Family-friendly vacation rentals in Rockport

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Top-rated family-friendly rentals in Rockport

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

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Guest favorite

A vibrant flowering bush is prominently displayed, featuring clusters of delicate pink blossoms. Lush greenery surrounds the bush, indicating a thriving garden. A bright yellow sign is positioned in front, announcing the arrival of spring.

Home in Rockland

4.93 out of 5 average rating, 148 reviews

Perfect Family & Friends Vacation for 10+ STR20-32

Welcome to Summer in Maine! Blues Festival July 12th-13th, Lobster Festival July 30-Aug 3rd, Union FairJuly 7th-14th, Windjammer Festival Aug 29-30th, Camden, The Common Ground Fair Sept 19th-21st Visit the Islands by ferry. Historic Main Street. Great Restaurants. Our hours sleeps 8 Adults (Sofa bed is for 2 extra Adults & Kids under 5 don't count). Big family dining table. Kitchen stocked. A downstairs bedroom and ADA bathroom. Backyard Grill & Picnic Table w/Umbrella. See All Our Photos.👍

Guest favorite

A small outdoor seating area is furnished with four red Adirondack chairs arranged around a glass-topped table. The space is surrounded by white railings and features a view of the neighborhood beyond.

Home in Rockland

4.92 out of 5 average rating, 202 reviews

Rockland Relaxing Retreat/Walk to Town (STR25-23)

Come enjoy the natural beauty of Coastal Maine as well as lobster, art, and wine in Rockland, Maine. Stroll to Rockland’s restaurants, bakeries, shops, museums, breweries, and ferry terminal from this comfortable 3-bedroom, 1.5 bath house. The house has 1 King bed, 1 Queen bed, and 1 twin/trundle bed. It is kid-friendly with a large back yard and a fully-equipped kitchen and smart TV, (but no cable and no AC), and PS3 with games. Camden is nearby and has a ski resort. 10% military discount.

Superhost

A scenic view of Camden Harbor captures moored boats reflecting on calm waters. The soft pink and blue hues of the sky blend at sunset, while the Shoreline Building, identified as Harbor Breeze, stands in the background amidst the tranquil setting.

Home in Camden

4.86 out of 5 average rating, 243 reviews

Harbor Breeze Camden - location , location

Unique home overlooking quaint Camden Harbor. This property has a 4BR main house and a 2BR accessory apartment that may be rented together or separately. The entire house can sleep 15-17. Note: Accessory apt is ONLY available during summer vacation weeks when owners are away. From House, you can walk up the block to the public boat launch; here, you can launch your Kayak into the Harbor or enjoy a cup of coffee overlooking ocean.Beach is a 21min walk. Shops & restaurants are a 2-min walk away

Guest favorite

The exterior of the cottage features a light gray shingle facade, complemented by white trim around the windows and front door. A set of three windows with flower boxes is situated on each side of the door. A welcoming porch leads to the entrance.

Home in Rockland

4.95 out of 5 average rating, 382 reviews

Downtown-Walk to All Things Rockland

Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

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, 224 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 spiral staircase crafted from natural wood ascends to a loft area, featuring rounded steps that maintain the organic shape of the wood. A window nearby offers natural light, illuminating bookshelves filled with various volumes and a map hanging on the wall.

Cabin in Hope

4.98 out of 5 average rating, 347 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.

Top guest favorite

The cottage, a contemporary black structure, is nestled within lush green fields and surrounded by trees. A gravel parking area is visible to the right, with a vehicle parked nearby. A cozy outdoor seating area can be seen in front of the cottage.

Cottage in Owls Head

4.99 out of 5 average rating, 165 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life.

Guest favorite

The exterior of the cottage features a light-colored facade with a sloped roof and a round window. A wooden fence encloses the garden area, filled with lush greenery and flowering plants. A pathway leads to the welcoming front door, with ample natural surroundings visible.

Cottage in Belfast

4.87 out of 5 average rating, 203 reviews

Eastside Garden Cottage - 5-mins From Town

This happy home has all you need for a perfect Maine vacation or remote work escape. Relax in the garden, hang out on the deck, soak in the clawfoot tub, enjoy the fast wifi – or walk or drive over to Belfast center - it's close! This coastal town is truly a gem, but if you’d like to explore further afield, it’s also an excellent base for day trips to Camden (30 minutes) or Acadia National Park (1.25 hours.) Belfast celebrates diversity. We welcome guests from all backgrounds.

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, 133 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

The bedroom features a queen-size bed with a white bedspread, complemented by antique furnishings. Natural light filters through two windows adorned with sheer curtains. A cozy armchair is positioned beside a small table, while artwork decorates the walls, enhancing the room's classic charm.

Home in Camden

4.88 out of 5 average rating, 170 reviews

Intown Camden, 2 bedroom, 2nd floor, own entrance

Restaurants, shopping, and the harbor are a five-minute walk from one of the oldest capes in Camden village. House was built in 1800 on a quiet one-way street. The second-floor apartment has a private entrance and includes one bedroom with a queen-size bed, and a sitting room with a single bed, a seating area, t.v, . Wifi access. Private outside garden with own entrance. Minimum 3 night stay - 10% off for full week stays.

Top guest favorite

An open living area features a dining table with two wooden chairs, a sofa, and a light-colored coffee table. The kitchen showcases full-size appliances and a window illuminating the space. A warm orange wall adds a touch of character, while bamboo flooring runs throughout.

Guesthouse in Rockland

4.89 out of 5 average rating, 378 reviews

Sweet Willow Suite, Rockland, private 1st floor

Quiet and private 1-bdrm apartment, 1st floor, 1-story separate building. Light-filled open area, queen bed, full bath with walk-in shower. Located 1.5 blocks from Main St. Easy walk to downtown and harbor. Suite includes many safety features. Host is hands-on, will greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.

Superhost

A modern kitchen features sleek white cabinetry and stainless steel appliances. An island with two stools provides additional seating. Large windows allow natural light to fill the space, highlighting the wooden flooring and the simplicity of the design.

Home in Camden

4.93 out of 5 average rating, 132 reviews

Cozy Cottage With River View

Beautifully recently renovated cottage with a wonderful river view. The home is an easy 10-15 minute walk to the center of town and a 5-10 minute walk to Camden's thriving seasonal farmer's market. There is a small fenced in yard. This is the perfect home to relax in while being in easy distance of everything Camden & mid coast Maine has to offer.