Family-friendly vacation rentals in Boothbay Harbor

4.99 out of 5 average rating, 144 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.

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 101 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.

FamilyIndoor spacesSleep quality

Cottage in Boothbay Harbor

The cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Indoor spacesKitchenView

4.98 out of 5 average rating, 498 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.

4.92 out of 5 average rating, 170 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.

Indoor spacesFamilyBeach

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, 107 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!!

Indoor spacesKitchenShared spaces

4.79 out of 5 average rating, 135 reviews

Townhouse in Boothbay

Captain Fuller House: Boat Builders Retreat - Main

Wake up to sweeping views of Linekin Bay at this pet-friendly coastal retreat . Nestled in a quiet neighborhood, the home sleeps 6–8 guests with three bedrooms and two full bathrooms, perfect for families or small groups. Enjoy peaceful waterfront scenery, fresh ocean air, and easy access to Boothbay Harbor. Modern comforts include an on-site EV charger, while classic Maine charm makes it an ideal place to relax, recharge, and enjoy life by the bay—paws included.

FamilyIndoor spacesGetting around

Cottage in Boothbay Harbor

A fresh, renovated cottage exterior is shown, featuring blue siding and a red front door. Two red chairs are placed on the porch, surrounded by trees and gravel. Large windows allow natural light to enter the interior, enhancing the welcoming feel.

Battersea Cottage - quintessential Maine! ALL new!

Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!

KitchenFamilyHospitality

4.91 out of 5 average rating, 123 reviews

Apartment in Boothbay Harbor

A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.

Sail Loft: Oceanfront Apartment on a Pier.

Experience a one-of-a-kind waterfront escape at the Sail Loft in Boothbay Harbor! This unique 1-bedroom apartment is located directly over the water in a working marina, offering stunning panoramic views from every window. It feels like being on a private yacht. Perfect for a couple's getaway, you're just a short walk from all the downtown shops and restaurants. Enjoy a truly memorable stay with free parking included.

FamilyIndoor spacesNearby

5.0 out of 5 average rating, 144 reviews

4.98 out of 5 average rating, 287 reviews

The exterior of a rustic mid-century cabin is framed by lush greenery, featuring a screened-in porch and wooden deck. Stairs lead up to the entrance, and natural stone accents create a seamless blend with the surrounding landscape.

Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 189 reviews

A cozy sleeping area includes a queen bed with a grey patterned duvet. A bedside lamp provides soft illumination, and a 'Stay Cozy' pillow enhances the inviting look. Sliding glass doors lead to a deck area, framed by flowing curtains that allow natural light.

Guest suite in Boothbay

Linekin Guest Suite

Tucked away guest studio attached to main home that you will have all to yourself with basic amenities and a sky lighted bathroom. A few minutes to Ocean Point and hiking trails and less than 10 minutes to Boothbay Harbor. **Please note there are stairs that need to be climbed on the front deck in order to access the property. Use the directions provided as your GPS sometimes puts you in a circle around Boothbay!

FamilyIndoor spacesLong stay

Guesthouse in Boothbay Harbor

The cottage exterior features light-colored siding and a distinctive steeply pitched roof with a prominent window above the entrance. Double doors framed by a large glass panel invite visitors inside, surrounded by lush greenery and flowering shrubs.

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

FamilyKitchenHeating

5.0 out of 5 average rating, 279 reviews

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.

4.97 out of 5 average rating, 120 reviews

The Rowe House

Charming Coastal Cottage Walk to Harbor – Perfect Couples Escape w/ Private Setting 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.

Indoor spacesKitchenOutdoor spaces

Popular amenities for Boothbay Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 468 reviews

The tree dwelling is elevated among sturdy trees, featuring a wraparound balcony surrounded by foliage. Large windows invite natural light, offering views of the lush surroundings. A rope bridge connects to another elevated structure, enhancing the unique treehouse experience.

Treehouse in Georgetown

Modern Treehouse w/Water Views+Cedar Hot Tub

KitchenIndoor spacesHeating

4.96 out of 5 average rating, 118 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

KitchenFamilyBeach

4.99 out of 5 average rating, 392 reviews

An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.

Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 212 reviews

Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

KitchenIndoor spacesGetting around

Place to stay in Owls Head

A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.

A comforting sweet off grid cabin near the beach!

KitchenFamilyCleanliness

4.98 out of 5 average rating, 309 reviews

4.9 out of 5 average rating, 146 reviews

Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 122 reviews

The modern cabin features a sleek design surrounded by lush greenery. Soft bistro lights create a warm glow, illuminating the outdoor seating area with two Adirondack chairs. The deck can be seen in the background, enhancing the inviting atmosphere of the natural setting.

Cabin in Freeport

Romantic hideaway cabin w/ access to spa - 26

Indoor spacesKitchenCleanliness

4.98 out of 5 average rating, 175 reviews

Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

FamilyKitchenAccuracy

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 155 reviews

Home in Georgetown

Cottage on Todd Bay

FamilyKitchenBreakfast

4.94 out of 5 average rating, 242 reviews

A rustic cabin is nestled among tall trees, featuring large glass windows that allow natural light to fill the interior. The wooden exterior blends harmoniously with the surrounding greenery, while a small deck extends from the front, offering a serene view of the landscape.

Cabin in Boothbay

Peaceful & private waterfront cabin

FamilyKitchenBackyard

4.93 out of 5 average rating, 119 reviews

A wooden cottage is featured, with natural wood siding and expansive windows. A wraparound deck provides outdoor space for relaxation, surrounded by a lush green landscape of trees and foliage. Pathway stones lead to the entrance, enhancing the welcoming appearance.

Cottage in South Bristol

Cottage on an island on the end of a peninsula W

KitchenFamilyHiking

4.97 out of 5 average rating, 387 reviews

The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.

Cottage in Edgecomb

Charming Cottage With Spectacular Water View

FamilyIndoor spacesBreakfast

4.96 out of 5 average rating, 128 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

FamilyIndoor spacesHiking

4.91 out of 5 average rating, 158 reviews

A serene view captures the sunset over the water, with the sun reflecting on the surface. Silhouetted trees are positioned in the foreground, creating a natural frame. The grassy landscape leads towards the water, enhancing the tranquil setting.

Cabin in New Harbor

Rustic Oceanfront Log Cabin

FamilyKitchenHiking

4.87 out of 5 average rating, 240 reviews

Cottage in Harpswell

Quaint & Peaceful Designer's Oceanfront Cottage

FamilyIndoor spacesLayout

Superhost

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

Indoor spacesFamilyWalkability

4.93 out of 5 average rating, 107 reviews

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 249 reviews

A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.

Apartment in Brunswick

Charming Saltwater Farm apartment

Indoor spacesFamilyPool

4.96 out of 5 average rating, 178 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 Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

KitchenFamilyValue

4.95 out of 5 average rating, 702 reviews

The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.

Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

KitchenFamilyParks

5.0 out of 5 average rating, 116 reviews

A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.

Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

KitchenIndoor spacesBackyard

Home in Old Orchard Beach

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

KitchenFamilyParking

4.96 out of 5 average rating, 158 reviews

4.94 out of 5 average rating, 116 reviews

Home in South Thomaston

Large private area, close to Rockland

KitchenFamilyGrill

4.98 out of 5 average rating, 522 reviews

Apartment in Portland

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

Indoor spacesFamilyBathroom