Vacation rentals in South Bristol

Guesthouse in South Bristol

A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.

4.98 out of 5 average rating, 409 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)

Superhost

A sweeping view of expansive green fields and rows of trees leads to a tranquil water feature. The landscape is dotted with shrubs and ornamental trees, with a cloudy sky overhead, creating a serene natural setting.

Apartment in South Bristol

4.88 out of 5 average rating, 34 reviews

Clark's Cove Farm & Inn - Cider Suite

The Cider Apartment is inviting and accommodating. It is available from May 15 through the last Sunday in October. It is air conditioned, tastefully furnished, and has its own private deck overlooking the orchard and Cove. Hi speed WIFI. Stay for a night, a weekend, or as long as it suits you. You’ll be hard pressed to run out of things to do. Rates for either the Orchard or Cider apartment are $165.00 per night. Maine lodging sales tax is 9% ($14.85) . Pet Fee is $ 25 per night. No cats.

A bright living area features wooden walls and natural light from two large windows. A dining table with four chairs is central, accompanied by a coffee table and two floral-patterned sofas. A wall-mounted television is visible, alongside an air conditioning unit.

4.92 out of 5 average rating, 118 reviews

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.

The exterior of the guest house is shown, featuring a light-colored facade with large front windows. A wooden deck is accessible via steps on one side, while two garage doors are visible at the ground level. Surrounding greenery and a well-maintained lawn contribute to the inviting environment.

4.97 out of 5 average rating, 106 reviews

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.

Apartment in South Bristol

A spacious living area is presented with a comfortable sofa and a coffee table. A television is positioned on a stand, while natural light filters through the windows. A door leads to a balcony, allowing views of the green surroundings.

4.91 out of 5 average rating, 67 reviews

The Sail Loft - Pastoral, Coastal South Bristol

This lovely 2-bedroom apartment offered by Superhosts John and Kina is steps away from the spectacular harbor of South Bristol, Maine. Surrounded by nature, lush woodland, birds galore, even deer and foxes, the spacious second-floor apartment has a roomy living area with sofa, TV and a sizeable kitchen with dining. One large bedroom with queen bed and a second bedroom with twin beds, full bath with shower. Balcony overlooks extensive forest and lawn. Private entrance, plenty of parking.

Superhost

The cottage exterior features a welcoming front porch with white railings and blue steps. A red door is flanked by blue shutters and adorned with vintage-style lanterns. Lush green plants and vibrant flowers enhance the inviting atmosphere, while a small blue bistro set provides a cozy spot for outdoor seating.

Cottage in Bristol

4.76 out of 5 average rating, 113 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!

A charming cottage is presented with a stone chimney on the side. Lush greenery surrounds the home, complemented by colorful flowers in the landscaped garden. A set of steps leads to the entrance, with a clear blue sky above.

4.96 out of 5 average rating, 77 reviews

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!!

Cottage in Boothbay Harbor

The cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.

4.98 out of 5 average rating, 417 reviews

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.

4.98 out of 5 average rating, 107 reviews

The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.

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!

5 out of 5 average rating, 148 reviews

A dark blue oval sign displaying the name 'West Winds at Pemaquid' features an anchor design, indicating a nautical theme. The sign is framed in silver and includes the establishment year '2016,' suspended by a chain against a backdrop of green trees.

Apartment in Bristol

Welcome to "West Winds at Pemaquid"

Take a break and enjoy a stroll down a natural walkway to Coombs Cove off John's Bay. Sit and enjoy watching the tide come in and out or read that book you've been trying to get to for some time. Perfect for the couple who is seeking beauty and peaceful solitude. West Winds was built in 2017 and offers two-bedrooms, full bathroom, living room and eat-in kitchen, laundry and WiFi.

An aerial view captures a vibrant coastal community surrounded by lush greenery. Numerous boats are anchored in the calm waters, while marinas and a network of roads lead to charming homes. The scene conveys the essence of a working waterfront with a sense of tranquility.

4.99 out of 5 average rating, 122 reviews

Cottage, mooring, and 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, being on a wharf in a working waterfront, friendly locals, buying lobster across the street from Osier’s cafe..eating on your own deck..magic, educational and authentic Maine!

A serene waterscape is captured, featuring a small boat gliding across calm waters. Lush green trees frame the scene, leading towards a distant island. The gentle ripples of the water reflect the surrounding landscape, creating a peaceful ambiance.

4.89 out of 5 average rating, 62 reviews

Maine Coast House with Ocean Views

The house has amazing views and has access to a private sandy/rocky beach that is shared with neighbors. Built in 2011. It is located on one of the the highest points on a quiet peninsula in South Bristol. The house overlooks Mcfarland's Cove on one side and John's Bay on the other.

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Popular amenities for South Bristol vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in South Bristol

A charming exterior view of the apartment is presented, with a covered porch leading to the entrance. Soft snow blankets the ground, reflecting a bright blue sky. Lush green trees are visible in the background, providing a scenic contrast to the winter landscape.

Apartment in South Bristol

4.86 out of 5 average rating, 7 reviews

The apartment at Figwort Farm

A cozy living area features a central brick fireplace, surrounded by natural light that illuminates wooden furnishings. A basket filled with kindling sits next to the fireplace, while a well-equipped kitchen area is visible in the background.

4.94 out of 5 average rating, 48 reviews

Charming Secluded Cottage on the Coast

An outdoor deck offers a scenic view of the shimmering water below, framed by trees displaying autumn colors. Sunlight filters through the branches, creating a serene atmosphere. Two chairs are positioned for relaxation, inviting guests to enjoy the natural surroundings.

5 out of 5 average rating, 5 reviews

Island seaside cottage

4.88 out of 5 average rating, 16 reviews

BEAUTIFUL COASTAL FARMHOUSE BOOTHBAY AREA

A spacious bedroom features a comfortable bed adorned with neutral linens and decorative pillows. Two large windows provide natural light, framed with green curtains. Above the bed, three framed photos depict serene landscapes, enhancing the room's calm atmosphere. A bedside table and lamp offer convenience.

5 out of 5 average rating, 8 reviews

New! Pemaquid Escape | Curated Comfort + Hot Tub

5 out of 5 average rating, 6 reviews

The exterior of the cabin is set against a backdrop of vibrant green trees and a clear blue sky. The dark wooden structure features a chimney and a welcoming front porch. A patio area with outdoor seating is visible, overlooking the serene waterfront.

Cabin in Boothbay

Peaceful Maine Waterfront Cabin

The exterior of a quaint cottage features a dark wood facade with green accents. A steep metal roof is visible above a covered porch, which is surrounded by large rocks and a wooded area. Two windows reflect the natural light filtering through the trees.

4.94 out of 5 average rating, 50 reviews

Charming Cottage with a deep water dock and float

A serene water view is captured, framed by lush green trees on the shoreline. The calm surface of the water reflects the clear blue sky, while a few distant boats can be seen on the horizon. The landscape exudes tranquility, inviting relaxation.