The Gray House is located on Fifield Point on beautiful and bustling Burnt Cove. Perched just feet away from the ocean, you will have easy access to Penobscot Bay and the islands. The house has a ramp and float, which is used by a number of local lobstermen and pleasure boaters but you're welcome...

Large former captain's home in the village of Stonington. Perfectly situated on the water to take in all of the hustle and bustle of Stonington's Harbor and just steps to the conveniences of Main Street. The Harbor View House is ideal for large families or groups, providing an affordable option for...

Sam's Cottage is a cherished family home located on the scenic Indian Point Road in Stonington. With sweeping views of the Deer Isle Thorofare, vacationers are able to watch picturesque schooners, lobster vessels and pleasure boaters come and go. Enjoy being a short walk from the villages and many...

This adorable, well kept/immaculate camp exudes old charm. It sits at the waters edge on Greenlaw Cove, in a peacefull and sereen setting. The gabled ceilings, sun room and open plan allow for a spacious feel. A deck runs along the front of the camp, allowing for relaxation in the open sun right...

Cottage on the Shore rests in one of Deer Isle's most picturesque settings on family land owned for generations. The setting offers lush, wooded privacy, an outstanding beachfront, and views across the bay to spruce clad islands and the hills of Camden in the distance. It would be near impossible...

Quiet, secluded large family waterfront home nestled in the trees. Beautifully built in stone and wood. Bright and sunny. Ideal Maine get-away. Perfect for kayak excursions, and quiet relaxed time, but also close to Stonington. - Wonderful spaces to relax at the home: cosy indoor window seat area,...

Beauty abounds at this amazing property, with 28 acres and 500 ft of shore frontage on the famous sailing lanes of Eggemoggin Reach. It has spectacular views looking across the waters to Naskeag Pt and the multiple islands in between. These popular sailing lanes are traversed by a variety of...

Wonderful vacation hide-away home sitting oceanside in lush wooded setting at edge of Southeast Harbor. Beautiful shorefront and outstanding views over the bay. All on one level this Emily Muir designed cottage has a cathedral beamed ceiling in the living and dining areas, an efficient galley...

Contemporary Emily Muir designed house with 300 feet of granite shoreline in the seclusion of 8 acres of woods and boulders, adjacent to Nature Conservancy land with walking trails. Spectacular western views from large living/dining room with floor to ceiling windows and beamed and wooded walls and...

Owner Direct: For this property, please email Barbara at barbwescott**********, or call *******-0150. Harbor Heights Cottage is a charming and lovingly remodeled victorian located on Stonington Harbor, in the areas most prime kayaking waters. It is just around the corner from the town center of the...

Meander down to the impressive 730 feet of shorefrontage on this beautifully situated cottage resting on 8.5 private, wooded acres. This charming home boast cathedral, beamed ceiling with massive brick fireplace reaching to its lofty heights. The open livingroom, dining room and kitchen are...

Waterfront! Secluded. Premier oceanfront 6 acre, 5 story post & beam estate with soaring beamed ceilings and westerly views overlooking Penobscot Bay and across to the mountains of Camden. SUNDAY TO SUNDAY RENTAL Over 5000 sq ft exclusive oceanfront estate with gourmet eat-in kitchen with fireplace...

Wolfhound Cottage, a beautifully built post & beam cottage, sits at the end of a dirt road surrounded by moss-covered boulders and tall, wind blown, spruce trees - the classic Maine forest. A 110 acre, nature preserve is right next door providing ample walking trails. A short stroll (about 200...

Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting for this very private cottage is unparalleled, on more than five acres with over 300 feet of shoreline and expansive gardens. This charming home was built by Richard Myrick as...

With outstanding beachfront on East Penobscot Bay, this striking, privately situated, 8.7 acre, natural-styled contemporary house faces due west and enjoys excellent views across the bay to Camden Hills in the distance - including breathtaking sunsets. Attractive landscaping surrounds the home, and...

Oceanville Retreat is located at the end of a 7/10 mile long drive to a granite lined shorefront, tucked away in a quiet and private setting. Situated only 100 feet from the sea with southern exposure, it has direct views of Isle au Haut from the spacious deck, which runs along the entire waterside...

The Playhouse is an authentic 1920s rustic log cabin, nestled amongst lush forest, ferns, lilies, green grasses and wildflowers, all bordering panoramic beachfront and sparkling blue ocean waters. Step back in time to this idyllic retreat. An expansive great room accommodates the entire family or...

Dorsey Cottage is situated on a quiet cove that is just off the popular sailing lanes of Eggemoggin Reach (a mile wide body of water separating Deer Isle from the mainland). This picturesque cove wraps around two sides of the home, and provides for more expanded views northeast looking out across...

This lovely cottage was designed by artist Emily Muir, utilizing a unique combination of rustic and contemporary style and color. It sits high overlooking Crockett Cove, with spruce trees shading the open deck running along the waterside of the home. Large windows take in this private and quiet...

Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride in to downtown Stonington. Beautiful, peaceful and private setting. Home is a fabulously unique design, with soaring ceilings, catwalks, skylights -and much more. Quality amenities and decor throughout. The floor plan is open...

Homes-Caldwell Cottage is located at the end of Dow Road, a much desired location centered on Deer Isle and near Deer Isle village. The setting provides for exceptional views across Penobscot Bay and beyond to the hills of Camden, as well as expansive beachfront to explore. While not direct...

Spectacular modern home, all natural wood, original features and paint, designed by Emily Muir. Floor to ceiling windows on two sides, with front deck overhanging waters of Crockett Cove. Stunning views of Rabbit Island, the 'Falls ' tidal rapids and Penobscot Bay provide ever-changing scenery....

Located in one of the most beautiful areas of Deer Isle, Rugosa Way is nestled on 2+ acres of landscaped grounds with wooden stairs gently descending to the 220 ft of deep water, pebble beach, oceanfront. The shore is perfectly suitable for swimming, kayaking or canoeing. This quality-crafted cedar...

Privately situated cottage on 3+ acres with steps leading down to the 300 feet of shore frontage and beach. Excellent views of water and surrounding spruce woods. Cathedral ceilings add to the light, open and cheery feel. Enjoy the well equipped kitchen, with fresh herb & flower gardens growning...

This delightful little cape sits on 7 acres of perhaps one of the areas most valuable and most admired parcels, with nearly 280 degrees of surrounding ocean views. Overlooking the causeway, causeway beach, Deer Isle bridge, multiple islands, Eggemoggin Reach, and adjacent to 20 acres of Island...

Park Place is a cozy, rustic cabin nestled in private wooded setting. It is located on a peaceful cove that opens to Southwest Harbor and multiple islands, coves, inlets and ample areas to explore. It is centrally situated between both Deer Isle Village and the downtown Stonington area, offering...

A lovely family home on Greenlaw Cove. Nice open floor plan, with pine walls adding warmth and coziness. Sliding glass door open to wrap-around deck, all overlooking Greenlaw Cove. Two nice bedrooms (queen and full) and 2 bathrooms are on the main floor. Spacious upper floor for added sleeping...

Spectacular views of Penobscot Bay. Waterfront property located next to Sand Beach in Stonington. Waterfront, Washer & Dryer, Hot water baseboard heat, Telephone, Hi-Speed Internet. Enjoy the additional amenities the accommodation offers to make your trip as convenient and enjoyable as possible....

Natural styled cottage only 50 ft from beautiful, bold, deep water ocean. The location is completely private and quiet. The views are stunning. Perfect for the true adventurer who doesn`t mind roughing it a bit. There is no electricity and no phone. Gas appliances and normal bath and shower fed...

This adorably simple cottage was built in the 1920s, and still retains much of the original wicker and rattan furniture, hooked rugs, and chintz curtains, and other charming period pieces. Lounge on the Adirondack chairs in front of cottage, taking in spectacular views of Penobscot Bay and superb...

Heron Watch is a gorgeous privately situated waterfront home positioned at the head of a tidal cove featuring expansive views over the cove that opens into to Mount Desert Island. With over 2 1/2 acres, the ranch-style home sits on well-manicured lawns surrounded by woods to explore. This is a two...

Lachman Cottage is one of the treasured natural-styled contemporary homes designed by revered artist Emily Muir. True to her style, Lachman Cottage is built in union with the natural surroundings. Situated securely on rocky outcrops above the water, it has a 'nest-like' vantage above the scenic...

Sweet Grass Cove Cottage is located down a long private drive to the shore. Surrounded by woods and wildlife on one side and ocean front on the other. A very quiet and peacefully spot for the family or couple looking to get away from it all. Enjoy the ocean breeze from the large deck or take a walk...

Relax, literally cove side, perched above majestic granite retaining walls providing for elevated and close up views of Stonington Harbor. Enjoy these close at hand views and interesting harbor activities - just outside your windows! Gaze to distant Isle au Haut, channel islands, kayakers and...

Privately situated on a portion of a larger oceanfront compound, 'The Carriage House' is a charming apartment located above a four bay boat house. Glimpses of the nearby oceanfront peak through the lush forested setting. Exterior stairs carry you up to this second story retreat where an open living...

The Boat House is a charming red boat house near the water's edge, on part of a larger family oceanfront compound. It houses a cozy and well equipped studio apartment located over this adorable two bay boathouse. An exterior stairway carries you up to an open and sunny abode, where you'll find a...

Sweet Pea Cottage is a charming cottage located just up the hill and around the corner from downtown Stonington - just outside the typical tourist area. It comes with two kayaks located at the owners other property located right on Stonington Harbor, just a few minutes away. Sweet Pea Cottage is...

Fifield Point Guest House is a bright and clean home with ocean frontage on Burnt Cove in Stonington. Enjoy easy access to the cove from the dock, which makes launching your kayaks quick and easy. The cottage has a convenient location, just a couple miles from Stonington village and less than a...

Painters Paradise is a gorgeous duo including an oceanfront cottage and guest house all nestled along the rugged Maine coastline on Stonington’s thoroughfare. Enjoy being on the outskirts of Stonington’s village while also having a private, spacious property in which to retreat to when your days...

Pleasant View is a bright and cheery New Englander style house located on a quiet cul-de-sac in the heart of Stonington village. Enjoy views of Stonington harbor, a clean and fresh space with all the conveniences of home and an artist/writing retreat with views of the thoroughfare and islands...

The Butler Cottage is a treasured summer cottage, located on the water edge of Hatch Cove, in the beautiful Oceanville section of Stonington. With the ocean as a front yard, there is never a lack of breathtaking scenery, whether it is the working or pleasure boats on the water, the sun rising in...

Black Swan is a well-maintained, in-town home with panoramic views of Stonington’s thoroughfare. Enjoy the changing scenery of the working waterfront throughout the day, as lobster boats, sailboats, schooners and other vessels work the waterways. Black Swan is a ranch style home with all the living...

Cabin on Pressey Cove is a simple one room cabin in a fun oceanfront setting. Enjoy tidal ocean frontage, which offers beach at low tide and beautiful ocean water at high tide. Cabin on Pressey Cove has the basic needs that one would want but not too many extra frills. The cabin enjoys a private...

The Burnt Cove Loft is a lovely one-bedroom apartment overlooking scenic Burnt Cove. This busy little cove is home to many pleasure boats as well as working lobster vessels. Across the cove, you can watch the lobstermen unload their daily catch. Just across the road, there is easy access to the...

Ocean Boulevard is a beautiful contemporary home with dramatic views of Stonington’s thorofare. The home's unique position gives you the distant sights of three light houses and views of Isle au Haut and many islands in between. The home's elevation provides western exposure for phenomenal sunsets....

Changing Tides is a inspiring, secluded oceanfront log cabin in Deer Isle. Enjoy being off-the-beaten path as you watch the tides roll in and out, while soaking in all the beauty and peace our little island has to offer. Changing Tides has a grandfathered building site sitting just above the...

Brand new house located at the top of the hill (just up the street from the historic Stonington Opera House) in downtown Stonington, Maine. Spend your vacation relaxing on the beautiful deck watching the lobsterboats in the harbor; go to the local beach and kayak; and hike on the many trails...