Holiday houses in South Bristol

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

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.

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.

The Sail Loft - Pastoral, Coastal South Bristol

Lovely large 2-bedroom apartment offered by Superhosts John and Kina. A short walk to lovely South Bristol harbor, 15 minute drive to Pemaquid Beach, with parking and amenities. Surrounded by lush woodland, birds galore, deer, foxes--this second-floor apartment has a roomy living area with sofa, TV and ample kitchen with dining. One large bedroom with queen bed and a second bedroom with twin beds, full bath with shower. Balcony overlooks extensive woods. Private entrance, plenty of parking.

Charming Coastal Maine Cottage

This Charming Maine cottage is nestled between the Damariscotta river and Jones cove in the quaint village of South Bristol. It is minutes away from the Town of Damariscotta, Pemaquid Beach, the Pemaquid lighthouse and many other fun and relaxing activities like: kayaking, golfing, fishing, hiking, a relaxing bicycle ride, or simply laying on the hammock while enjoying the sounds of nature and the ocean breeze. Of course there's plenty of lobster or "Lobstah" close by too. Enjoy!!

Serenity, Privacy, Clean and Bright

This large studio can be rented by the week only June - September. A high ceiling, many windows and skylights give this space a feeling of spaciousness. On a private road. A short walk takes you to the Damariscotta River. Perfect for artists, writers and those looking for a retreat space. 10 miles away are great cafes, stores, a movie theater, a health food store "better than Whole Foods", a lighthouse and a beautiful beach. Close by are countless spectacular walking trails.

Cottage on an island on the end of a peninsula W

Compass Rose Way Cottages are on Rutherfords Island in South Bristol, Maine. There are four cottages, we rent two 9f the four, North and West, both are two bedroom, one bathroom, both with an open concept living room and kitchen cottages We are less than 1/3 mile from downtown South Bristol and the ocean. We are about 14 miles from Damariscotta, Pemaquid Point, and other mid coast Maine towns. Our electricity is provided by our solar array that is grid connected.

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

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.

Pemaquid Beach House

Quiet location, only 0.25 miles to beautiful Pemaquid Beach, close to great restaurants, nice wooded back yard, relax by firepit or head out on the deck with a good book. For those that enjoy hiking nearby seaside trails. Or rent a kayak and explore the Pemaquid River. Or catch the boat to Monhegan Island from New Harbor. Lots to do at this popular summer resort area.

Captains View at Pemaquid Point

Brand New Construction 2021!! Sitting on almost 3 acres on Pemaquid Point with ocean view, beautiful sunsets, pounding surf, white sand beach, tidal pools, and your own cathedral forest to play in , have a picnic or whatever you want- Captains View is part of Cottages at the Point and is the sister cottage to Arch Angel. Rent one or both!

Cottage on a wharf in a fishing village

Think..ocean, tides, lobster, fishermen, boats, two marinas, magnificent sunrise and sunsets, gateway to Rutherford Island and Christmas Cove, scenery, on a wharf in a working waterfront, friendly locals, buy lobster across the street at Osier’s cafe..eat in privacy on your own deck..magic, educational and authentic Maine!