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...

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,...

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...

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...

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...

QUICK HIGHLIGHTS: 3 Bedrooms 3 Full Bathrooms TV in Family Room and Each Bedroom Cable & WIFI Large Deck 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...

Immaculate and cozy, this Boothbay Harbor vacation rental epitomizes cabin-chic comfort with warm, knotted pine-paneled walls that glow in the natural light. Perfect for a family of four to escape for a memorable stay in vacationland, this rustic rental is equipped with WiFi, allowing visitors to...

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...

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 the...

Enjoy a relaxing getaway on 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 Harbor, about...

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...

Comfy and charming, this Boothbay Harbor vacation rental has everything you'd need in a coastal getaway. An eat-in kitchen and woodland view makes for a tranquil escape for anyone seeking refuge from the every day. This three-bedroom home is not far from area sites such as the Maine State Aquarium,...

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...

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...

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...

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 just...

Historic Cape Cod with Harbor View, Featured in Coastal Living Magazine! Known as 'Fleur de Lis', this traditional Cape Cod home is perfect for antique lovers, history buffs, bookworms, or anyone seeking a traditional Down East experience. Featured in Coastal Living magazine, the house boasts views...

You'll be just a few hundred feet from Linekin Bay at this East Boothbay home, a quiet and scenic Midcoast Maine getaway with lovely views of the water, a dog-friendly interior, and a wonderful location close to downtown Boothbay Harbor. Beautifully situated just 300 feet from the water's edge,...

Enjoy lakefront living at its best at this four-bedroom Boothbay Harbor home, a picturesque Midcoast Maine escape with a private dock, a kayak and a canoe, and a scenic location on West Harbor Pond. This tree-lined, two-level home occupies an acre of land at the head of West Harbor Pond, where...

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 local...

Enjoy the charming cabin atmosphere of this two-bedroom East Boothbay retreat. It's a quaint Maine home featuring a deck with bay views, a porch swing, and a wonderful location right on the water. This single-level cabin sits on an inlet of Ocean Harbor, just a short distance from the convergence...

Double wrap-around decks, views of the water, and lovely features inside and outside are all a part of this wonderful Boothbay Harbor vacation home. No matter the season, this beautiful, plantation-style manor in Boothbay Harbor is the perfect place to escape with your group of seven! Situated in a...

Kick your shoes off and let your vacation begin at this spacious 5BR, 2.5BA (sleeps 10) known as Sage Cottage. Part of the famed Ocean Point colony, the house affords guests incredible views of the Atlantic, Ram Island Lighthouse and Fisherman’s Island. Perfect for a family reunion or friends’...

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...

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...

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 + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and bathroom. We have a fully...

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...

Ocean breezes waft through the covered porch of this historic 1700s Boothbay Harbor house (4BR, 2BA, sleeps 6) with antique decor and vintage charm. Walk to Mama D’s for brunch, the Lobster Dock or the Boothbay Harbor Oceanside Golf Resort for cocktails at sunset. INSIDE THE HOUSE From a gravel...

Experience the beauty and wonder of Maine with a stay in this charming 2BR/2.5BA cottage with water views. Original detailing and sun-filled nooks combine for charming and restful interiors. Bathed in natural light, the renovated home features nautical décor, new furniture, and hardwood floors....

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...

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,...

Get the authentic New England experience at this bright 1BR, 1BA Captains Quarters apartment (sleeps 4) in downtown Boothbay Harbor near shopping and bars. Enjoy steamed clams, whale-watching boat trips, & Monhegan Island, a nature lover’s paradise! INSIDE THE RENTAL Located above Janson’s...

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...

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 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...

Oceanfront 2-bedroom cottage in East Boothbay with large deck overlooking water. This quintessential Maine cottage features a panoramic view of the water, of sunrises, and of the moon reflecting on the water. Built in the 1950s, this 2 bedroom cottage sleeps 6 (queen bed, full bed and pull-out...

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...

Clean rustic cabin in a beautiful wooded setting. Queen bed and double futon. Fully equipped kitchenette. Bath with shower. Accommodates 2-4 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 historic...

Close to town and 10 minutes to Boothbay Harbor, this historic 4BR, 3.5BA Maine home sleeps 10 and boasts an oceanfront location with deepwater dock. Close by East Boothbay General Store and Lobsterman's Wharf. Named the Green Landing Lodge, this home is ideal for family gatherings. INSIDE THE...

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...

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,...

Plan a relaxing seaside escape to this 3BR/2BA waterfront home in East Boothbay. With three comfortable bedrooms plus a futon, there’s room for six guests. Go swimming or kayaking right in your backyard, or launch a boat directly across the street at the Murray Hill boat ramp. Take a leisurely...

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...

NOTE: For groups of 12 and under, see Note Tab for special pricing in the Off Seasons.. . CAPTAIN’S QUARTERS ON LINEKIN BAY Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay,...

Beautiful oceanfront property at the head of the harbor. Bright open concept kitchen/living/dining room with abundant natural light. Two cheery bedrooms, with nautical themes and one convertible sofa sleep up to six. One and a half baths include a new stackable washer and dryer. A balcony off the...

Clean rustic cabin in a beautiful wooded setting. King bed with L.L. Bean futon couch. Fully equipped kitchenette. Bath with shower. Accommodates 2 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...

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...