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, 128 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.

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 out of 5 average rating, 25 reviews

Five Islands Waterfront Retreat

Your ultimate Maine vacation home: Five Islands charm, modern comfort & ocean views. Escape to Five Islands, in our newly renovated home. Designed for relaxation, this property boasts a custom kitchen, expansive deck, air conditioning, and panoramic views of Five Islands. Enjoy unparalleled convenience: 30 second stroll puts you at Maine's iconic Lobster Shack, a public dock, kayak rentals, and a general store. Perfect for families, couples, or anyone seeking a Maine coastal experience.

4.99 out of 5 average rating, 203 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!

5 out of 5 average rating, 89 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.

5 out of 5 average rating, 13 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, 388 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, 160 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 out of 5 average rating, 104 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!!

4.94 out of 5 average rating, 53 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

Beautiful sunny home with beautiful view and spectacular sunsets. Ocean is just a stones throw away. Walking distance to fine dining at the Ocean Point Inn. A small beach is a mile down the road. Water access along ocean point road just a short walk away. Only 10 minutes from beautiful Boothbay Harbor. Also available for rent on the same property is a 2 bedroom unit that can sleep five. Check our listing at 141 shore road, East Boothbay (Ocean Point)

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 out of 5 average rating, 121 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.

4.96 out of 5 average rating, 113 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

Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!

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.

4.94 out of 5 average rating, 32 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 house rentals

Kitchen

Wifi

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, 113 reviews

Faith Lane with community pool

Superhost

The living area presents a blend of comfort and style, featuring a spacious gray sofa complemented by a wooden coffee table. A stone fireplace serves as a focal point, while built-in shelves display curated items. Natural light fills the space through large windows, enhancing the inviting ambiance.

Home in Lincolnville

4.88 out of 5 average rating, 17 reviews

Coastal Retreat with Pool and Cheerful Vibes

Home in Old Orchard Beach

5 out of 5 average rating, 6 reviews

1 mile to OOB pier | Outdoor fire pit | Game room

4.96 out of 5 average rating, 23 reviews

A gravel driveway leads to a white house nestled among tall trees. Lush greenery surrounds the area, creating a serene atmosphere. A pathway connects the house to the driveway, with steps visible leading up to the entrance.

Home in Washington

House in the woods

4.96 out of 5 average rating, 169 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, 66 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

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

5 out of 5 average rating, 12 reviews

A spacious living area features a large sectional sofa arranged around a central ottoman. Large windows allow natural light to fill the room, offering views of the outdoor deck and nearby river. A decorative area rug enhances the warm, welcoming atmosphere of the space.

Home in Turner

The Getaway - A River Paradise

Weekly house rentals

A waterfront view captures a charming boathouse alongside a landscaped yard and several homes. The dock features lounge chairs, with a rustic red structure enhancing the scene. The shoreline is bordered by rocks, and the greenery provides a natural contrast to the water.

4.91 out of 5 average rating, 54 reviews

Coastal Vibes in Boothbay Harbor

An aerial view of the Harbourside cottage is displayed, highlighting its proximity to the Boothbay Harbor waterfront. The surrounding area includes various buildings and a parking lot, with boats visible in the water. Ample greenery frames the cottage, enhancing the welcoming ambiance.

4.9 out of 5 average rating, 80 reviews

Cheerful Harbourside Cottage

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 out of 5 average rating, 34 reviews

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

5 out of 5 average rating, 5 reviews

Cozy Coast | Historic Home Steps from the Water

A comfortable living area features a light gray sectional sofa adorned with decorative pillows. A simple white coffee table is centered in front of the couch, and a sleek television unit stands against the wall. Natural light enters through the windows, illuminating the space.

4.83 out of 5 average rating, 71 reviews

Lakeview House

5 out of 5 average rating, 15 reviews

Oceanfront on Linekin Bay | Stunning Views |Maine

The exterior of the two-story building showcases a dark wooden façade with large windows and a welcoming entrance. White lawn chairs are arranged on the spacious deck, surrounded by greenery and trees. A gravel path leads to the structure, adding to the natural setting.

4.96 out of 5 average rating, 26 reviews

3 bedroom retreat with water view

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.

4.84 out of 5 average rating, 19 reviews

Stunning Waterfront Home | Breakfast | Hot Tub

Private house rentals

The exterior of a private home features a sloped roof and light grey siding. A small deck with steps leads to the front door, which is flanked by multiple windows. Green grass surrounds the house, and a solitary red tree adds color to the landscape.

4.92 out of 5 average rating, 39 reviews

Quiet Oasis Family Home Close to East Side of Town

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 out of 5 average rating, 14 reviews

Gorgeous Ocean View in Boothbay

4.94 out of 5 average rating, 86 reviews

Serene Coveside Cottage

5 out of 5 average rating, 6 reviews

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

The Landing: Relaxing Family Coastal Retreat

A spacious wooden deck is featured, offering views of the water. A small table and a single chair are positioned on the deck, surrounded by fallen leaves. The sun shines brightly overhead, illuminating the serene landscape.

4.84 out of 5 average rating, 51 reviews

Patio | Walk to Town | Water Views | Mill Cove

A tranquil retreat is set amidst lush greenery, featuring a two-story structure with a sloped roof and large windows. A porch extends along the front, offering a spacious outdoor seating area. The surrounding landscape showcases tall trees gently framing the home along the water's edge.

4.86 out of 5 average rating, 22 reviews

Maine Coastal Retreat

A charming red cottage features a welcoming deck equipped with white chairs and a table, shaded by a large umbrella. Flower pots adorn the deck railing, while steps lead down to a gravel area surrounded by greenery.

4.93 out of 5 average rating, 30 reviews

Bayville Little House on the Bay

The exterior of the house is framed by lush greenery and colorful flowers. A covered porch is seen with multiple windows allowing natural light to enter. A blue birdbath is positioned in the garden, enhancing the cheerful atmosphere of the front yard.