House vacation rentals in South Bristol

4.99 out of 5 average rating, 139 reviews

The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.

Home in Georgetown

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.

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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, 119 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.

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4.99 out of 5 average rating, 131 reviews

A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.

Home in Bath

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

LocationFamilyHospitality

4.98 out of 5 average rating, 209 reviews

A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.

Home in Newcastle

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

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4.96 out of 5 average rating, 130 reviews

A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.

Home in Friendship

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

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The front entrance showcases a vibrant red door framed by two sconces, inviting guests inside. Steps lead up to a spacious deck, which is flanked by decorative flower pots. The house features a classic shingle exterior, accented by charming dormer windows.

4.92 out of 5 average rating, 166 reviews

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

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A modern kitchen is illuminated by a rustic light fixture with exposed bulbs, enhancing the open layout. Quartz countertops extend through the space, complemented by stainless steel appliances. A vase of mixed flowers sits on the counter, with a scenic view of the ocean visible through large windows.

5.0 out of 5 average rating, 107 reviews

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

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5.0 out of 5 average rating, 128 reviews

The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.

Home in Georgetown

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

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The two-story cottage features a welcoming front porch with a green roof and an American flag. A gravel driveway leads to the house, surrounded by trees and green lawns, offering a peaceful and private setting.

4.96 out of 5 average rating, 105 reviews

Coastal Maine Retreat · Fire Pit · Walk to Harbor

Tucked into the woods of Round Pond, one of Maine's most beloved working harbor villages, The Round Pond Getaway at Moxie Cove is your base for the best of Midcoast Maine. Walk five minutes to the water, spend evenings around the fire pit, and wake up to nothing but birdsong on the screened porch. Pemaquid Lighthouse, fresh lobster at Muscongus Bay, and the Coastal Maine Botanical Gardens are all within easy reach.

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A bright living space features a light blue couch and a gray armchair positioned around a wooden coffee table. Green plants add a natural touch, while framed artwork decorates the walls. Soft textiles are draped on the couch, and large windows allow for ample daylight.

4.88 out of 5 average rating, 112 reviews

Fully Renovated "Saltbox" Home in Boothbay

Start creating memories in this private setting, minutes away from Boothbay Harbor, Ocean Point, Botanical Gardens, and all the splendor that the mid-coast has to offer. Enjoy the grounds including an wonderful deck and a fire pit on the second level overlooking the property. It is a fantastic home-base for exploring Midcoastal Maine while enjoying close proximity to dining and shopping in Boothbay Harbor.

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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.

4.85 out of 5 average rating, 168 reviews

Rustic Waterview Maine Cottage

Our 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 it 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.

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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.

5.0 out of 5 average rating, 44 reviews

Pemaquid Escape | Curated Comfort + Hot Tub

This fully stocked 4-bedroom retreat blends relaxation and recreation with a hot tub, screened porch, lounge for kids (or kids at heart!), shuffleboard table, seasonal river access with paddleboards, and a whole-home generator. ☀ 5 Min to Downtown Damariscotta ☀ 15 Min to Pemaquid Beach (19 Min to Lighthouse) Welcome to Oyster Place - where curated comfort meets the magic of the Midcoast!

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Popular amenities for South Bristol house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 113 reviews

Home in South Thomaston

Large private area, close to Rockland

LocationFamilyAccuracy

4.97 out of 5 average rating, 174 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

ValueFamilyWifi

4.84 out of 5 average rating, 126 reviews

A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.

Home in Portland

There's No Place Like Home

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The image showcases a pool area overlooking the water, framed by lush greenery and colorful wildflowers. Lounge chairs are positioned around the pool, with a shed visible nearby. The calm water reflects a clear blue sky, creating a serene setting.

4.96 out of 5 average rating, 26 reviews

Port Cabin by Sea Maine

LocationFamilyQuiet

5.0 out of 5 average rating, 10 reviews

Home in Lewiston

Pool, Dream Home Gym, TV+Desk Each Room, Games

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5.0 out of 5 average rating, 4 reviews

A charming, two-story yellow cottage features a welcoming front porch with comfortable seating. Large windows allow natural light to fill the space, and a well-kept yard surrounds the home. Nearby, an American flag gently sways, complementing the tranquil rural setting.

Home in Harpswell

Spacious 5BR Cottage w/Pool, Water & Resort Access

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 71 reviews

An in-ground pool is framed by a spacious deck, featuring lounge chairs and seating areas. Surrounding greenery provides a sense of privacy. A light-colored exterior of the house can be seen in the background, contributing to the relaxing ambiance of the outdoor space.

Home in Rockport

Dog Friendly Midcoast Cape

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4.95 out of 5 average rating, 75 reviews

A heated saltwater pool is visible in the foreground, surrounded by wooden decking. Lush greenery and colorful flowering plants frame the space, leading to a picturesque ocean view in the distance. The scene captures the tranquility of the landscaped garden.

Home in Rockport

Ocean View Retreat with Heated Pool / Hot Tub

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Weekly house rentals

The exterior of the home is shown, with a furnished screened porch highlighted by a white railing. A picnic table with an umbrella sits on the lush green lawn, surrounded by blooming pink flowers and trees. A rustic stone wall borders the property.

4.93 out of 5 average rating, 83 reviews

Peace in Pemaquid - Ocean Sunsets & Stargazing

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A single-story house with white exterior siding is featured, presenting a welcoming porch area framed by white lattice. A stone walkway leads to the entrance, bordered by grassy patches scattered with fallen leaves. Surrounding trees add a natural backdrop to the setting.

4.95 out of 5 average rating, 22 reviews

Pemaquid Beach House

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A view of the spacious home situated beside Pemaquid Harbor. The house is surrounded by a grassy yard, and the harbor is visible in the background with a private dock. Nearby, a dirt road leads to the property, framed by trees and natural landscape.

4.97 out of 5 average rating, 31 reviews

The Tidewater Cottage on Pemaquid harbor

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A bright bedroom features a spacious bed covered with a plush white comforter, complemented by a large area rug. Two doors open to a balcony offering views of Boothbay Harbor. A vintage rocking chair and dresser are positioned near the window, creating a cozy atmosphere.

4.83 out of 5 average rating, 23 reviews

Stunning Waterfront Home | Breakfast | Hot Tub

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4.99 out of 5 average rating, 96 reviews

The Happy Harbor House! Walk to town!

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A modern kitchen features light-colored cabinetry and a large wooden island with seating for three. Stainless steel appliances, including a refrigerator and oven, complement the design. Natural light enters through a nearby window, illuminating the granite countertops and open shelving displaying white dishes.

4.98 out of 5 average rating, 60 reviews

Beautiful modern cabin

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4.8 out of 5 average rating, 5 reviews

5 BR, 2 BA Spacious Farmhouse Walking Distance to

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The exterior of a modern cottage is presented, featuring a sloped roof and large windows. The structure is elevated on stilts, allowing for a clear view of the surrounding trees. A spacious deck wraps around the front, providing access to outdoor seating and inviting natural light.

4.94 out of 5 average rating, 16 reviews

Mainelandia! Stunning New Waterfront Home!

LocationFamilyNearby

Private house rentals

4.91 out of 5 average rating, 81 reviews

Coastal maine

LocationFamilyGrill

4.91 out of 5 average rating, 22 reviews

A tranquil scene captures a person walking along a wooden dock extending into calm waters. The surface reflects the warm hues of sunset, while trees frame the distant shoreline, creating a serene backdrop to the peaceful landscape.

Home in Georgetown

Hall Bay Haven

LocationFamilyComfort

A charming cottage is set on a green lawn, surrounded by lush gardens. The exterior features white siding, large windows, and a covered porch with seating. A stone path leads to the entrance, while a grill is positioned at the side of the house.

4.98 out of 5 average rating, 40 reviews

Headwinds

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 29 reviews

Home in Wiscasset

Cozy Midcoast Island Cottage

ValueFamilyOutdoor spaces

5.0 out of 5 average rating, 22 reviews

Boothbay Harbor- perfect for your Maine vacation!

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A deck area features four blue cushioned chairs positioned around a circular table. The ocean is visible in the background, framed by trees and shrubbery, creating a serene outdoor space for relaxation.

5.0 out of 5 average rating, 16 reviews

Gorgeous Ocean View in Boothbay

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A waterfront home is presented with multiple levels and balconies, overlooking the dock. The exterior features a combination of wood and blue siding, with large windows illuminated from within. A wooden walk leads to the entrance, flanked by rocks and grassy areas.

4.98 out of 5 average rating, 50 reviews

Waterfront Home with Dock & Sauna - Sleeps 14

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