Waterfront holiday rentals in Southport

4.99 out of 5 average rating, 120 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.

4.94 out of 5 average rating, 231 reviews

A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.

Farm stay in Norway

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

4.99 out of 5 average rating, 211 reviews

A cozy living area is viewed through large glass sliding doors. A wooden coffee table is placed in front of a dark seating area, complemented by two plush pillows. A colorful piece of wall art adds vibrancy to the light-toned walls, enhanced by natural light from the outdoors.

Cabin in Georgetown

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit

Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

4.84 out of 5 average rating, 261 reviews

A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.

Dome in Buckfield

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

4.98 out of 5 average rating, 187 reviews

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

5 out of 5 average rating, 115 reviews

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

4.91 out of 5 average rating, 383 reviews

A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.

Home in Bath

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

4.92 out of 5 average rating, 159 reviews

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.

Home in Boothbay Harbor

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.

5 out of 5 average rating, 103 reviews

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.

Home in Boothbay Harbor

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!!

5 out of 5 average rating, 121 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.

5 out of 5 average rating, 468 reviews

A spacious sleeping area features natural wood paneling and a high ceiling. A comfortable bed is dressed in light blue and white linens, accompanied by two decorative pillows. A wooden cabinet and a bedside lamp add functional elements, while a window allows soft light to fill the room.

Barn in Portland

Garrison Cove Studio

Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

Apartment in Boothbay Harbor

A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.

5 out of 5 average rating, 136 reviews

Sail Loft: Oceanfront Apartment on a Pier.

Experience a one-of-a-kind waterfront escape at the Sail Loft in Boothbay Harbor! This unique 1-bedroom apartment is located directly over the water in a working marina, offering stunning panoramic views from every window. It feels like being on a private yacht. Perfect for a couple's getaway, you're just a short walk from all the downtown shops and restaurants. Enjoy a truly memorable stay with free parking included.

Popular amenities for Southport waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.92 out of 5 average rating, 171 reviews

A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.

Apartment in Richmond

Stunning Royal Richmond 2 Br Apartment Get Away!

4.97 out of 5 average rating, 109 reviews

A serene view of Penobscot Bay is framed by lush green foliage and a rustic wooden fence. Boats are visible in the distance, and the calm water reflects the clear blue sky, creating a tranquil coastal scene.

Apartment in Belfast

Coastal Loft Apartment with Beach Access

4.83 out of 5 average rating, 124 reviews

A serene waterfront view features calm waters reflecting the sky, with boats docked along the shoreline. Trees in autumn hues frame the scene, while a pathway winds through the park, leading towards the water and inviting outdoor activities.

Apartment in Belfast

Downtown waterfront Belfast with amazing views.

Apartment in Old Orchard Beach

A private deck is showcased with a large, colorful umbrella over a table and chairs. The ocean view is evident, with the shoreline visible in the distance. Nearby structures offer a glimpse of the surrounding area, enhancing the outdoor space's charm.

4.91 out of 5 average rating, 204 reviews

Beachside Penthouse Paradise on Old Orchard Beach

Apartment in Damariscotta

4.87 out of 5 average rating, 113 reviews

Cottrill House on Damariscotta River #2

4.98 out of 5 average rating, 276 reviews

A serene view of Maquoit Bay is displayed, featuring calm, reflective waters under a clear blue sky. Seaweed lines the shore, complementing the natural landscape of distant tree-covered shorelines, creating a peaceful coastal scene.

Apartment in Freeport

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

4.94 out of 5 average rating, 109 reviews

A wooden dining table is set by large windows, offering views of the water and surrounding trees. A blue bowl sits at the center, complemented by placemats in soft blue tones. Natural light fills the space, highlighting the warm wooden floor.

Apartment in Wiscasset

Panoramic Water Views on the Sheepscot

5 out of 5 average rating, 165 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"

Waterfront house rentals

4.96 out of 5 average rating, 121 reviews

A bright living area features large windows providing views of the ocean and surrounding landscape. Comfortable seating options include a blue sofa and a light-colored couch. A dining table is visible, complemented by wooden beams on the ceiling, enhancing the spacious feel.

Home in Phippsburg

Newly renovated 3BR house w/ stunning ocean views

4.97 out of 5 average rating, 157 reviews

Home in Saco

Seaside Serenity: 4-BR Oceanfront Escape!

4.94 out of 5 average rating, 82 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.

Home in Georgetown

Serene Coveside Cottage

5 out of 5 average rating, 17 reviews

Home in Southport

Southport, ME Waterfront- (Boothbay region)

5 out of 5 average rating, 127 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!

4.96 out of 5 average rating, 110 reviews

Two Adirondack chairs are positioned on a rocky area overlooking a serene waterfront. Trees frame the scene, with the sky displaying soft hues of pink and orange during sunset. The calm water reflects the natural beauty of the surroundings.

Home in Phippsburg

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

4.97 out of 5 average rating, 113 reviews

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

Hermit Thrush House

4.94 out of 5 average rating, 110 reviews

A serene lakeside view captures the lush greenery surrounding charming homes, including a notable waterfront structure. The calm water reflects the blue skies, while more trees line the shoreline, offering a private and tranquil atmosphere.

Home in Brunswick

Gurnet Summer Home "Beau Sejour"

Waterfront condo accommodation

4.99 out of 5 average rating, 115 reviews

A bright living area is revealed, featuring large windows that allow natural light to fill the space. A cozy gray sofa and matching armchair are complemented by colorful pillows. A small side table holds a plant, and a soft area rug adds warmth to the hardwood floor.

Condo in Portland

Charming, newly remodeled space atop Munjoy Hill.

4.91 out of 5 average rating, 501 reviews

Luxury Beach Front Condo! Prime Location!

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

4.9 out of 5 average rating, 127 reviews

Oceanfront Condo with Awesome Views

A modern living area features a spacious gray sofa and a flat-screen television mounted on the wall. A dining table with four chairs is positioned nearby, while a pattern rug adds texture to the floor. The open layout provides a flow towards the kitchen.

4.93 out of 5 average rating, 14 reviews

Brand new unit 45 Steps to the beach! Sleeps 4

Superhost

Condo in Edgecomb

4.83 out of 5 average rating, 6 reviews

Coastal Sunrise Condo 2 bd (1 king,1 twin) Balcony

A four-story oceanfront condo building features multiple balconies that overlook a sandy beach. Sunbathers and beach chairs are spread across the shoreline, with a vibrant atmosphere enhanced by people enjoying the coastal setting under a partly cloudy sky.

4.84 out of 5 average rating, 116 reviews

The Brunswick

4.98 out of 5 average rating, 42 reviews

A serene waterfront scene captures a dock curving toward a hazy sunrise over the water. Soft clouds scatter in the sky, reflecting gentle hues of orange and yellow, while a bridge is visible in the distance. Green grass and reeds frame the tranquil setting.

Condo in Edgecomb

Waterviews|Sunsets|Boothbay Harbor

A bright living area features a red couch with decorative pillows and an ottoman. Two windows offer natural light and views of the surroundings. A television is placed on a white media console, while an air conditioning unit is installed above, ensuring comfort.