Waterfront holiday rentals in Boothbay

Guest house 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, 430 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)

4.99 out of 5 average rating, 107 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.

5 out of 5 average rating, 196 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.

4.99 out of 5 average rating, 173 reviews

The cabin, designed with a modern aesthetic, features dark exterior walls and large circular windows. A cozy seating area is visible through the glass doors, which are framed by lush greenery and natural landscaping, inviting relaxation in a serene environment.

Cabin in Georgetown

Private Sauna+Beach/Hiking Close+FirePit+S'mores

Come relax and unwind at Pine Cabin! * Private Cedar Sauna w/Glass Front * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Automatic Kohler Generator * 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.

4.97 out of 5 average rating, 254 reviews

A spacious bedroom is furnished with a king-size bed featuring a plaid bedding set. Two windows allow natural light to enter, complemented by a bedside lamp. Wooden accents, including a wardrobe and a small table, enhance the room's warm ambiance.

Guest suite in Freeport

Waterfront Private Apartment just 5 min to LLBean!

Guest apartment with king bed, private entrances, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 8 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

4.92 out of 5 average rating, 143 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). Starting January 2025 we will no longer allow pets.

4.88 out of 5 average rating, 138 reviews

A cozy cabin is nestled within a forest, featuring a spacious covered porch and steps leading up to it. Seating is arranged around a fire pit in the foreground, with several black Adirondack chairs placed on a gravel surface, surrounded by lush greenery.

Cabin in Georgetown

Cozy log cabin on private pond, near Reid St Park!

Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

4.94 out of 5 average rating, 353 reviews

A charming treehouse structure is surrounded by lush greenery, featuring large windows and a white front door. A small porch with rocking chairs overlooks the forest floor, anchored by a sturdy tree. Natural light streams into the space, enhancing the connection with nature.

Treehouse in Georgetown

Tree Dwelling w/ Water Views & Cedar Hot Tub (I)

Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

5 out of 5 average rating, 100 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, 117 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.

4.88 out of 5 average rating, 960 reviews

The exterior of a charming cottage is captured, featuring rustic wooden shingles. A set of double French doors is framed by greenery and shadows from surrounding trees. A small porch area is visible, leading to a well-maintained lawn.

Cabin in Edgecomb

The Highland Cottage on Sheepscot

NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens

4.94 out of 5 average rating, 499 reviews

A charming cottage with wooden siding is surrounded by landscaped gardens and large rocks. The covered porch features rocking chairs, inviting relaxation. Windows allow for natural light, and tall trees frame the property, contributing to a serene outdoor setting.

Home in Edgecomb

Sheepscot Harbour Cottage/waterview

Well maintained two bedroom (K&Q) cottage/wooden beams in Sheepscot Harbour Village community. Modern large kitchen/appliances/washer/dryer, 1.5 baths, living room/fireplace, covered/screened & open porches, gorgeous gardens, sunsets & yards to river

Popular amenities for waterfront rentals in Boothbay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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.

Flat in Richmond

Stunning Royal Richmond 2 Br Apartment Get Away!

4.96 out of 5 average rating, 508 reviews

A spacious living room is illuminated by natural light from multiple windows. A comfortable sofa and a modern chair are positioned around a low coffee table. A work desk with a lamp is situated against one wall, adding functionality to the inviting space.

Flat in East End

Crow's Nest

4.98 out of 5 average rating, 124 reviews

Flat in Cape Elizabeth

Beautiful Kettle Cove Apt Steps to Beaches

4.98 out of 5 average rating, 112 reviews

Flat in Belfast

Parisian apartment in downtown Belfast, Maine

Flat in Downtown Portland

A modern kitchen features an island with bar stools and white shaker cabinets. Bright lighting is provided by pendant fixtures above. Large windows showcase waterfront views, while a dining area is visible, with a colorful striped rug under the table.

4.96 out of 5 average rating, 124 reviews

Penthouse Two Master Waterfront Suite with Rooftop

4.79 out of 5 average rating, 318 reviews

The living area features a gray couch with a decorative yellow pillow, framed by three large windows that fill the space with natural light. Two patterned armchairs are positioned opposite the couch, and a circular coffee table holds magazines, creating an inviting seating arrangement.

Flat in East End

Parkside Retreat on Portland's Eastern Promenade

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.

Flat in Wiscasset

Panoramic Water Views on the Sheepscot

5 out of 5 average rating, 160 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.

Flat in Bristol

Welcome to "West Winds at Pemaquid"

Waterfront house rentals

4.96 out of 5 average rating, 107 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

4.89 out of 5 average rating, 127 reviews

An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.

Home in Harpswell

Rising Tide Times - quintessential Maine cottage

4.89 out of 5 average rating, 158 reviews

A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.

Home in West Bath

Oak Leaf

4.95 out of 5 average rating, 105 reviews

A historic building stands along the river, reflecting its pastel-colored facade on the water’s surface. The surrounding landscape features vibrant autumn foliage, enhancing the scenic view. A bridge can be seen in the background, adding context to the setting.

Home in Brunswick

In Town Splendor at Castle Rock, Brunswick

4.96 out of 5 average rating, 186 reviews

A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.

Home in Augusta

Lakefront: Private Hot Tub, Sauna & Free Massages!

5 out of 5 average rating, 124 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!

4.97 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

4.81 out of 5 average rating, 254 reviews

A view through large windows displays the serene Kennebec River and a private dock. Green trees lined along the opposite shore complement the scene. A blue glass bottle sits on the table in the foreground, adding a touch of color to the inviting atmosphere.

Home in Phippsburg

Lobstermans Way

Waterfront apartment rentals

A sunlit sunroom features white walls and large windows adorned with bamboo shades. A blue futon is complemented by several decorative cushions. Two wicker chairs are positioned around a circular coffee table, inviting relaxation and enjoyment of the serene atmosphere.

4.87 out of 5 average rating, 67 reviews

Beautiful Updated Condo Steps from the Beach

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.

Apartment in East End

Charming, newly remodeled space atop Munjoy Hill.

4.91 out of 5 average rating, 465 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.

4.89 out of 5 average rating, 118 reviews

Oceanfront Condo with Awesome Views

Superhost

A cozy living area features a dark brown sofa set against a backdrop of large sliding glass doors, providing access to scenic views. A small white chair is positioned nearby, and a patterned rug adds texture to the light-colored flooring.

4.67 out of 5 average rating, 122 reviews

Oceanfront condo with Breathtaking view remodeled

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.

4.83 out of 5 average rating, 103 reviews

The Brunswick

4.97 out of 5 average rating, 31 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.

Apartment in Edgecomb

Waterviews + Sunsets + Gardens Aglow