Holiday rentals in 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)

Hummingbird Cottage

Hummingbird Cottage is a charming 3 bd/2 ba year-round retreat with sweeping views of Muscongus Bay. It is located on a peaceful residential street within easy walking distance of the charming village of Round Pond & the harbor. The interior of the house has been freshly painted with all new furniture and supplies. The 1st fl is open concept with stunning views of the water & a private deck. Kitchen is fully equipped with all cooking essentials. Includes high-speed internet, charcoal grill.

Peace and Natural Beauty Surround Round Pond Cabin

SEASONAL NOTE: JUNE, JULY, and AUGUST bookings have a 7-night minimum, starting on Friday, Saturday, or Sunday. Thank you! Our cozy, well-appointed cabin sits on over an acre of land a stone's throw from Round Pond, one of the prettiest villages in Maine. Walk to Moxie Cove for a picnic or to Round Pond for great coffee, food, and nostalgic Granite Hall store. Great for nature lovers. Private deck and BBQ grill, ping pong in the barn and fleeting deer all bring one back to old-time Maine.

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.

The Byre at Piper’s Pond

The Byre at Piper's Pond is a small farm situated on 80 acres in Bristol, Maine on the Pemaquid Peninsula. The apartment is separated from the main house and has privacy and room for guests to enjoy the area. It is a comfortable rustic contemporary home and setting. We are located a 10 minute drive to Damariscotta. Pemaquid Peninsula is home to the historic Pemaquid Lighthouse, the University of Maine Darling Marine Center, the Old Fort Henry, Pemaquid Beach and beautiful hiking trails.

POST OFFICE COTTAGE Pemaquid Point

We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

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.

Welcome to "West Winds at Pemaquid"

Take a moment to unwind with a leisurely walk along the natural pathway leading to Coombs Cove off John's Bay. Sit quietly and watch the tide ebb and flow, or lose yourself in that book you've been meaning to read. It's an ideal retreat for couples seeking breathtaking scenery and tranquil solitude. Built in 2017, West Winds features two bedrooms, a full bathroom, a cozy living room, an eat-in kitchen, laundry facilities, and WiFi—everything you need for a relaxing getaway.

Historic Bristol Mills Suite

Escape to the charm of Maine in this inviting private apartment within our historic 1822 home in Bristol Mills. Steps from the 1812 Farm wedding venue, local diner and swimming hole. Also, just 8-10 minute drive to Pemaquid Beach, Damariscotta, and the Pemaquid Point lighthouse. Perfect for 2, the space features a queen bed, basic kitchenette, and private bath. Enjoy kayaking, hiking, fresh seafood, and exploring the quaint coastal villages of this hidden Maine treasure.

Fishermans Cove Seaside Cottage on Pemaquid Point

Fisherman's Cove is a delightful family friendly cottage with shore access and an oceanside screened porch within minutes walking distance to the famous Pemaquid Point lighthouse. An English inspired country garden welcomes you: perennials explode with a riot of color and play host to many species of butterflies. The cottage fronts on John's Bay with western exposure offering 180 degree views. Don't miss our spectacular sunsets and the bustle of morning lobster boats...