House holiday rentals in Boothbay

4.92 out of 5 average rating, 104 reviews

A three-story cottage is nestled on a hillside, showcasing large bay windows and a charming balcony adorned with decorative elements. Lush greenery surrounds the home, complementing its gentle color scheme against a clear blue sky.

Home in Southport

Maine Cottage/Your Year-Round Destination

The Stowaway sits on 5.5 private acres atop a hill with breathtaking waterviews from every level. This pet-friendly, 3 story home offers 4 bedrooms, 3 baths & sleeps 8. Perfect for family getaways, milestone celebrations or relaxing escapes, the cottage combines comfort & style! The carriage house sleeps 4 more & together the property can host events of 50-150 guests (event fee $9000). Explore Maine's beauty year-round from summer by the sea, to colorful fall foliage, to snowy winter holidays.

4.92 out of 5 average rating, 146 reviews

The exterior of a two-story coastal home is presented with light blue siding and white trim. A white picket fence surrounds the front yard, which features green grass and small shrubs. Large windows allow natural light to illuminate the interior spaces.

Home in Rockport

Seaside House/Downstairs

Enjoy everything coastal Maine has to offer in this coastal home with great ocean views. The space is light and bright and yet cozy! The house has a well appointed kitchen and is well maintained. You will find everything you need and more in this comfortable seaside retreat. Access to the beach is a short walk away. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy. There is also a large back yard to play or relax in.

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.

4.99 out of 5 average rating, 187 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, 148 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.

4.9 out of 5 average rating, 111 reviews

Home in Auburn

The Loons' Nest: Lakefront oasis w/ private dock

Welcome to Maine. Enjoy the peace and tranquility of Maines pristine lakes, at our modern Scandinavian lakefront home. On a PRIVATE lake, nestled in the heart of the Maine countryside. This charming retreat offers a peaceful getaway, perfect for those looking to escape the hustle and bustle of city life. The whole group will enjoy easy access to Maines world famous food scene. Enjoy a private dock with stunning views where you can swim, fish, or launch a host-provided kayak or canoe.

The exterior of a charming two-story yellow house is shown, featuring green shutters and a welcoming front porch. A flag is displayed near the entrance, while a visually inviting path leads to the house. Surrounding greenery enhances the serene environment.

4.96 out of 5 average rating, 77 reviews

Quintessential Cape Vibes in Boothbay

Comfortable New England home with room for eight. Close to the Boothbay Common with its ever changing events and activities. Three (3) bedrooms, 5 beds, and 2.5 new bathrooms, this home offers classic features with modern touches. There is a large eat-in kitchen and you can enjoy the private back yard from the deck. Minutes to downtown Boothbay Harbor, the Costal Maine Botanical Gardens, quaint restaurants, and lobster shacks! Explore the near by islands and lighthouses.

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!!

4.98 out of 5 average rating, 100 reviews

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.

Home in Bath

The Cottage

Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.

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.

4.98 out of 5 average rating, 223 reviews

A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.

Home in Harpswell

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Popular amenities for house rentals in Boothbay

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, 106 reviews

Faith Lane with community pool

4.89 out of 5 average rating, 101 reviews

A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.

Home in Liberty

Luxe Liberty: Getaway with Heated Indoor Pool!

Home in Old Orchard Beach

The kitchen features a large marble island with seating for several guests. Light cabinets and a black refrigerator complement modern stainless steel appliances. Pendant lights illuminate the space, while large windows provide natural light, creating a bright and functional cooking area.

4.8 out of 5 average rating, 30 reviews

*Close to Beach*POOL* *5 Star Reviews*

4.95 out of 5 average rating, 21 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, 153 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 North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.95 out of 5 average rating, 62 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, 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

5 out of 5 average rating, 9 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

The entrance features a vibrant red door highlighted by a covered porch. Lush greenery and seasonal decor, including a small pumpkin, adorn the pathway leading to the door. Surrounding flower beds add a touch of nature to the welcoming facade.

4.71 out of 5 average rating, 45 reviews

Boothbay Cottage Getway

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

4.85 out of 5 average rating, 13 reviews

A comfortable living area is presented with two sofas adorned with decorative pillows, arranged around a natural wood coffee table. A lamp provides warm lighting, while a dining area with a table and upholstered chairs can be seen in the background, adjacent to a well-equipped kitchen.

Home in Edgecomb

3 Bedroom Happy Cottage 15

A modern dining area features a table surrounded by black wooden chairs. Pendant lights hang above, illuminating the space. A simple nautical decor piece is displayed on the table, while a dark refrigerator and blue wall provide contrast. A cozy seating area is visible in the foreground.

4.8 out of 5 average rating, 15 reviews

Modern Cape Near Ocean, Town, Botanical Gardens

5 out of 5 average rating, 4 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: Family Maine Escape

4.85 out of 5 average rating, 20 reviews

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.

Home in Georgetown

Maine Coastal Retreat

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.

4.91 out of 5 average rating, 77 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, 23 reviews

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

Private house rentals

4.92 out of 5 average rating, 72 reviews

The exterior of the home is shown, with a furnished screened porch highlighted by a white railing. A picnic table with an umbrella sits on the lush green lawn, surrounded by blooming pink flowers and trees. A rustic stone wall borders the property.

Home in Bristol

Peace in Pemaquid - Ocean Sunsets & Stargazing

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.

4.9 out of 5 average rating, 52 reviews

Coastal Vibes in Boothbay Harbor

5 out of 5 average rating, 10 reviews

An outdoor deck area features a spacious arrangement of red cushioned chairs and a colorful accent pillow. A yellow umbrella shades a dining table positioned nearby. Lush greenery surrounds the deck, providing a serene and private atmosphere for relaxation.

Home in Newcastle

Nature's Hideaway

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

5 out of 5 average rating, 16 reviews

Home in Southport

Southport, ME Waterfront- (Boothbay region)

A covered seating area is positioned on a spacious deck, offering views of the water. Four chairs and two tables are arranged to enhance relaxation. Trees line the shore, and the sunlight brightens the scene under a clear blue sky.

4.94 out of 5 average rating, 16 reviews

Delano House - Dog Friendly & EV charger onsite

4.94 out of 5 average rating, 50 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

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.