House holiday rentals in Damariscotta

Loon’s Cry Lakefront Cottage

This charming cottage is located on pristine Lake Pemaquid and sits 35' feet from the water's edge with a sandy beach and dock area. The cottage is newly renovated with a bright and airy open floor plan, granite countertops, a wall of windows, wood floors, fully stocked kitchen, clean & comfortable beds, quality linens, fast internet, RokuTV and an open floor plan that is inviting with picturesque views. Attention to detail in this luxe stay that is meticulously maintained & close to everything.

Location · Family · Barbecue

Lake House on Pulpit Rock

Perched atop “Pulpit Rock” on Lake Damariscotta, this modern lake retreat offers stunning panoramic views and total Maine woods serenity. Listen to loons, watch bald eagles, and enjoy swimming, canoeing, or kayaking right from the private dock. This cozy home features an upstairs bedroom, workspace with fast WiFi (100MB), and half bath. Downstairs includes a full bath, open kitchen/living area, and sleeper sofa. Outside, enjoy a picnic table, chairs, and grill for lakeside meals and relaxation.

Family · Location · Hospitality

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Family · Location · Amenities

Kens Cottage in Round Pond ME

Take it easy at this unique and tranquil getaway. Round Pond is a very special village in Muscongus Bay. It is comprised of a large natural cove filled with an array of boats from working lobster boats to gorgeous pleasure crafts. Located on the Northern Point of Round Pond Harbor the views on the property are stunning. You could be taking in the activity of the harbor in one direction, then watch sailing classes and lobster boats working off Loud's Island in another or just gaze down the bay.

Location · Value · Hot tub

Coastal 4BR Farmhouse w/ Water Views, Walk to Town

THE EVERGREEN HOUSE 🌲 Escape to our charming coastal farmhouse in the heart of Newcastle, ME, the perfect home base for exploring the best of Midcoast. Just a short walk to the Twin Villages of Damariscotta & Newcastle, you'll be immersed in a vibrant local scene with incredible restaurants, bars, shopping, & oysters at every turn. A few miles from renowned oyster farms, a winery, brewery, and distillery, and Maine's rocky coastline. Venture up & down the coast and take in the best of Maine!

Family · Location · Accuracy

Summer on Biscay Lake: Private Dock, Water Access

Welcome to your Maine summer escape on Biscay Lake. This lakefront cottage sits steps from the water, with a private dock for swimming, kayaking, or simply drifting through the day. Mornings begin on the deck with coffee, afternoons unfold on the lake, and evenings gather around the fire pit as the sun sets. The atmosphere is easy & relaxed; a place to unwind, and enjoy the simple rhythm of summer. Conveniently located near coastal towns & outdoor destinations, while feeling tucked away.

Family · Location · Kitchen

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Location · Family · Checkout

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

Location · Value · Hiking

Dockside Retreat - few summer openings remain

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Family · Location · Sleep quality

Peaceful Maine Haven

Rest and relax in this cozy cottage by the sea. Home has new appliances, kitchen, bathroom, flooring, furniture, doors, and paint! Located towards the end of one of Maine's peninsulas, this property is on a quiet road that is perfect for taking a walk or running with lots of sights to see! There is a marsh on one side of the home with birds and wildlife year-round; fox, deer, frogs, turkeys to name a few. Plenty of adventure awaits or cozy up and rest!

Value · Family · Cleanliness

Cozy Midcoast Island Cottage

Unplug, unwind, and experience the true essence of Midcoast Maine. Nestled in the quiet woods of historic Westport Island, our cozy cottage offers a peaceful sanctuary surrounded by tidal inlets, towering pines, and abundant wildlife. Enjoy complete privacy with easy bridge access to the mainland. The perfect balance of seclusion and coastal convenience. Midcoast Maine harbors, lighthouses, beaches, and local seafood spots are just a short drive away.

Location · Value · Cleanliness

Coastal Maine Retreat · Fire Pit · Walk to Harbor

Tucked into the woods of Round Pond, one of Maine's most beloved working harbor villages, The Round Pond Getaway at Moxie Cove is your base for the best of Midcoast Maine. Walk five minutes to the water, spend evenings around the fire pit, and wake up to nothing but birdsong on the screened porch. Pemaquid Lighthouse, fresh lobster at Muscongus Bay, and the Coastal Maine Botanical Gardens are all within easy reach.

Location · Family · View