ago with our 11 month old, and this time traveled with our 1yr and 3yr old children. A...
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    About this property
    SALTAIRE Relax and feel renewed energy while smelling the 'salt air' and enjoying a bird's eye view of Linekin Bay. With that new energy, head down the stairs to your dock and float to dangle your feet in the water, swim, drop a line to catch tinker mackerel or wave to a passing seal as he pops his...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.7 kilometres from The Boothbay Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    • Waterfront
    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Newly Listed! 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 pine, you have found your spot here. Bord de l'eau  is a camp on the edge of the ocean.  Step inside and  you will find an open living, dining, and kitchen area....
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    Trevett, Boothbay
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4.7 kilometres from The Boothbay Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    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 (2 kayaks provided!). Newly renovated but with a classic Maine cabin vibe, you can tuck in here for quiet afternoons by the lake…or easily get out and...
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    Boothbay, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4.6 kilometres from The Boothbay Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the Boothbay Peninsula in Edgecomb, the property is accessed by scenic country roads that follow the Sheepscot River and tidal coves. Centrally located to Boothbay Harbor, Wiscasset and Damariscotta in midcoast Maine. 35 minutes to the Bath/ Brunswick/ Freeport area, and Rockland,...
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    Edgecomb, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.1 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    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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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7.8 kilometres from The Boothbay Playhouse
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a gorgeously renovated 4BR 1800s Victorian (sleeps 7) in the fishing village of South Bristol. Located on a quiet street by the harbor, you can spend the morning on a blissful wraparound porch or stroll to town for coffee and the paper. A charming on-site cottage is also available for...
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    Location Information
    South Bristol, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Charming water view home overlooking Mill Cove w/ a large deck - near town1 / 29
    (2)Excellent
    7.8 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 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
    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. Located in Boothbay...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 kilometres from The Boothbay Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Ocean Views
    • Central Heating
    • Washer
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peace and privacy await you at this Mid-Coast Maine retreat --a 9-acre private peninsula into the tidal Damariscotta River surrounded by over 75 acres of conservation land. Out the door, you have trails through acres of secluded woods, a waterfront with dock, canoe, kayaks, deep-water mooring,...
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    Location Information
    South Bristol, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3.8 kilometres from The Boothbay Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
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    • Waterfront
    • Wi-Fi
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy panoramic views of Ovens Mouth, Cross River and the Sheepscot River. This newly renovated log home is on a private 17 acre point. It offers 4 bedrooms and 3 full bathrooms and comfortable sleeps 8 guests. Boasts newly remodeled kitchen, new appliances, cable TV and a new outdoor grill. Enjoy...
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    Location Information
    Edgecomb, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.2 kilometres from The Boothbay Playhouse
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Waterfront
    • Ocean Views
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    Pet friendly
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    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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    Location Information
    East Boothbay, Boothbay
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    OH WHAT A VIEW | WESTPORT ISLAND, MAINE | SALT WATER RIVER | ROMANTIC GETAWAY |1 / 27
    (1)Excellent
    7.5 kilometres from The Boothbay Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed August 26, 2013
    This house couldn't have been more perfect for me and my family if I had designed it myself. From the moment we walked in until we left we felt so at home. None of us wanted to...
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    About this property
    A beautiful, contemporary waterfront property sitting among the salty pines is ready for you to settle in for a memorable Maine Vacation. This three bedroom, three bath home is equipped with all modern amenities and is comfortably furnished throughout. Enjoy picturesque water views, stunning...
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    Location Information
    Wiscasset, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5.3 kilometres from The Boothbay Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Maine Home is located on a beautiful stretch of Maine's mid-coast area. Conveniently located in Boothbay minutes from Boothbay Horbor , the house is set in a very private area,on a dirt waterfront road. The custom built Post and Beam home is an ideal vacation home for a family or a couple...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.8 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Waterfront
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy that first cup of coffee or the call of the loons during sunsets as you lounge on your private...
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    Boothbay, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.7 kilometres from The Boothbay Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    PROPERTY OVERVIEW Enjoy a unique getaway experience at this 2BR brewer’s cottage conveniently located on the same property as Boothbay Craft Brewery and Watershed Tavern. Your updated cottage features hardwood floors and a patio with a grill as well as a spacious shared outdoor area that’s perfect...
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    Boothbay, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7.8 kilometres from The Boothbay Playhouse
    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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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BELLA VISTA ON WESTPORT ISLAND | PET-FRIENDLY | SALT WATER RIVER | PRIVATE DOCK1 / 26
    (2)Excellent
    6.5 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed October 28, 2015
    Bella Vista provided everything we wanted in a vacation - solitude, proximity to shopping, restaurants, and other events. The location was perfect for us - situated privately...
    Reviewed June 29, 2014
    Fantastic house, beautifully appointed and perfect location if you want to be private, quiet and do nothing but relax. Waterfront was great, too cold this early to do much...
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    THIS PROPERTY RENTS FRIDAY - FRIDAY JUNE - SEPTEMBER. Off-Season Arrival and Departure dates may be flexible. A treasured family home on Westport Island is ready for you to settle in for a memorable Maine Vacation. This two bedroom, two bath cottage is well equipped and comfortably furnished...
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    Location Information
    Wiscasset, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.5 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Newly listed! Located at the entrance to downtown Boothbay Harbor, this house has been completely updated. Featuring beautiful hardwood floors and attractive decor throughout, The Red House is a perfect place from which to explore the harbor. An old fashioned front porch welcomes you while the...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    7.5 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    This charming and immaculate 4BR/2.5BA Cape home has been redesigned with an addition to make it the perfect family spot for groups of six. Sleeping accommodations include a luxurious master suite on the first floor and three bedrooms on the second floor. Sail aboard the Schooner Eastwind, fish...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.9 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom, 2 Bath, Master Suite, Pet friendly Tuckaway Cottage is located in the heart of Midcoast Maine, with easy access to Boothbay Harbor, Damariscotta, Wiscasset, and the Route 1 corridor. This 2 bedroom home sleeps 6, and features a master suite with a sitting area/office and spacious...
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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.3 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to East Boothbay village and to the shimmering harbor — or catch peeks of the Damariscotta River 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...
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    Location Information
    East Boothbay, Boothbay
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    FAIRVIEW COTTAGE| BOOTHBAY MAINE | PET FRIENDLY | SALT WATER RIVER | PRIVATE DOC1 / 27
    (3)Excellent
    5.3 kilometres from The Boothbay Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed August 7, 2015
    I can not say enough good things about this house. The view is awesome, it's quiet but yet close to town. The interior is tastefully decorated & the kitchen is beyond well...
    Reviewed September 20, 2014
    We rented this wonderful cottage at the very last minute when another rental fell through. And to be honest, I'm so glad the other rental fell through! This home was perfect...
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    FAIRVIEW is 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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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Romantic Crow’s Nest Hideaway with Deck and Treetop Vistas – Walk to Downtown1 / 25
    (2)Excellent
    7.8 kilometres from The Boothbay Playhouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 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...
    Reviewed November 8, 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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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Elegant New England Charm on the Back River – 2,900 Sq. Ft. 3BR Retreat1 / 31
    (1)Very good
    4.2 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2018
    The home is great — very new, clean, and a beautiful spot. A couple of initial glitches — link for directions sent us to wrong location. Also, lock on front door didn’t work...
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    About this property
    This airy, light-filled home is steps from the Back River. With 2,900 square feet of tastefully decorated living space, a sunroom, and a spacious patio with river views, you’ll have everything you need for a perfect stay in Boothbay Harbor. The home boasts granite details, picture windows, and...
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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.8 kilometres from The Boothbay Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    About this property
    CLEARVIEW COTTAGE is 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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    Location Information
    East Boothbay, Boothbay
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    5.0 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Tranquility and relaxation await at this brand-new 5BR/2.5BA home. Surrounded by trees on a private lot, spend leisurely afternoons on the wraparound porch with views of a small pond on the property. This spacious home offers five bedrooms—perfect for multigenerational groups. Family and friends...
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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    SEASIDE HIDEAWAY | BOOTHBAY | PRIVATE GETAWAY | DOCK & FLOAT | PET FRIENDLY | CO1 / 16
    (1)Excellent
    5.2 kilometres from The Boothbay Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed July 13, 2017
    Quiet and private location...probably not suitable for young children or for significantly handicapped individuals but otherwise it's a perfect vacation spot.Lovely setting and...
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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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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.8 kilometres from The Boothbay Playhouse
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Vintage Summer Cottage on an Island in Mid coast Maine. Wonderful central location for access to all of the attractions, yet private and secluded on 3.5 grassy acres with 800 feet of DEEPWATER frontage. Dock, Mooring and Spectacular views! 4 Bedroom main cottage and attached unit with kitchen,...
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    Location Information
    Wiscasset, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    7.8 kilometres from The Boothbay Playhouse
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Vintage cottage on an island in mid coast Maine! Accessible by car. Wonderful central location to all of the tourist attractions, but private and secluded on 3.5 acres of lawns, 800 feet of deep water frontage, Dock, mooring, 4 bedrooms in main cottage and attached unit with kitchen, bath, deck,...
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    Location Information
    Wiscasset, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    CAPTAIN KENTS PLACE ON SAWYER`S ISLAND | PET-FRIENDLY, HISTORIC FARMHOUSE, PRIVA1 / 21
    (2)Very good
    7.2 kilometres from The Boothbay Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    Reviewed August 16, 2017
    We stayed a week Loved the vintage feel of times long gone by in this 1830's home.The grounds were immense & beautiful.The view was serene & gorgeous.The kids loved all...
    Reviewed August 23, 2014
    Loved the views from every room. Very quaint and quiet. The dogs loved the property too.Many of the beds were not comfortable, old furniture needs updating, would have...
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    About this property
    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 boathouse –you can almost hear it sizzle. Spin on the hand-hewn wooden tree swing like you did when you were a kid, and...
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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    7.1 kilometres from The Boothbay Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • Housekeeping Included
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    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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    Location Information
    Bayville, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Boothbay Harbor Pet-Friendly High-Tech House Lake Access Near Ocean1 / 27
    (45)Excellent
    7.8 kilometres from The Boothbay Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 2017
    Sunny Woods was spacious and well maintained, with many amenities you wouldn't expect in a rental. The owners were very helpful and accommodating as well. My golden retriever...
    Reviewed September 2, 2017
    My wife and I rented the house for an extended time during a house remodel. I can't say enough about the owners hospitality. The house was perfect for our needs and the grounds...
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    About this property
    At Sunny Woods House everything on one level, The living and dining space, kitchen, dedicated office, media room, bedrooms and 2 full bathrooms all flow from one to the next—no stairs! You will find everything you'd expect to find in a modern year-round house: fully-equipped kitchen (including a...
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    Location Information
    Boothbay Harbor, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.8 kilometres from The Boothbay Playhouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    THIS PROPERTY RENTS FRIDAY-FRIDAY JUNE - SEPTEMBER. 7-NIGHT MINIMUM REQUIRED. Off-Season Arrival and Departure dates may be flexible. 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...
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    Location Information
    Boothbay, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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