Kid-friendly vacation rentals in Islesboro

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Islesboro

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

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Guest favorite

A playroom features wooden walls and carpeted flooring, providing a cozy environment. A large window offers natural light, while child-sized furniture, including a small table with chairs, is arranged in the space. Toy storage bins and a pet crate add to the room's functionality.

Home in Palermo

5 out of 5 average rating, 9 reviews

Serenity on Sheepscot Lake

Bring the whole family (or two) to our lake in mid coast Maine! This year round home is in a peaceful setting yet close to coastal towns of Belfast and Camden. Enjoy a paddle around the lake with our kayaks, canoe or simply hang out on the dock. The clean lake is an angler’s dream. We are set up for the youngest (crib, toys, swings)to the oldest ( one step into first floor, bedroom directly across from bathroom). Fall and winter stays bring even more quiet and respite from the outside world.

Superhost

A serene lakeside view features a fire pit surrounded by two white Adirondack chairs. A picnic table sits nearby, with kayaks stored on a rack under the trees. The calm water reflects the surrounding greenery, creating a peaceful setting for outdoor activities.

Cabin in Otis

4.93 out of 5 average rating, 69 reviews

Cozy Cabin Beech Hill Pond-Family Friendly

Newly renovated!! Family-friendly cabin on Beech Hill Pond! Stress-free private beach access! This 3 bedroom cozy cabin comes with full amenities including a NEW tile shower, NEW appliances in a ready to use kitchen, laundry on-site. included with the rental is a 17' canoe, single kayak, double kayak & adult/kid life vests. Newly added peloton bike! Comes w/ necessities for kids including crib, toddler bed rail, high chair, kid-sized place settings. We have also have toys & books to share!

Guest favorite

A wooden dock extends into a calm lake, featuring two Adirondack chairs overlooking the water. A vibrant sunset paints the sky in hues of orange and pink, reflecting beautifully on the lake's surface. Lush trees frame the view, enhancing the serene atmosphere.

Home in Bucksport

4.92 out of 5 average rating, 100 reviews

Maine Wilderness Oasis: Hike Swim Kayak Fish

Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

Superhost

A cozy nook features a starry blue wall, creating a whimsical atmosphere. A soft, gray rug covers the floor, accompanied by a red and white striped tote bag. A small black bookshelf holds a dollhouse and books, providing a playful space for children.

Home in Ellsworth

4.87 out of 5 average rating, 68 reviews

617 Bayside

Relax with the whole family at this peaceful oceanfront home! Bring your canoe, kayak, or paddle board, and explore the Union River and Union River Bay. Renting kayaks to be delivered to the home is also an option. You’ll enjoy grilling, sitting around the fire pit, and star gazing in the large backyard. This home offers a 1st floor bedroom with king size bed. Upstairs there is a bedroom with a king bed, and a bedroom with a queen. The kitchen and dining room flow through to the living room.

Superhost

A well-lit bedroom features a queen bed with a unique anchor-patterned comforter. Two bedside lamps provide soft lighting, and a nightstand stands nearby. Textured carpet is present, complemented by a decorative area rug. Windows allow natural light to illuminate the space.

Cottage in Southwest Harbor

4.8 out of 5 average rating, 127 reviews

Red Finn@ Acadia National Park

Entire charming 2-bedroom Cottage/Guest house on MDI with air-conditioning, minutes to Acadia National Park & Bar Harbor A prime location in Southwest Harbor that offers the rare combination of a peaceful neighborhood. Quick 2 minutes drive to Eco lake and Eco Beach. Withing 3 minutes to Coffee shops, supermarket, restaurants, bars and shops. This unique family home sits on a gorgeous and well maintained yard with back and front lawn that features a mixture or shrubs, trees and flowers.

Top guest favorite

Home in Hallowell

4.98 out of 5 average rating, 120 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub or infrared sauna, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Top guest favorite

A comfortable living area is presented with a gray couch topped with decorative pillows. A small wooden table sits beside a lighted lamp, while a compact desk with bright chairs is positioned next to the window, which opens to a balcony. Natural light flows into the space.

Guesthouse in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Guest favorite

The Victorian-style building features a distinct gabled roof and a covered deck that extends from the second floor. Lush greenery and flowering plants surround the entrance, while decorative trim adds charm to the pale exterior. A quiet street and off-street parking are visible in the foreground.

Apartment in Bar Harbor

4.89 out of 5 average rating, 320 reviews

The Old Charm of Cozy Victorian(downtown)

Victorian style apt (on 2nd floor) with a lot of charms and a deck. Right in downtown, walkable to everywhere, 5 min to island explorer/bus stop, Village green, library, museum, historical churches, kids playground, many restaurants and more. You’ll love it because of the quiet you rarely find in the busy town and the convenience of the location, which allows you to easily catch a free shuttle bus to anywhere in the park without the hassle of driving and parking.

Guest favorite

A cozy living area features a black wood stove providing warmth. A wooden table is set with two glasses and a bottle, inviting relaxation. Windows offer views of the water, while comfortable seating is arranged nearby, enhancing the inviting space.

Guest suite in Penobscot

4.88 out of 5 average rating, 109 reviews

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Guest favorite

A spacious deck is shown with views of the surrounding trees and water. A single chair is positioned on the grey wooden surface, inviting moments of relaxation among the natural setting. The edges of the structure frame the scene, blending indoor and outdoor environments.

Home in Mount Desert

4.88 out of 5 average rating, 101 reviews

Pretty Marsh Cottage

This beautiful, light-filled cottage on waterfront property on the western side of Mount Desert Island has picturesque views of the Mount Desert Narrows and access to a private pebble beach. The house is on very secluded wooded property for a nice private getaway. All you will hear are the sounds of birds and waves lapping up on the beach. Just a short drive to all that Acadia National Park has to offer!

Guest favorite

A spacious living room is designed with comfortable seating, featuring a large gray couch and a smaller matching sofa. A coffee table sits atop a decorative rug. Natural light fills the room through multiple windows, offering views of the outdoor space.

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!

Guest favorite

Home in Gouldsboro

4.93 out of 5 average rating, 152 reviews

The Adventure House

Our house was named “The Adventure House” by a family of houseguests with 3 fun and lively children. They told us that their time in Maine was filled with fun adventures so the kids started calling the house “The Adventure House” during their stay. We thought that was fitting as we are so close to Acadia National Park and many other pathways to adventures!