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Family-friendly vacation rentals in Cobbosseecontee Lake

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cobbosseecontee Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Harrison

4.9 out of 5 average rating, 309 reviews

Private Riverfront Lux A frame EPIC Views. Pond

Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

A screened-in porch features comfortable seating, including rocking chairs, and a coffee table. Views of the peaceful lake and lush greenery are visible through large windows. Natural light enhances the relaxing atmosphere, inviting moments of leisure while enjoying the scenic surroundings.

Home in Litchfield

4.92 out of 5 average rating, 138 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

A small, wooden dock extends into Jewett Pond, featuring two teal Adirondack chairs positioned towards the water. Lush green hills rise in the background, reflecting the serene setting. The calm water invites relaxation and offers unobstructed views of the surrounding nature.

Cabin in Waterford

4.9 out of 5 average rating, 155 reviews

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

Top guest favorite

An airy living space is highlighted by tall windows that bring in natural light and showcase views of the surrounding trees. A large sectional sofa faces a flat-screen TV, complemented by a wood stove for warmth. A dining area is visible in the background.

Home in Freeport

4.95 out of 5 average rating, 111 reviews

Waterfront, 5 Bedroom Home, just 3 min to Freeport

Large, luxury 5 bedroom home set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility only 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

Top guest favorite

A houseboat floats gently on the calm waters of Lake Pemaquid, surrounded by lush greenery on the hillsides. The vessel features large windows, a spacious deck, and a vibrant red and cream exterior, reflecting the tranquil ambiance of the natural setting.

Houseboat in Bremen

5 out of 5 average rating, 108 reviews

Houseboat ROAM on Lake Pemaquid, Mid Coast Maine

- A Little Closer To Nowhere - A one-of-a-kind eco-travel experience, ROAM is a simple - but comfortably equipped - houseboat that can accommodate two guests. Homeported on Lake Pemaquid in Bremen, Maine, you will seamlessly integrate into your surroundings while enjoying visiting loons, sweeping sunsets, and clear northern air. ROAM (& her brother NOMAD) are offered in conjunction with the exclusive Otyokwa Lakeside Cabins - please inquire if you'd like to add a land option!

The two elevated structures of the tree dwelling are connected by a rope bridge, surrounded by lush green trees. Natural materials are utilized in the design, which includes a balcony and multiple levels that create a unique, inviting silhouette against the forest backdrop.

Treehouse in Georgetown

4.98 out of 5 average rating, 433 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

The cabin entrance features a wooden deck with a railing, leading to a welcoming door. Surrounded by trees, the light filters through the foliage, creating a serene atmosphere. A decorative piece hangs beside the entry, adding character to the exterior.

Cabin in Freedom

4.91 out of 5 average rating, 316 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Top guest favorite

An aerial view captures a secluded log cabin surrounded by lush greenery on a private island. A wooden dock extends over the tranquil water, providing access to the cabin, which is nestled among trees. Sunlight glistens on the lake's surface.

Island in Monmouth

4.98 out of 5 average rating, 240 reviews

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island get away. It's AWAY away.

The cabin is surrounded by tall trees, creating a serene setting. A screened porch provides a view of the forest while a small fire pit is visible in the foreground, accompanied by wooden benches for gathering. The structure features a classic design with red accents.

Cottage in Fayette

4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

This lakeside 3 bedroom retreat with huge quarried stone fireplace defines a "Maine cabin". My grandfather built the Big House in 1944 with rustic knotty pine walls, high ceilings, a modern kitchen, a spacious screened porch ten feet from the water, and spectacular lake views from every room in the house. Truly a rare and unique property in an age where newer buildings have large setbacks from the lake's edge.

A bright kitchen features a central island with bar seating, surrounded by modern cabinetry and stainless steel appliances. Large windows provide natural light, highlighting the rustic dining table, and wooden beams draw attention to the vaulted ceiling.

Home in Yarmouth

4.92 out of 5 average rating, 540 reviews

Beautiful Coastal Maine Getaway

Set back among backdrop of tall pines on Maine's coast is our immaculately clean, and very private 4 bedroom, 2 bath home in Yarmouth. Quiet and secluded, and perfectly located between Portland and Freeport, it's an amazing place to decompress with family and friends. Our home comes complete with absolutely everything you need to enjoy your stay!

Top guest favorite

A patio area features white Adirondack chairs facing a scenic view of the water. Colorful flowers in various pots add vibrancy to the space, while an American flag gently flutters in the breeze. The tranquil waterway is visible beyond the floral arrangement.

Guest suite in South Portland

5 out of 5 average rating, 804 reviews

Oceanfront with amazing views and private entrance

This private space has unmatched water views, a hot tub overlooking the ocean and its own entrance. We are a short drive to downtown Portland, in a quiet neighborhood that's walkable to the beach and several restaurants. It's the best of all possible worlds!

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Cobbosseecontee Lake family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

A modern farmhouse is situated on elevated land, surrounded by trees. Its white exterior is complemented by large windows that reflect in the calm water below. The scenic scene is framed by lush greenery, creating a serene atmosphere.

Home in Woolwich

5 out of 5 average rating, 43 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

Top guest favorite

A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.

Home in Portland

4.97 out of 5 average rating, 224 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

Top guest favorite

Apartment in Falmouth

4.91 out of 5 average rating, 201 reviews

Falmouth 3br near Town landing

An aerial view showcases the cozy ranch home nestled in a vast pasture, surrounded by vibrant autumn foliage. The backdrop features rolling mountains under a clear blue sky, while winding roads and scattered trees create a picturesque rural scene.

4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

A charming log home with a red metal roof is set against a backdrop of trees and rolling hills. The wrap-around porch features a series of steps leading to the entrance, while a grassy yard embraces the home, providing a serene outdoor space.

4.79 out of 5 average rating, 52 reviews

The Right Stuff Rental - Custom log home

Top guest favorite

A spacious outdoor area features several horses roaming in a fenced pasture, with trees providing a natural backdrop. A rustic barn and a house are visible in the distance, surrounded by lush greenery. Paths lead towards a gravel road nearby.

Loft in Andover

4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.

Apartment in Topsham

4.87 out of 5 average rating, 554 reviews

Cozy hot tub haven

A quaint cabin is nestled among lush greenery, featuring a shingled exterior and a red door. Flowering plants adorn the nearby area, and a rustic chair is visible on the grass. Natural light creates a serene atmosphere in this peaceful rural setting.

Guesthouse in Appleton

4.9 out of 5 average rating, 300 reviews

Raven's Crossing - Retreat Cottage

Family- and pet-friendly home rentals

A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.

Treehouse in Conway

4.95 out of 5 average rating, 585 reviews

Tree House at the Shire

A yurt is situated among tall trees, showcasing a circular, green canvas exterior. Surrounding the structure is a wooden deck with railings, providing outdoor space. A private composting outhouse is visible to the side, blending with the natural setting.

4.97 out of 5 average rating, 103 reviews

Zen Den Yurt at Maine Forest Yurts

The interior features a vaulted wooden ceiling with exposed beams, showcasing a natural knotty pine finish. Decorative wildlife mounts, including a deer head and various metal art pieces, accentuate the rustic charm of the space.

Cabin in Carthage

4.94 out of 5 average rating, 194 reviews

Private Maine Camp

The cottage features a rustic wooden exterior with a large wrap-around porch. Two Adirondack chairs are positioned on the porch, offering a welcoming spot to enjoy the surrounding nature. A large window allows light to enter the space, enhancing the warm atmosphere.

Cottage in Bridgton

4.91 out of 5 average rating, 186 reviews

True Maine Artist Cottage with Outdoor Shower

A vibrant red house is set amidst a lush field of wildflowers and tall grass. Solar panels are installed on the roof, and large windows provide views of the surrounding nature. The pathway leading to the house is framed by greenery, enhancing the sense of privacy.

Home in Belfast

4.9 out of 5 average rating, 111 reviews

The Strawberry House

A well-organized shelving unit displays an assortment of books, decorative items, and a vintage clock. A cozy area rug is visible in front of a comfortable gray sofa, while a sturdy coffee table sits in the center. Natural light filters in through nearby windows.

Guesthouse in Camden

4.92 out of 5 average rating, 247 reviews

Superb Location w/EV Hk up & Walk to town & ocean

The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.

Cabin in Greenwood

4.94 out of 5 average rating, 260 reviews

Maine Paradise at North Pond-Paddle, Fish, Swim

Home in Whitefield

4.81 out of 5 average rating, 122 reviews

House in the Woods

Family-friendly home rentals with a pool

A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.

Apartment in Cornville

4.86 out of 5 average rating, 135 reviews

Large Home with Great View next to horse farm

An outdoor heated swimming pool is showcased, surrounded by a spacious deck. The water appears clear and inviting, with steam rising from the surface. Pool depth is marked at 8 feet. Nearby, a hot tub is available for relaxation.

4.68 out of 5 average rating, 244 reviews

Slopeside Sunday River Condo Brookside 2A210

An outdoor pool area is presented, featuring a clear blue pool with a hot tub adjacent to it. Surrounding the pool, a white fence offers privacy, while trees in the background indicate a natural setting. Snow is visible on the ground nearby.

4.84 out of 5 average rating, 25 reviews

Sunday River Ski in/Ski Out Condo- White Cap A-307

4.89 out of 5 average rating, 84 reviews

Charming Farmhouse: POOL | Game Room | Hot Tub

An outdoor pool is center stage, surrounded by a wooden deck that extends to a grassy area with playground equipment visible in the background. A patio table and chairs, along with an umbrella, offer shaded seating options nearby.

4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

The open-concept living area features a spacious kitchen with wood cabinetry and upgraded stainless-steel appliances. A center island offers seating alongside a dining area with a high-top table. Large windows provide natural light and views of the surrounding mountains.

4.98 out of 5 average rating, 54 reviews

Np 3-312

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 Portland

5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.

4.95 out of 5 average rating, 219 reviews

the lake house

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