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Boothbay Harbor Family & Kid Friendly Rentals

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    41 Matching Rentals in Boothbay HarborView all 62 rentals
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    18 School Street Boothbay Harbor, ME1 / 16
    (6)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Midcoast Waterfront Cottage on Unspoiled Westport Island-3BR/3BA, Sleeps 6 - 81 / 18
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Cedar Log Cabin in Boothbay Harbor, Maine1 / 33
    (26)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
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    Reviewed August 20, 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...
    Reviewed October 23, 2017
    Dave and Yuko Taylor have really put a lot of love into their little log cabin! Yuko was so friendly and helpful with information about the area, places to eat, etc. The cabin...
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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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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Stay at this classic and newly refinished 2BR log cabin with exclusive access to Crooked Pine Float. Walk to Boothbay Harbor to explore beautiful Barrett's Park and dine at the infamous Lobster Wharf and the new Oceanside Restaurant and Dock. Sleeps 4. ABOUT THE CABIN Your secluded vintage...
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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mavooshen Retreat at Sprucewold, Private Beach Access, Minutes to Downtown1 / 29
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed July 12, 2017
    it started out a bit challenging to find. GPS said it was on the opposite side of street and has two different house nos. House numbers are hard to see as they are on trees...
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    About this property
    This newly renovated 2-bedroom log cabin has exclusive access to a private beach club and dock and is minutes to downtown Boothbay Harbor, by car or by foot. Find peace in this secluded, historic location. Vintage meets sophistication in the 2-bedroom, 1-bath cabin with exposed log walls in the...
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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Back Bay Cottage - Portside: Luxury Condo on Water1 / 12
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Sauna
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    • Housekeeping Included
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    Pet friendly
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    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 04538
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    If you are looking for a picture perfect Maine getaway for a large number of people, you have found the place. At the head of Linekin Bay sits the little village of Bayville. Founded in 1911, the mostly summer community is a step back in time with its own post office, community dock, tidal beach,...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Other activities include sailing the Eastwind or whale...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Rustic bayfront cottage with fantastic views - just minutes to downtown!1 / 30
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    It's all about the views at this rustic three-bedroom summer cottage. Gaze across the scenic waters of Lewis Cove and Linekin Bay and out to the open ocean, and enjoy this tranquil retreat with an incredible waterfront location, 280 feet of private shorefront, its own beautiful tidal beach, and...
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    Boothbay Harbor, Mid Coast Maine 04338
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    This immaculate 3BR/1BA log cabin is located in the famed Sprucewold community. Near Boothbay Harbor restaurants and shops, and a short drive from Maine Botanical Gardens. Private beach deeded access, game room, deck. Sleeps 5. ABOUT THE HOUSE This split-level cabin-style cottage is exceptionally...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Classic updated saltwater farmhouse on Southport Island, with 1.4 acres of private lovely grounds, gardens, stone walls, and a child's playhouse, all surrounded by trees. Waterfront on Decker Cove. Private dock with a double kayak provided. Large back deck with gas grill, dining table and chairs,...
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    Boothbay Harbor, Mid Coast Maine 04576
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Savor gorgeous views of Boothbay Harbor from your 1BR/1.5BA waterside retreat. Custom woodwork and a charming post-and-beam structure give this home its unique character. You’ll feel like a true local as you spend mornings sipping coffee down by the dock and watching lobstermen hauling traps....
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    About this property
    Whether you're a couple looking for a romantic retreat, a group of three couples, or a family of eight, Gordon's Waterfront Retreat is the perfect 3BR/2.5BA lakeside accommodation. The West Harbor Pond location is ideal for swimming, kayaking and fishing. You’re minutes from Boothbay Harbor's...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Charming water view home overlooking Mill Cove w/ a large deck - near town1 / 29
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Boothbay Harbor Pet-Friendly High-Tech House Lake Access Near Ocean1 / 27
    (45)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    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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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    PROPERTY OVERVIEW Gordon’s Waterfront Retreat is an expansive 4BR/4BA lakefront getaway. This romantic and spacious haven is perfect for a couple seeking extra room, three couples traveling together, or a family of up to eight. Perched on a freshwater lake, this rental offers a prime location for...
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    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This custom-furnished downtown 3BR/2BA house enjoys proximity to shops, restaurants, and area attractions. Sit on the water’s edge enjoying the comings and goings of waves and wildlife at Mill Cove, a tranquil tidal harbor. Sleeps 6. ABOUT THE HOUSE Immerse yourself in the delights of Boothbay...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Named Lobstermen’s Cottage in honor of the original inhabitants, this 3BR/2BA home sits off the road in tranquil East Boothbay Harbor and features a large back deck with a BBQ. Beautiful hardwood floors, an open-concept main living area, and a welcoming seaside décor give this cottage a charming...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Just past the Boothbay Harbor Yacht Club sits this 4 bedroom home featuring a large living room, water view dining room, a sun room, and spacious master suite with private bath. Add to that 3 additional bedrooms, a generous kitchen, large deck, fenced backyard, and you've got the perfect place from...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning water views from two family-friendly cottages!1 / 37
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
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    Reviewed June 9, 2015
    I took a family of 8 being adults and it was located in a great area across from a park with great views. We walked to boothbay harbor which was very convenient. The place was...
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    About this property
    Planning a vacation with another family or for your own small family reunion? If so, this beautiful New England home is for you. Enjoy the outdoor firepit and immediate beach access with this lovely property that offers two separate homes for one price. Located on the Cape Newagen peninsula and...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Newly Listed and Autumn Rates! If you like a cabin in the woods but love the smell of the sea, you have found the best of both worlds at the Woodland Cabin. Snuggled amidst evergreens is a completely renovated log cabin with a step down master bedroom with queen bed and loft with 2 single beds....
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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    This charming one floor cottage sits on McKown Point in Boothbay Harbor. Located only 2 1/2 miles from the center of town, the Caboose Cottage is a perfect vacation spot. The living/dining room has a cathedral ceiling and french doors opening to decks on both front and bak. Enjoy the large gated...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    A cozy little place perfect for 2 but can sleep up to 4. Pine Crest is a spacious one bedroom cabin with cathedral ceilings, brick fireplace, and a skylight in the open living/kitchen area. The entry consists of an enclosed porch and the back porch looks out to the Linekin Heights Association...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Historic home w/ large deck, walk to the beach & downtown!1 / 43
    (1)Terrible
    7 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    About this property
    Step back in time when you stay at this historic Boothbay Harbor home, a seven-bedroom cottage with a large front porch, a wonderful location, and an abundance of atmospheric Maine charm. Built in 1909, this two-level home sits at the highest point in Boothbay, just a quarter-mile from the two...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 7 Bedrooms, 2 Bathrooms, Sleeps 14
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    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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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dog-friendly, oceanview home overlooking Boothbay Harbor & the footbridge!1 / 35
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed May 19, 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
    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, this historic two-level...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Located 5 minutes from downtown Boothbay Harbor, this classic 5BR/2BA cabin in the pines has a cozy feel and stunning water views. Relax on the upstairs and downstairs decks, or kick back in the airy great room. The two downstairs bedrooms have their own private entrance and bath. Sprucewold is...
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    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Located in the Sprucewold community in a quiet, wooded setting just 5 minutes from Boothbay Harbor, this 1BR, 1BA vacation rental (sleeps 2) blends true log cabin charm and modern luxuries, like high-end appliances in the renovated kitchen. Enjoy exclusive beach access to the Sprucewold Colony...
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    Boothbay Harbor, Mid Coast Maine 04538
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    About this property
    A classic 1800's saltwater farmhouse with dock on a tidal cove in Southport, Maine. Beautiful gardens and a private 1.4 acre yard surrounded by trees. Stone walls, a child's playhouse, and adironndack chairs by the water. Bright and cheery updated home with well equipped modern kitchen, antique...
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    Boothbay Harbor, Mid Coast Maine 04576
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Spread across three spacious floors, this 3BR/1.5BA condo in the Signal Point community offers a fantastic location just a few minutes' walk from downtown. With an idyllic spot between the harbor and Mill Cove, you’ll find all Boothbay Harbor has to offer sitting right on your doorstep. Within a...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Cable/satellite TV
    • Internet Access
    • Shared Yard
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
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    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your escape to this Boothbay Harbor home! With sweeping views and a unique charm throughout, this is a wonderful spot for a family getaway. Less than a quarter of a mile to Railway Point and one mile to the heart of Boothbay Harbor, this home gives you the chance to explore the majestic...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Cable/satellite TV
    • Washer
    • Balcony
    • Terrace
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a relaxing woodland retreat at this Boothbay Harbor home, a tranquil, dog-friendly escape with a beautiful deck and balcony, peek-a-boo views of West Harbor Pond, and easy access to one of the Midcoast's most beloved towns. This two-level home sits in a quiet grove of trees, just across the...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Parking
    • Hot Tub
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 many eateries....
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There's no shortage of charm and comfort at this three-bedroom log cabin, an inviting Boothbay Harbor home with an expansive wrap-around porch, an atmospheric living space, and a wonderful location just a short distance from the harbor, shops, and restaurants. Tucked away on a wooded property...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04537
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • Grill
    • Washer
    • Cable/satellite TV
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the countless charms of Midcoast Maine when you escape to this spacious Boothbay Harbor condo, a sun-lit bayfront retreat with gorgeous views of Mill Cove, a private balcony and patio for soaking in the summer scene, and an enviable location within walking distance of downtown! What's...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 classic...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Terrace
    • Parking
    • Internet Access
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 an added bonus! Built in 1936...
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    Location Information
    Boothbay Harbor, Mid Coast Maine 04538
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Boothbay Harbor Flight and Weather Info
    Airports nearby (1)
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    Portland Intl Jetport
    36.8 miles from Boothbay Harbor
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    41° 24°
    November
    32° 15°
    December

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