Family-friendly holiday 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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Top Guest favourite
Tiny home in Gorham
4.97 out of 5 average rating, 115 reviews

The Chickadee Tiny House

The newly built Chickadee allows you to experience upscale tiny living within a stones throw of some popular local attractions. While we feel the Chickadee offers plenty of privacy from the inside you should make note that it is located in the middle of a neighborhood setting and the landscaping is still being worked on though won't be disruptive to your stay. Just under a mile from downtown Gorham 20 minutes to Portland Ski, swim, shop, eat, leaf peep, hike, the activities nearby are endless

Indoor spacesFamilyPets

Top Guest favourite
A spacious private room features a large bed adorned with soft bedding, flanked by modern lamps. Natural light streams in through the door, which opens to a serene outdoor view. A decorative pillow with a sunflower adds a touch of color to the space.
Guest suite in Monmouth
4.97 out of 5 average rating, 206 reviews

Welcome to The Nest - 1 bed, deck w/bath & parking

Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bar & pizzeria. Willows Awake and The Vista wedding venues w/tasting rooms. Microbrewery’s Grateful Grains & Van der Brew tap rooms w/food trucks & entertainment. Maine turnpike access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates,Bowdoin, Colby, Thomas & Husson. Golfing, boating, antiques, State Parks, hiking/walking trails,beaches & Festivals.

Indoor spacesKitchenSleep quality

Top Guest favourite
Cabin in Hope
4.98 out of 5 average rating, 368 reviews

Hand built cabin overlooking a pond

Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

KitchenFamilyWi-Fi

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 187 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Indoor spacesFamilyCheckout

Top Guest favourite
A tiny house with a grey exterior sits nestled among lush greenery and colorful flower beds. It features tall windows that allow natural light to flow in, and a bright red door that adds a pop of color. Surrounding steps made of stones lead up to the entrance.
Tiny home in Durham
4.99 out of 5 average rating, 384 reviews

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

KitchenFamilyBiking

Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 130 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

FamilyIndoor spacesCleanliness

Top Guest favourite
A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.
Tent in Brooks
4.92 out of 5 average rating, 254 reviews

Waterfront Tipi Glamping // Phoenix Landing

Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.

KitchenIndoor spacesPets

Guest favourite
A serene landscape captures a vibrant sunset reflected on calm water. The sky displays shades of orange and pink, blending into deep purple hues, while the silhouette of trees lines the horizon. The tranquil scene conveys a peaceful natural setting.
Loft in West Gardiner
4.96 out of 5 average rating, 235 reviews

Cozy, Efficiency Apartment with Hot Tub

Keep it simple at this peaceful, centrally-located efficiency apartment above our garage. 15 minutes to Gardiner/Augusta, 15 minutes to I95/295. Less than one hour from Portland. Sit by the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and play. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

Indoor spacesKitchenParking

Top Guest favourite
The interior of the yurt is divided into two distinct areas. One side features a spacious bed with light bedding, while the other side includes a cozy loveseat and a small coffee table. An area rug adds warmth to the flooring, enhancing the inviting space.
Yurt in Windham
4.98 out of 5 average rating, 117 reviews

Sebago Sunrise Yurt - Trail Access!

Nestled between Portland's fine dining and Sebago's outdoor fun, the Sunrise Yurt is a great camping spot to explore what Southern Maine has to offer. Park & take a short walk to the back 2 acres of my property. The yurt overlooks a meadow & faces the sunrise. Located with access to the Sebago to the Sea Trail - 28 miles of walking & biking paths. .5 mile walking distance to Presumpscot River. *Please read 'Show More' notes section for important details.

FamilyIndoor spacesCheck-in

Top Guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 371 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

KitchenIndoor spacesWalkability

Top Guest favourite
A serene island emerges from the tranquil water, framed by lush trees under a colorful sky. A small dock leads to a cozy green tent nestled among the foliage, with an American flag gently waving nearby, inviting a sense of adventure and relaxation.
Island in Monmouth
4.97 out of 5 average rating, 127 reviews

Island Tent Overlook in Maine

Loon Point is a front-row seat to one of Maine’s most iconic performances. Perched above Annabessacook Lake with sweeping 270-degree views, this island tent overlook is serenaded daily by loons — calling across the water at dawn, echoing at dusk, and occasionally laughing you to sleep. It’s a stay shaped by their rhythms, where mornings begin with mist and music and evenings end with the lake settling into quiet loon conversation.

FamilyKitchenBarbecue

Guest favourite
A charming cottage is nestled near the water, surrounded by a grassy yard and bordered by a stone wall. Tall trees provide shade, and the exterior features a mix of siding and shingles. The inviting entrance displays a porch area, perfect for relaxing outdoors.
Home in Manchester
4.95 out of 5 average rating, 100 reviews

Veedon Fleece on the Lake

- Cozy Cobbosseecontee Lake get-away just feet from the water! - Sleeps up to 8 people w/ 4 bdrms (1 queen size bed in each bedroom). - 2 full bathrooms (off bedrooms) and a 1/2 bathroom on the 1st floor. - Fully stocked kitchen ready for your cooking needs. - Fits 4 cars in the driveway. - Quaint and quiet location with wonderful year round neighbors. - Pets considered with deposit

Indoor spacesKitchenTV

Popular amenities for Cobbosseecontee Lake family-friendly rentals

Family-friendly home rentals with a pool

Guest favourite
A spacious living area features warm wooden paneling and a soft white sofa with decorative pillows. A recliner is positioned nearby, while a wooden coffee table rests in front. The open layout includes a kitchen area with bar seating and light-colored cabinets, creating a welcoming environment.
Apartment in Cornville
4.86 out of 5 average rating, 142 reviews

Large Home with Great View next to horse farm

KitchenIndoor spacesCleanliness

Top Guest favourite
A cozy lounge area features a green patterned armchair and a sofa adorned with pillows. Natural light filters through the large windows, illuminating a potted plant on a side table and a soft area rug beneath. Light curtains frame the scene, creating a warm ambiance.
Apartment in Portland
4.99 out of 5 average rating, 350 reviews

Tower Suite: Pool, Hot Tub, W/D, Spa Bath, Prking

Indoor spacesFamilyLocation

Guest favourite
A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.
Chalet in Rangeley
4.88 out of 5 average rating, 187 reviews

A+ View Relax Hike & Fish * w/SpaTub/Sauna

FamilyIndoor spacesSkiing

Top Guest favourite
The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.
Guest suite in Portland
4.93 out of 5 average rating, 132 reviews

Resort-like 2 bed/1 bath - seasonal pool/hot tub

FamilyIndoor spacesAir conditioning

Top Guest favourite
A warm orange wall serves as a backdrop for a vibrant deer painting. A purple sofa is positioned in front, accompanied by a patterned pillow and a modern lounge chair. A tall plant adds texture, while a decorative oriental carpet covers the floor.
Apartment in Westbrook
4.96 out of 5 average rating, 187 reviews

A Riot of Color at an Artist's Retreat on the Portland Line

Indoor spacesFamilyWalkability

Guest favourite
Home in Newry
4.87 out of 5 average rating, 105 reviews

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Indoor spacesKitchenPets

Top Guest favourite
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
4.96 out of 5 average rating, 164 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Indoor spacesFamilyWalkability

Top Guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 130 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Indoor spacesKitchenBarbecue