House holiday rentals in Boothbay

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.

4.99 out of 5 average rating, 134 reviews

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.

A modern kitchen is depicted, featuring a large central island with seating for six. Natural light filters in through the glass doors, illuminating the space. Wisps of greenery are visible outside, and pendant lights hang above the island, offering subtle brightness.

5.0 out of 5 average rating, 36 reviews

Modern Coastal Bungalow • 3BR/2BA • Walk to Town!

Unwind in this serene, renovated 3BR/2BA bungalow in Boothbay Harbor—just a short walk to town. Designed for rest and relaxation, this retreat offers coastal-inspired interiors, spa-like baths, an outdoor shower, and water views overlooking Mill Cove. (there are water views, but no direct water access). Curl up with a book, stroll to the harbor, or simply slow down and breathe. Every detail helps you relax, recharge, and enjoy the quiet beauty of the Maine coast. The perfect getaway awaits you!

5.0 out of 5 average rating, 15 reviews

Oceanfront on Linekin Bay | Stunning Views |Maine

Enjoy our 3-bedroom family retreat on Linekin Bay, nestled in the small community of East Boothbay. Walking distance to the best coffee, near a boat launch, and across from Sea & Science Summer Camp. You will enjoy sailboats from the large backyard or deck. Take a plunge in the salty water, fish from the community dock or just hang out on the hammock and read. This tastefully decorated, well appointed comfy home is perfect for the whole family. Professionally hosted by Rocky Coast Rentals.

Superhost

A charming gray house is surrounded by lush greenery and colorful gardens. Lavender blooms create a vibrant foreground, while an American flag is subtly positioned among the flowers. The sunset casts a warm glow over the scene, enhancing the tranquility of the setting.

5.0 out of 5 average rating, 19 reviews

Twin Ponds Guest House

Be it Spring & flowers, Summer living on the water, Winter's Gardens of Light Festival or the Lush colorful Fall, this guest house is the quintessential Maine experience. Twin Ponds Guest House boasts an open-floor-plan overlooking the historic Saw & Gristmill on Mill Pond and Marsh's fresh water Pond. Stone walls, lavender walkways & day lilies will welcome you. Relax & read the day away or in moments you can be in the midst of the most wonderful sailing, shops, food and fun imaginable.

4.98 out of 5 average rating, 206 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!

4.99 out of 5 average rating, 92 reviews

The Happy Harbor House! Walk to town!

The Happy Harbor House - your ultimate harbor retreat! Newly renovated in the coastal design style, located on one level, with all the modern amenities you could hope for. This 3 bedroom 2 bathroom house is an oasis for families, friends or couples looking for a fun & cheerful stay. Although not on the water, you'll be a 2 minute walk to the head of the harbor, Opera House & 3 waterfront restaurants. And a mere 5 minute walk to shops & waterfront attractions in charming Boothbay Harbor.

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.

4.93 out of 5 average rating, 15 reviews

Mainelandia! Stunning New Waterfront Home!

Welcome to Mainelandia, a stunning new home nestled on the edge of Pleasant Cove. This stylish cottage beautifully blends modern aesthetics with the natural charm of coastal Maine, offering a serene and secluded retreat. Enjoy water and woodland views throughout, along with all-new furniture and cozy beds with luxurious linens. Our tidal dock provides access to Pleasant Cove, which is a great spot for kayaking. Just 5 miles from downtown BBH, Mainelandia is your ideal Maine getaway.

4.91 out of 5 average rating, 395 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.

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, 164 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.

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, 106 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!!

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.

5.0 out of 5 average rating, 126 reviews

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 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

Minutes from the Maine Botanical Gardens and Gardens Aglow! Relax with the whole family at this peaceful new cabin on Barters Island near Boothbay Harbor, Maine. Modern amenities meet rustic charm, ensuring a comfortable stay. Expansive windows bathe the interior in natural light, accentuating the hardwood floors and contemporary décor. With easy access to the beautiful Maine coast, this Barters Island cabin is the ideal serene retreat.

Popular amenities for Boothbay house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 172 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.94 out of 5 average rating, 109 reviews

Home in South Thomaston

Large private area, close to Rockland

Home in Old Orchard Beach

4.95 out of 5 average rating, 153 reviews

OOB Oasis: 6BR Home w/ Private Pool Near Beach

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, 121 reviews

Faith Lane with community pool

4.84 out of 5 average rating, 124 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

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, 25 reviews

Port Cabin by Sea Maine

4.97 out of 5 average rating, 30 reviews

Home in Newcastle

Stay Together in Style

5.0 out of 5 average rating, 6 reviews

Home in Lewiston

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

Weekly house rentals

4.95 out of 5 average rating, 56 reviews

A cozy living area is presented with a large arched window offering views of the outdoors. A small table is set for two, and colorful glass bottles are displayed above the window. Light hardwood floors complement the seating arrangement with plush chairs and a side table.

Home in Ocean Point

137 Shore Road Ocean Point view now with WiFi

5.0 out of 5 average rating, 26 reviews

Home in Wiscasset

Cozy Midcoast Island Cottage

An outdoor deck is furnished with a patterned tablecloth covering a dining table accompanied by six wooden chairs. Two lounge chairs are positioned nearby, offering views of the calm water, boats, and greenery. A flowering centerpiece adds a touch of color to the table.

5.0 out of 5 average rating, 30 reviews

Five Islands Waterfront Retreat

5.0 out of 5 average rating, 16 reviews

Home in Freeport

Mermaid's Chair | Private Beach | Hot Tub

5.0 out of 5 average rating, 21 reviews

Boothbay Harbor- perfect for your Maine vacation!

Superhost

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.

4.82 out of 5 average rating, 22 reviews

Stunning Waterfront Home | Breakfast | Hot Tub

An aerial view captures a serene landscape featuring a black dwelling surrounded by lush greenery and vibrant fall foliage. A calm pond can be seen beside the home, with a river meandering through the wooded area. The expansive field adds a sense of openness to the scene.

4.81 out of 5 average rating, 54 reviews

Wiley Pond Retreat - Pond, sauna & trails

4.94 out of 5 average rating, 18 reviews

A comfortable outdoor seating area is arranged on a wooden deck, featuring a rectangular table surrounded by cushioned chairs. The space offers views of the surrounding trees and water, providing a serene setting for relaxation.

Home in Southport

Southport, views of Christmas cove (Boothbay area)

Private house rentals

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.

4.93 out of 5 average rating, 43 reviews

Boothbay Harbor Bungalow

The exterior of the house is showcased, highlighting its Italianate Victorian architecture with a distinctive blue facade and white trim. The wrap-around porch is visible, along with landscaped grounds featuring mature trees and shrubs. A wrought iron fence surrounds the property, adding to its historic charm.

5.0 out of 5 average rating, 5 reviews

Historic 1865 Ship Captain’s Estate. Sleeps 12+

4.91 out of 5 average rating, 47 reviews

The exterior of a modern house is depicted, featuring a unique architectural design with asymmetrical angles and a combination of white and dark elements. Surrounding trees provide a natural setting, and large windows reflect the surroundings, enhancing the house's connection to nature.

Home in Southport

Architectural gem near Botanical Gardens

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, 15 reviews

Gorgeous Ocean View in Boothbay

4.83 out of 5 average rating, 18 reviews

The Nest on Sawyers Island

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.

4.91 out of 5 average rating, 22 reviews

Hall Bay Haven

5.0 out of 5 average rating, 10 reviews

Cozy Coast | Historic Home Steps from the Water

The exterior of a large, welcoming home is framed by green trees and expansive lawn. Multiple tall windows reflect natural light, while a deck furnished with chairs invites outdoor relaxation. A gravel pathway leads to the house, creating a serene outdoor space for gatherings.