Family-friendly vacation rentals in Castine

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Top-rated family-friendly rentals in Castine

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

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Guest favorite

The exterior of a contemporary wooden home is framed by tall pine trees. A spacious deck extends from the house, leading to a grassy area. The setting overlooks a calm lake, enhancing the natural ambiance of the surroundings.

Home in Surry

4.94 out of 5 average rating, 156 reviews

Gran Den Lakefront Home Near Acadia

Gran Den is a large, contemporary, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Guest favorite

An aerial view captures a contemporary house nestled amidst vibrant autumn foliage alongside a calm bay. The lush green lawn leads to a shoreline with smooth water, while walking pathways and a stone patio can be seen in the garden, integrating seamlessly into the natural landscape.

Home in Trenton

4.93 out of 5 average rating, 285 reviews

Acadia National Park ocean front & garden cottages

Both our houses are designed in the contemporary style. We used custom made decor and cherry tree furniture. A lot of windows, glass doors, bright and open space are inside the house. It is very quiet outside. You most likely will be alone at the beach. We share the whole sea cove with only one neighboring house. It is a pure paradise if you want to live on the beach on your own and within minutes of driving to the main local attractions. You'll be amazed of our botanical garden and landscape.

Guest favorite

A bright living area features two modern white chairs and a low coffee table set atop a colorful area rug with floral patterns. Large windows allow natural light to illuminate the space, showcasing a tranquil view of the surrounding greenery.

Guest suite in Rockport

4.92 out of 5 average rating, 223 reviews

Charming Harbor Private One Bedroom

Situated just above a stream just off Rockport Harbor, this quiet, small one-bedroom apartment has its own private entrance and small deck. Located on the back side of RAYR wine and cheese shop, this charming apartment is within a 10-minute walk of two wonderful restaurants in the village of Rockport, 18 Central and Nina June, as well as a lunch spot and a deli. A wonderful getaway space for couples and solo adventurers, you’ll love it because of the location, ambiance, privacy and charm.

Top guest favorite

A view of a quiet street in downtown Belfast is captured, featuring brick buildings and shops. A tree provides greenery, while parked cars line the road. The sky is bright with a few clouds, and the waterfront is visible in the distance, enhancing the lively atmosphere.

Apartment in Belfast

4.97 out of 5 average rating, 381 reviews

Belfast Harbor Loft

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Guest favorite

The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.

Cottage in Verona Island

4.89 out of 5 average rating, 172 reviews

Nashport on the Penobscot

Ideal for families and outdoor enthusiasts! NOT A PARTY HOUSE! 3 BR 2 bath house located on Verona Island in the Penobscot River just inside the bay. Enjoy a peaceful stay on the water's edge or take day trips to Acadia NP and neighboring port towns like Bar Harbor, Castine, Ellsworth, Camden & Belfast. Mins from Bucksport, Penobscot Narrows Bridge & Observatory, and Fort Knox. 40mins to Mt Desert Island/Acadia National Park entrance. Hot tub. 3 bikes available. Garage.

Top guest favorite

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

Cottage in Belfast

4.99 out of 5 average rating, 129 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

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.

Guest favorite

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

4.9 out of 5 average rating, 314 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.

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

4.87 out of 5 average rating, 110 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.

Superhost

A vibrant red house is nestled in a wide field of tall grass, surrounded by dense greenery. Solar panels are installed on the roof, reflecting the sun's rays. A clear blue sky with scattered clouds provides a bright backdrop to this peaceful setting.

Home in Belfast

4.9 out of 5 average rating, 111 reviews

The Strawberry House

Passive house certified and winner of Leed project of the year, the Strawberry House (named by our daughter) has huge windows looking onto a field of milkweed and wildflowers. The property is 4 acres and very private; the road is walled off by a thick border of foliage. Behind us is only woods and there are miles of lovely nature trails accessed from the bottom of our field. It's only a 2 mile drive to the center of town Enjoy!

Guest favorite

A bright living area features a flat-screen television on a wooden stand, with shelves containing books. Two white bar stools are positioned at a counter leading to the kitchen, while two closed doors provide access to adjacent rooms. Natural light enhances the warm wooden flooring.

Guesthouse in Bar Harbor

4.95 out of 5 average rating, 502 reviews

Spruce Nest

We welcome you to share our little slice of heaven while you embark on an adventure of a lifetime! Whether you are here on vacation, a romantic getaway, or business, you will find all the comforts of home in this cozy Carriage House. This charming apartment offers an open living area with plenty of natural light. The comfortable accommodations are great for a couple or small family.

Guest favorite

A serene lakeside scene captures the sunset over Toddy Pond, with vibrant shades of orange and purple reflecting off the calm water's surface. Silhouettes of trees outline the horizon, while mist gently rises above the lake, enhancing the tranquil atmosphere.

Campsite in Penobscot

4.98 out of 5 average rating, 123 reviews

Private Lakeside Camping in Penobscot, Maine

Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.