House holiday rentals in Boothbay Harbor

4.99 out of 5 average rating, 109 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.

4.89 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

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

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.

5 out of 5 average rating, 127 reviews

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!

4.99 out of 5 average rating, 182 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!

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, 147 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). Starting January 2025 we will no longer allow pets.

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.

4.91 out of 5 average rating, 377 reviews

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.

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 out of 5 average rating, 102 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!!

4.93 out of 5 average rating, 162 reviews

A dining area is illuminated by natural light, featuring a dark wooden table with a decorative centerpiece of fruit. Large windows offer a view of the water and nearby boats, while comfortable seating is arranged alongside the table.

Home in Cushing

Dockside Retreat - Winter Openings

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

4.99 out of 5 average rating, 105 reviews

The exterior of a charming yellow house is presented, featuring white stairs leading to a green front door with an ornamental design. Lush shrubs frame the entrance, and tall trees provide shade to the vicinity, creating a welcoming appearance.

Home in Waldoboro

1830s Cape hosted by George & Paul

This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

The exterior of a two-story coastal house features a grey facade with white trim. Steps lead to a front door, while large windows offer views of the surrounding greenery. A deck with seating is visible to the right, inviting outdoor relaxation.

4.96 out of 5 average rating, 108 reviews

The Rowe House

We love our little coastal house. It's in Boothbay Harbor within walking distance of Spruce Point and Downtown. The entire house is yours! 2 bedrooms, full bathroom, washer/dryer, a fully furnished living room, kitchen and dining room. Hardwood floors downstairs and carpet upstairs. Perfect for couples, solo adventurers, business travelers, small families and pets. NOTE: WE DO CHARGE $40 NON REFUNDABLE PET FEE PER PET DURING YOUR STAY.

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.

A tranquil outdoor space features a private fire pit surrounded by four black Adirondack chairs, set on a grassy area. The bungalow's dark exterior and spacious deck are visible in the background, blending harmoniously with the surrounding trees.

4.95 out of 5 average rating, 20 reviews

Boothbay Harbor Bungalow

Welcome to the Boothbay Harbor Bungalow Your cozy coastal retreat in the heart of Boothbay Harbor, Maine Step into this beautifully renovated 2-bedroom, 1-bath cottage tucked into the woods, just minutes from the harbor’s shops, dining, and boat tours. Boothbay Harbor Bungalow offers a serene blend of modern comfort and Maine charm, perfect for couples, small families, or solo travelers seeking a quiet coastal escape.

Popular amenities for Boothbay Harbor house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.96 out of 5 average rating, 106 reviews

Faith Lane with community pool

Superhost

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

5 out of 5 average rating, 3 reviews

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

4.96 out of 5 average rating, 153 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 North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

5 out of 5 average rating, 6 reviews

Home in Arundel

Designers Dream Home with Pool!

4.95 out of 5 average rating, 66 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

4.83 out of 5 average rating, 117 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 Deering Center

There's No Place Like Home

5 out of 5 average rating, 13 reviews

An aerial view of a spacious backyard showcases a well-maintained heated pool surrounded by a patio area with seating. Lush greenery and trees frame the property, enhancing the outdoor space, while a shaded fire pit area and landscaped garden beds are visible.

Home in Stroudwater

The Hill's on Buttonwood

4.94 out of 5 average rating, 47 reviews

A vibrant hot tub, illuminated with green lights, sits adjacent to a clear fitness pool, both nestled within a spacious sunroom. Large glass windows allow for abundant natural light and views of the surrounding area. Subtle blue lighting accents the area, enhancing the ambiance.

Home in Scarborough

Private Spa Home with Indoor Pool

Weekly house rentals

4.95 out of 5 average rating, 42 reviews

A serene view of a tranquil lake is framed by tall trees, their green leaves softly rustling in the breeze. The still water reflects the surrounding nature, creating a peaceful atmosphere ideal for relaxation. Sunlight filters through the branches, illuminating the scene.

Home in Arrowsic

Waterfront Guest House in Coastal Maine

4.96 out of 5 average rating, 54 reviews

An evening view of the modern home displays a stone patio with a fire pit surrounded by seating. Soft lighting illuminates the pathway leading to the house, while trees create a natural backdrop. Access to the gazebo is visible in the background, enhancing the outdoor space.

Home in Southport

Modern home on Southport Island

A unique home is positioned on a granite ledge, accessible via a wooden walkway that extends over calm waters. Surrounding trees showcase autumn foliage, adding vibrant colors against a backdrop of clear blue skies and soft clouds.

4.98 out of 5 average rating, 58 reviews

Postcard views, ocean front and idyllic cove

4.95 out of 5 average rating, 22 reviews

The exterior of a coastal carriage house is showcased, featuring a light grey facade. A curved balcony is visible above a ground-level entry. Lush green grass surrounds the building, with a backdrop of tall trees under a clear blue sky.

Home in Southport

Maine Carriage House

The living area features a soft teal sofa positioned across from a wooden coffee table. A rug covers the floor, and natural light enters through large windows adorned with white curtains. A small lamp and a potted plant add to the welcoming ambiance.

5 out of 5 average rating, 92 reviews

The Cottage

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, 45 reviews

Waterfront Home with Dock & Sauna - The Sea Eagle

A close-up view of a stylish tabletop arrangement featuring a tall white candle and a ceramic jug on a round tray. The background reveals a cozy living area with blue striped seating and a softly lit lamp, enhancing the home’s inviting ambiance.

5 out of 5 average rating, 12 reviews

Boothbay Harbor- perfect for your Maine vacation!

A shared dock extends over calm water, reflecting the pastel hues of dusk. Lush greenery surrounds the cove, and a blue-roofed cottage is visible in the background, providing a serene and tranquil setting.

4.91 out of 5 average rating, 55 reviews

Lobster Cove Cottage and Dock

Private house rentals

A bright and airy room features two twin beds with checkered bedding. A small nightstand sits between them, equipped with a white lamp and water bottle. Natural light enters through a window, complementing the wooden floor and white shiplap walls.

4.98 out of 5 average rating, 82 reviews

The Farmhouse - Boothbay Harbor

Superhost

4.7 out of 5 average rating, 44 reviews

Holiday Boothbay Cottage

A spacious yard is illuminated by a sunset, showcasing a grassy area bordered by trees. A small gathering space with colorful game equipment is visible, and a distant farmhouse adds character to the landscape. Soft clouds drift across the sky, enhancing the tranquil scene.

4.93 out of 5 average rating, 28 reviews

The Pink House on Echo Farm

The exterior of the cottage features a stone garden wall surrounding a landscaped area with flowers and greenery. Two white adirondack chairs are positioned outside, inviting relaxation. Sunlight creates a warm glow, highlighting the charming details of the cottage's exterior and the vibrant colors of the plants.

4.88 out of 5 average rating, 26 reviews

Salty Little Cottage on the Kennebec

Superhost

A spacious living area features a large sectional sofa adorned with decorative cushions, accompanied by two blue armchairs. A coffee table sits in the center, surrounded by a vibrant area rug. Bright natural light filters through the windows, illuminating the welcoming decor.

Home in Southport

5 out of 5 average rating, 4 reviews

The Landing: Family Maine Escape

4.89 out of 5 average rating, 9 reviews

The Nest on Sawyers Island

4.97 out of 5 average rating, 59 reviews

A dining space features a large wooden table paired with four chairs, set on a decorative area rug. A bright green wall provides a cheerful backdrop, complemented by a charming fireplace. Natural light enters through an adjacent window, enhancing the inviting atmosphere.

Home in West End

Sweet Home Near Food & Old Port

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.