House holiday rentals in South Bristol

Ocean-side home on 24 acres (w/ EV+Tesla charger)

Come enjoy the best of what Maine has to offer: beautiful coasts, the smell of pine trees, and salty air. Located on 24 acres of open field, yard, forest, and coastline, this house is the perfect get away for families, small groups, travelers, and more. There's almost always something fruiting (cranberries, blueberries, strawberries, raspberries, blackberries, or stone fruits) and the wild flowers are stunning. The house is cozy but the sea breeze keeps things fresh. Truly a slice of heaven!

Breathtaking Bay Views!

Enjoy glorious sunsets over Sagadahoc Bay on Indian Point at the tip of Georgetown Island! Walls of glass bring the outside in to this 3 bed, 2 bath contemporary home where the only decisions you'll make are whether to spend your days at the beach, on the ocean, or exploring the trails... Later in the day you need to choose whether to grill under the stars, take a short drive to one of the great local spots, or head to Five Islands on the wharf for some of the best lobster Maine has to offer!

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.

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.

3 bedroom retreat with water view and dock access

The Back Narrows Social Club is your river-view retreat for a fun and relaxing midcoast Maine vacation! The Social Club is the ideal balance - minutes to attractions in Boothbay Harbor and an easy drive to Damariscotta, yet removed from the bustle of tourist noise. Our dock in the Damariscotta River is a short walk around a bend in the street and down a neighbor’s driveway. You will have access to launch your kayaks, tie up your boat, or just dip your toes in the water and watch for seals!

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

The Tidewater Cottage on Pemaquid harbor

Relax in the panoramic views of Pemaquid Harbor from every window, the wrap around porch, the grassy yard or your own dock. The spacious home is located at the end of a quiet dirt road, resting on the protected harbor offering wonderful opportunities for boating, kayaking, SUP and birding. The spacious 2 story home has an open floor plan with the primary ensuite king bedroom downstairs. A perfect location, minutes from Pemaquid Beach, Pemaquid Peninsula & 15 minutes to Damariscotta.

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Seaside Cottage with Ocean Views

Welcome to “On the Rocks” – your idyllic seasonal retreat. - Newly renovated rustic-chic home with shiplap interior - Peaceful atmosphere with sounds of waves and stunning vistas - Cozy kitchen stocked with essential dishes and cookware - Baseboard heating for comfort during cooler evenings - Two bedrooms: one with a plush queen bed, another with a comfy full bed - Ceiling fans in both bedrooms for warmer nights - Shared bathroom with a convenient 3/4 shower