Beautiful new build cottage (2015) on Rutherford Island looking out onto John's Bay. The 'Boathouse' has two spacious bedrooms upstairs along with a bathroom with tub. There is also a nice little reading nook on the landing separating the two bedrooms. The building itself is approximately 15 years...

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...

A charming 1BR + Loft cottage in the fishing village of South Bristol. Here you're steps to the water, an easy stroll to cafes and the boat launch, and a short drive from Christmas Cove. Sleeps 4, though you can also rent the main house for larger gatherings. INSIDE THE COTTAGE From the 2-car...

Tall pines, perennial gardens, and the Damariscotta River make up the scenery around this picturesque Christmas Cove retreat. Located on Rutherford Island’s highest hill, Middlepoint is the ideal setting for a private multigenerational gathering. Inside, find coastal cottage decor and distinctly...

Built in 1879 by Captain Elliot Gamage, this 4BR, 2BA South Bristol Anodyne House (sleeps 9) offers harbor views in a sleepy village setting. Wander your flower-filled garden, stroll 150 ft. to the shore, and walk minutes to the village center. INSIDE THE HOUSE Pull into the driveway with...

The Loft is a fully equipped cottage located on the bold ocean on the midcoast area in New Harbor, Maine. Sit on the full sized deck and enjoy the smell of the ocean breezes and hear the relaxing sounds of the waves washing up on the rocks. An early riser can see the sun come up in the morning...

A beautiful two bedroom, 1 bath cottage with living room and small kitchen. Coastal decor with a queen bed, 2 twins and a twin futon chair (suitable for children). Accommodates up to 5 people. Located in the heart of the small seaside community of Pemaquid Beach Maine, the cottage is just steps...

This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Harbor has to offer--shops,...

This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise (or fog) greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world...

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...

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...

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,...

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,...

Clean rustic cabin in a beautiful wooded setting. King bed with memory foam mattress (can also be two twin beds) with a twin daybed in the kitchenette side. Fully equipped kitchenette. Bath with shower. Accommodates 3 people. Located in the heart of the small seaside community of Pemaquid Beach...

IMPORTANT NOTICE to our WINTER guests: The main floor w/ 2 bedrooms has central heat. The second floor which is the large bedroom with 3 beds (queen and twins) does not have central heat. The room is heated with a space heater. It stays warm if door left open. It is very private even if door...

Classic oversized log home is stocked and ready for your large group to enjoy all of the serenity of the Maine woods. Close to shops and restaurants in Boothbay Harbor. Open living and dining area with sliders to a large wrap around deck. Private master king bedroom with en suite bathroom and...

Clean rustic cabin in a beautiful wooded setting. Queen bed with one twin in bedroom and additional twin day bed in kitchenette. Fully equipped kitchenette. Bath with shower. Accommodates 2-4 people. The cabin is just steps from two beaches and a short walk to historic Fort William Henry and two...

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...

Clean rustic cabin in a beautiful wooded setting. King bed with L.L. Bean futon couch. Fully equipped kitchenette. Bath with shower. Accommodates 4 people. Located in the heart of the small seaside community of Pemaquid Beach Maine, the cottage is just steps from two beaches and a short walk to...

The Finch Cottage is situated in the village of New Harbor with lovely gardens and a large back yard. The home is newly renovated with a country cottage interior. New Harbor is famous for its nostalgic atmosphere, working harbors, lobsters, and breathtaking ocean views. Fishing, boating, beaches,...

The tiny house cottage is very well appointed using a nautical theme. There is a full bath in the cottage. Then a few steps away is the enclosed kitchen. Parking is very convenient and the shore, dock and kayaks are within site of the tiny cottage. Walking to the town center, restaurants, boat...

An old fashioned cottage located in Bayville. Bayville is a small community in Boothbay Harbor that sits at the head of Linekin Bay. It's a step back in time with its own little post office, and all the amenities that make a summertime community special including an association dock, tidal beach,...

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 the most...

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....

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....

EDGE OF THE SEA As the name implies this three bedroom cottage sits at the edge of the sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse, and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner. This cottage is located at the desirable...

This classic 2BR cottage-On the Rocks- has been recently updated and offers a traditional American vacation. You will descend a set of wooded stairs to reach your rental, which sits on the rocky shoreline—so close you’ll hear the lapping of the waves from the deck. The shops, restaurants, and...

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...

Rustic and charming 1920's vintage summer cottage, minutes from the Ocean Point Inn and Card Cove dock. One bedroom w/double bed, one bedroom w/bunk beds, sleeping nook on front porch w/3/4 futon, bath with shower (no tub), fully equipped kitchen with separate dinette, fireplace in LR w/gas insert,...

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...

A haven of serenity, this historic 1BR Ocean Point log cabin sits right on the water’s edge. This two-story getaway features vaulted wood ceilings, an A-frame loft, sunroom, and wood-burning fireplace. Dine al fresco at the picnic table overlooking Card Cove or dip in the semi-private swim inlet....

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 sliding french doors opening to decks on both front and back. Enjoy the large...

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...

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...

At the head of Linekin Bay, 'The Mooring' is an eighteen-nineties shingle-style masterpiece overlooking a private dock and swimming area. The southern exposure of its wrap-around covered porch offers 270 degree views of the bay below. The Mooring's generous accommodations make it an ideal vacation...

WELCOME TO CAPTAIN'S QUARTERS! Here you can sail, swim, kayak, fish and boat- all from your own dock & float. 'CQ' is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from Cabbage Island, this comfortable three-story home in East Boothbay is the real deal. This...

At the head of Linekin Bay, in a small community called Bayville, sits this storybook Maine Cottage with 4 bedrooms, 2.5 bathrooms, and sleeps 8. It is a step back in time and a perfect backdrop for treasured memories to be made. Built in the 1800s, this cottage is updated and offers a...

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...

Introducing 'Admiral Quarters'- Located in the heart of downtown Boothbay Harbor, this sunlit top-floor 2BR/2BA penthouse (sleeps 6) is walking distance to everything, including restaurants, nightlife, and whale watching tours. INSIDE THE HOUSE Step through the entry door off Commercial Street...

This beautiful cabin sits on 9 acres of land with a sister cabin. In peak season, Sea Shore Cabins are rented together and are perfect for large gatherings and family reunions. In the shoulder season, Starboard Cabin can be rented separately. Located in a little Boothbay Harbor summer community...

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)...

Pack your bags for an unforgettable northeastern retreat to Boothbay Harbor at this immaculate 4-bedroom, 2.5-bathroom vacation rental home! Built on the hillside, this coastal getaway boasts terrific amenities, sleeping arrangements for 8, and a prime location within walking distance of town and...

THIS PROPERTY RENTS SATURDAY-SATURDAY, JUNE - SEPTEMBER. Arrival & Departure Days in Non-Peak Seasons may be flexible. A cozy summer cottage overlooking Linekin Bay is ready for you to settle in for a memorable Maine Vacation. This four bedroom, two bathroom home is quaint, modern and thoughtfully...

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...

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...

Enjoy spectacular bold, open ocean and St John's Bay views while listening to the Pemaquid Light Bell Buoy. This is one of the original cottages situated on an ideal lot on a private road. The 'Little Red House' has been meticulously maintained and is ready to help you relax and enjoy life the...

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,...