House holiday rentals in Bristol

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.

Family · Location · Air conditioning

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.

Location · Family · Sleep quality

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 · Parking

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.

Family · Location · Checkout

Peace in Pemaquid - Ocean Sunsets & Stargazing

This spacious but cozy, inexplicably peaceful home is a quick jaunt from Pemaquid Beach and the Pemaquid Point Lighthouse. The windows overlook Pemaquid Harbor to the west, which means glorious sunsets over the ocean. The surrounding area has countless options for swimming, hiking, kayaking, and exquisite Maine cuisine, not to mention local art galleries and shops. This charming updated home features a furnished screened porch for bug-free relaxing and a backyard that's ideal for stargazing.

Location · Family · Beach

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 · Bathroom

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!

Family · Location · Laundry

Harbor View Cottage

Our family cottage for over fifty years is nestled in the peaceful woods of New Harbor where not only is it extremely private, it has an amazing view of the harbor outlet! Just a short walk to Shaw's Wharf and the Hardy Boat, a five minute drive to the grocery store, less than a ten minute drive to Pemaquid Beach, and a twenty minute drive to the charming town of Damariscotta. Enjoy the sounds of splashing waves and lobster boats as you sit on the wrap-around porch of our treehouse oasis.

Family · Location · Hiking

Headwinds

Enjoy premium views of Pemaquid Point at Headwinds, featuring spectacular sunsets over John’s Bay! Roast marshmallows on the firepit, stargaze from the hot tub, & wake up to the sound & salt of the sea. Refresh in the luxury spa bathroom & steam shower with of course, bidets on every toilet. On a private road 20 minutes from Damariscotta, Headwinds is accessible to restaurants, boat tours, kayak rentals, galleries, Pemaquid Beach & Lighthouse, plus many hiking trails & land preserves.

Location · Family · Accuracy

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Location · Family · TV

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.

Family · Location · Nearby

Rustic Waterview Maine Cottage

Our place is close to great views, historic Rutherford Island, 20 minutes from Damariscotta shopping, dining, and small town charm, the beach, the best antiquing, and quintessential Maine in the summer. You’ll love it because of the view, the charm of an original 200 year old home, the friendly neighbors, the great local food and flavor, the peace and stillness, and “the gut" fishing inlet.

Family · Value · Accuracy