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)

Waterfront Cottage with Dock!

Two bedroom, 1 bath cottage nestled on the Maine coastline overlooking a working fisherman's harbor with shared use of dock. One floor living with large living area and stone fireplace. Short walk to the center of New Harbor or Back Cove. Open deck on the back to watch the lobsterman go out with the sunrise and come in with the sunset. Located near Harborside #1, cottages can be rented separate or together for larger parties. Dogs considered with owners' permission. More information coming soon!

Round Pond Crows Nest Brand new and ready for you!

Newly renovated efficiency apartment with exterior entrance. Roomy bed/living room, kitchenette, private bathroom w/ shower. Comfy bed, a table for two looking out at the big maple treetop (with a few hints of the ocean beyond), kitchenette has a bar sink, fridge for your leftovers/bevys, and a microwave to heat them up! It’s on the 3rd floor, so you’ll be getting your workout! Red chairs on the front yard are for guest use- enjoy the fresh air and ocean breeze! Very clean, bright space.

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.

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!

Harborside Cabin on Maine Lobster Harbor

Stay at Lobster Camp cabins and step back in time. Breathe in the salty air from the deck of your cabin perched on the edge of a true working harbor. Hear the low rumble of boats and watch lobster fishermen unloading their catch. So close to the harbor you feel a part of the action, even from inside. The Halibut, a vintage 1960's 2 bedroom cabin retains its old school charm with updates for comfort. 4 cabins in total, this is the 2nd from the water. The view looks like a postcard.

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.

Spruce Tops Cottage

Spruce Tops is a single family cottage, situated near the mouth of New Harbor. You can hear the ocean waves and the bell buoy. Enjoy your coffee on the screened in porch watching the boats coming and going. A well equipped kitchen has an island eating area, the comfy living room has a ceiling fan, as does the master bedroom, with a queen bed and french doors to the fully screened in porch. Bathroom equipped with shower. Owners located across street if needed.