Holiday houses in Bristol

Guesthouse in South Bristol

4.98 out of 5 average rating, 401 reviews

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)

Guest suite in Round Pond

4.81 out of 5 average rating, 130 reviews

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.

4.93 out of 5 average rating, 40 reviews

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.

4.89 out of 5 average rating, 164 reviews

Condo in Damariscotta

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

4.92 out of 5 average rating, 112 reviews

Cottage in South Bristol

Cottage on an island on the end of a peninsula N

This is one of two, two bedroom cottages located on Rutherfords Island in South Bristol, Maine. These cottages are next to each other.Our electricity is provided by our grid tied solar array. We are a five minute walk from the Atlantic Ocean, the Damariscotta River, and John's Bay. South Bristol is a small town 14 miles from Damariscotta,where the closest grocery store is located. We are a working fishing village, and lobsters and fresh fish are readily available at the local lobster pounds.

4.9 out of 5 average rating, 51 reviews

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.

Superhost

Cottage in Pemaquid Point

4.76 out of 5 average rating, 112 reviews

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!

4.95 out of 5 average rating, 86 reviews

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.

4.97 out of 5 average rating, 104 reviews

Cottage in South Bristol

Hermit Thrush House

The guest house 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 cottage. 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.

Apartment in Damariscotta

4.85 out of 5 average rating, 517 reviews

"Ship Shape": waterfront, cozy studio- downtown

Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

4.98 out of 5 average rating, 106 reviews

Guesthouse in Newcastle

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

Apartment in Damariscotta

4.92 out of 5 average rating, 203 reviews

Mystical Mary Howe Room, Downtown Damariscotta

This spacious studio apartment is perfect for relaxing after a day of exploring beautiful Damariscotta and surrounding communities. Situated on the third floor of one of Damariscotta's many historical buildings this apartment consists of a large living room area with kitchenette and a separate large bedroom with bath. Parking is right next to the building and a key will be provided for your apartment.

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Other great holiday rentals in Bristol

4.95 out of 5 average rating, 20 reviews

Yellow Cottage on the shore of Little Moxie Cove

MaggieRating, 5 stars9 months ago

Could not have picked a better place for 7 of us to spend the week. The surroundings are beautiful, we stargazed every night and fell asleep to the sound of the water. We swam every single day off the rocks in front of the house. Round pond itself is very cute and damariscotta has everything you need. We cannot wait to be back!

Apartment in Bremen

4.96 out of 5 average rating, 68 reviews

Apartment in Midcoast Maine

EricRating, 5 stars68 months ago

Annette’s place is a great find if you need a place to stay while you explore the Maine countryside. She was great about instructions on finding the house and getting us settled in. Her place was convenient to Damariscotta and the many other wonderful towns in that region of Maine. We will look to stay again if we vacation in the area.

5 out of 5 average rating, 6 reviews

Pemaquid Harbor Couples' Retreat

JosephRating, 5 stars4 weeks ago

A beautifully decorated home that preserves its history while adding modern touches for a comfortable long-term stay. We were thrilled to find this gem—it offered a peaceful, quiet retreat not too far from charming towns and plenty of delicious food options. The home is very well stocked, making it easy for us to settle in and feel at home. We especially enjoyed the fireplace, the incredible clawfoot tub, and the fantastically equipped kitchen. We had many peaceful, cozy days here and would stay again in a heartbeat. Ellie was a great host and was very helpful with our requests during the stay. Thanks for having us!

5 out of 5 average rating, 4 reviews

Sawyer Cottage 2 Near the Ocean

CelaRating, 5 stars12 months ago

Cute cottage- main room with two bedrooms. Great location for walking along the water and easy to get to market and restaurants. Quiet neighborhood with birds chirping, chipmunks and wild turkeys running around. Ocean breezes and the thick comfortable mattresses made sleeping at night instantaneous. You being your own bed sheets and bath towels which is fine- this is the least expensive place around. Save some money on the restaurants by stocking up at the market a 5 minute drive away. Great places to eat but be ready to pay $30-80/per person when going out.

Apartment in Bristol

5 out of 5 average rating, 8 reviews

AWESOME MAINE OCEANFRONT HOME, 1st. FLOOR APT.

RolfRating, 5 stars8 months ago

Craig and Fran were wonderful hosts and having them present in the separate upstairs living space made it very comfortable and assuring. Craig was always available if you needed something. Our space was well updated and having the large slider window across the living room made the expansive view of the sea so very special. The place is a great spot for respite and peace, within access to wonderful Quintessential Maine settings. The Kitchen was well supplied with the tools to be completely self contained. A small grocery store is only a mile away if you need a quick run.

4.85 out of 5 average rating, 160 reviews

Periwinkle Cottage on Pemaquid Harbor

KaelynnRating, 5 stars6 days ago

Stayed here for 3 nights on a mother/daughter trip. Wanted somewhere that was not in touristy area and was quiet. This was perfect! I felt looked even better than the pictures. Plenty of room and everything you needed (except shampoo). Check in was super easy. We were within walking distance of the Fort and the Beach which was nice for morning or sunset. Parking space just for us. Gets stuffy if windows left closed during day but nothing opening the windows didn't fix quickly. Thanks again for great stay! So peaceful.

Cabin in Pemaquid Point

4.9 out of 5 average rating, 143 reviews

Rustic Oceanfront Log Cabin

WilliamRating, 5 stars8 months ago

There are no words to describe the stunning view from this cabin. This listing is exactly as described. A rustic cabin. We had family traveling through the area while we were there and they came by to say hello. They remarked that it’s exactly what you’d imagine a “Maine cabin” to be. We came in mid October & as things in the area were winding down. But had a lot of fun strolling through a nearby town that was hosting a pumpkin festival and regatta. We hope to come back and bring our grandchildren (and maybe even their parents ha!) to this rustic cabin in a picturesque setting.