Holiday houses in South Bristol

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Top-rated holiday rentals in South Bristol

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Top Guest favourite
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.
Guesthouse in South Bristol
4.98 out of 5 average rating, 424 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)

Top Guest favourite
An open living area is illuminated by large windows overlooking a forested landscape. A built-in wooden ladder leads to a loft area, while two light wooden chairs and a small table create a cozy seating arrangement. A sleek wood stove stands in the corner, enhancing the modern aesthetic.
Home in Georgetown
4.99 out of 5 average rating, 104 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Top Guest favourite
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.
Cottage in South Bristol
4.93 out of 5 average rating, 138 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.

Top Guest favourite
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.
Home in South Bristol
4.97 out of 5 average rating, 112 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.

Guest favourite
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, 116 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!

Top Guest favourite
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.
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 435 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.

Top Guest favourite
A serene two-story studio cabin is surrounded by lush greenery and vibrant wildflowers. Tall trees provide shade, and a balcony is visible, accentuated by green awnings. The structure features a rustic wood exterior, harmonizing with the natural landscape of rural Maine.
Apartment in South Bristol
5 out of 5 average rating, 129 reviews

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.

Guest favourite
The two elevated structures of the tree dwelling are connected by a rope bridge, surrounded by lush green trees. Natural materials are utilized in the design, which includes a balcony and multiple levels that create a unique, inviting silhouette against the forest backdrop.
Treehouse in Georgetown
4.98 out of 5 average rating, 446 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Top Guest favourite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.98 out of 5 average rating, 327 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Top Guest favourite
A cozy sleeping area includes a queen bed with a grey patterned duvet. A bedside lamp provides soft illumination, and a 'Stay Cozy' pillow enhances the inviting look. Sliding glass doors lead to a deck area, framed by flowing curtains that allow natural light.
Guest suite in Boothbay
4.96 out of 5 average rating, 157 reviews

Linekin Guest Suite

Tucked away guest studio attached to main home that you will have all to yourself with basic amenities and a sky lighted bathroom. A few minutes to Ocean Point and hiking trails and less than 10 minutes to Boothbay Harbor. **Please note there are stairs that need to be climbed on the front deck in order to access the property. Use the directions provided as your GPS sometimes puts you in a circle around Boothbay!

Superhost
A serene inlet is depicted, with calm waters reflecting boats and docks. The surrounding greenery features vibrant yellow wildflowers, and lush trees line the waterfront, creating a peaceful atmosphere. Several boats are anchored, while the calm water reflects the sky and nearby structures.
Home in South Bristol
4.84 out of 5 average rating, 161 reviews

Rustic Waterview Maine Cottage

My place is close to great views, historic Rutherford Island, 20 minutes from Damariscotta shopping, dining, and small town charm, the beach, the best antiquing, and quintessential Maine in the summer. You’ll love my place because of the view, the charm of an original 200 year old home, the friendly neighbors, the great local food and flavor, the peace and stillness, and “the gut" fishing inlet.

Top Guest favourite
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
5 out of 5 average rating, 160 reviews

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.

Popular amenities for South Bristol holiday rentals

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Quick stats about holiday rentals in South Bristol

  • Total holiday rentals

    Explore 140 holiday rentals in South Bristol

  • Nightly prices starting at

    South Bristol holiday rentals start at $92 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of South Bristol holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across South Bristol rentals

  • 4.9 Average rating

    South Bristol stays are highly rated by guests—averaging 4.9 out of 5!

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