House holiday rentals in Damariscotta

Lakefront cottage on water’s edge, close to town!

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.

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.

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.

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.

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!

Hermit Thrush House

The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

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.

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!

Mill Retreat

Bring the whole family to this warm and welcoming retreat, where every room is filled with thoughtful touches that make it feel like a place you’ve been coming to for generations. Nestled in the charming and historic Damariscotta Mills neighborhood, this location offers bay views out the front door and a swimming spot just a short stroll away. Whether you're looking for a relaxing family vacation or a nature-filled escape, Mill Retreat offers a timeless setting where memories are made.

1830s Cape hosted by George & Paul

This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

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.

Victorian Charm in Wiscasset, Maine: Acorn Cottage

A TRULY NOSTALGIC MAINE VACATION STAY. This spacious 1903 Masonic Victorian home in the “Prettiest Village” in Midcoast Maine offers 3 bedrooms, 1.5 baths, and is steps from local landmarks like world famous “Red’s Eats” for a lobster roll, boutique shops, antiques, art galleries, and restaurants. Just up the road is the award-nominated “Alna Store”!