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, 414 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)

4.93 out of 5 average rating, 132 reviews

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

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.

5 out of 5 average rating, 181 reviews

A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.

Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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, 111 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.

4.92 out of 5 average rating, 355 reviews

A bright living area is visible, featuring a light-colored sofa and a comfortable armchair. A wooden dining table with two chairs occupies the foreground. Windows allow natural light to illuminate the space, while soft curtains frame the views of the surrounding forest.

Loft in Edgecomb

Cozy Forest Loft (15 min to 3 cute towns)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

4.76 out of 5 average rating, 113 reviews

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

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!

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, 423 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, 311 reviews

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

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.

4.98 out of 5 average rating, 117 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!

4.95 out of 5 average rating, 148 reviews

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

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!

5 out of 5 average rating, 157 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.

4.99 out of 5 average rating, 132 reviews

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.

Cottage in South Bristol

Cottage on a 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!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

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Stylish accommodations with great services and amenities

Popular amenities for South Bristol vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in South Bristol

5 out of 5 average rating, 12 reviews

The exterior of the cottage is framed by lush greenery and tall trees, overlooking a serene body of water. Sunlight enhances the peaceful setting, while the well-maintained landscaping of bushes and stone pathways leads towards the entrance.

Cottage in South Bristol

River Front Cottage with dock and views

Apartment in South Bristol

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.

5 out of 5 average rating, 129 reviews

Serenity, Privacy, Clean and Bright

4.95 out of 5 average rating, 59 reviews

The living area features a spacious sectional sofa, positioned to face a projector and smart TV. Light filters through the window, illuminating the natural wood walls. A curved spiral staircase ascends to the lofted space above, enhancing the room's architectural design.

Cottage in Georgetown

Serene Coveside Cottage

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, 6 reviews

Island seaside cottage

4.92 out of 5 average rating, 26 reviews

A charming red cottage features a welcoming deck equipped with white chairs and a table, shaded by a large umbrella. Flower pots adorn the deck railing, while steps lead down to a gravel area surrounded by greenery.

Home in Boothbay Harbor

Bayville Little House on the Bay

The exterior of a two-story house is displayed, featuring a gabled roof and light-colored siding. A stone walkway leads to the front entrance, surrounded by greenery. Large windows are visible on both levels, and a small outbuilding is present in the yard.

5 out of 5 average rating, 4 reviews

Christmas Cove!

A serene view captures the sunset over the water, with the sun reflecting on the surface. Silhouetted trees are positioned in the foreground, creating a natural frame. The grassy landscape leads towards the water, enhancing the tranquil setting.

Cabin in New Harbor

4.9 out of 5 average rating, 147 reviews

Rustic Oceanfront Log Cabin

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.