Kid-friendly vacation rentals in Castine

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Top-rated kid-friendly rentals in Castine

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

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Top guest favorite

Inside the tiny house, a twin daybed is positioned by a glass door, allowing natural light to filter in. Floral patterned bedding decorates the bed, while a small shelf and windows with patterned curtains create a cozy ambiance.

Tiny home in Surry

4.95 out of 5 average rating, 110 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 45 minutes from Acadia National Park. There's a twin day bed on the ground floor & a double futon in the loft. Tiny kitchen & bathroom with shower (2 temps: hot or cold) too. A heat pump keeps the place toasty warm or nice and cool. Our family's gazebo, grill, fire pit, hammock, trails & garden are shared with guests. A beautiful beach across the bay from Acadia is down the road.

Top guest favorite

A rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.

Guesthouse in Orland

5 out of 5 average rating, 104 reviews

The Greenhouse Cottage

We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Guest favorite

A modest building is nestled among trees, featuring a green door and an overhang for shelter. A decorative horse emblem is mounted beside the entrance. Stone pathway leading to the door is surrounded by gravel and natural landscaping.

Tiny home in Blue Hill

4.87 out of 5 average rating, 166 reviews

Mini Moose Tiny Home

Our Mini Moose sits on our 75 + acres of beautiful Maine woods. Two miles from the center of the coastal village of Blue Hill. We have had 6 years of successful rentals. Fire pit & view of the pond from the deck. A wonderful path around 2 ponds, swimming is allowed and a contemplative walking labyrinth. Perfect getaway for a couple or single person to explore the natural beauty of Downeast Maine. Only 45 minute drive to Acadia National Park and close to all that Downeast Maine has to offer.

Top guest favorite

Two Adirondack chairs are positioned on a grassy area in front of a small cabin with a green metal roof. Lush greenery surrounds the cabin, providing a serene and natural setting.

Guesthouse in Lincolnville

4.97 out of 5 average rating, 392 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Top guest favorite

A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.

Guesthouse in Orland

4.99 out of 5 average rating, 158 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Top guest favorite

A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.

Guesthouse in Penobscot

4.97 out of 5 average rating, 215 reviews

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Top guest favorite

The cottage is nestled among trees, accessed via a gravel pathway. A shaded seating area with red Adirondack chairs and a tent is visible, alongside a barbecue grill. The house features a distinctive steep roof and is set within a natural, serene environment.

Cottage in Castine

4.95 out of 5 average rating, 136 reviews

Castine rustic cabin coast forest Acadia Wi-Fi

Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Guest favorite

A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.

Cottage in Deer Isle

4.94 out of 5 average rating, 370 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Guest favorite

A welcoming living area features a stone fireplace and modern furnishings. Two armchairs and a sofa surround a central coffee table, while a dining table is positioned nearby. A large wall-mounted TV is visible, with a well-equipped kitchen in the background.

Apartment in Bucksport

5 out of 5 average rating, 131 reviews

Luxury Coastal Maine 2BR Apt, 2nd Fl Stunning View

The entire building was completely and structurally remodeled and everything is new. Each unit has new floors, walls, lighting, HVAC, kitchens, bathrooms, bedrooms, and brand new mid-century modern furniture throughout. These are truly designed and built as luxury short term rental units. It's location is perfect to explore greater Penobscot Bay region, Acadia National Park, and it sits in the heart of mid-coast Maine. It is beautiful, friendly, and a perfect place to be.

Guest favorite

A charming cabin is set amidst greenery, featuring a sloped roof and wood siding. The front porch is equipped with two blue chairs, inviting relaxation. A gravel pathway leads to the entrance, surrounded by grass and small plants.

Cottage in Penobscot

4.82 out of 5 average rating, 104 reviews

Cozy cottage in the woods

Cozy cabin set in the woods surrounded by fields. The perfect place for a romantic getaway, or to reconnect with friends and family, unplug and relax. Get cozy by the wood stove on chilly nights, or star gaze while you make s’mores by the fire-pit. Our place is just a few minutes drive to the ocean and great hiking trails. We are located very close to historic Castine and Maine Maritime Academy, and about one hours drive from Acadia National Park.

Top 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 lush garden path meanders through vibrant wildflower meadows, bordered by tall grasses and scattered trees. Sunlight filters through the leaves, illuminating a serene and green landscape, inviting visitors to explore the natural beauty surrounding the retreat.

Guest suite in Brooksville

4.85 out of 5 average rating, 163 reviews

Rabbitrock Retreat

Coastal village. Rabbitrock Retreat is located towards the end of a dirt road among wildflower meadows and apple trees, quiet except for the sound of birds and distant church bells. It is named after a local landmark Rabbit Rock that exists in the woods near our house, known only by select locals who used to say you could “always catch a rabbit at Rabbit Rock”. It is a place of abundance for sure, and we are happy to get to share it.