Family-friendly vacation rentals in Rockland

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Top-rated family-friendly rentals in Rockland

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

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Top guest favorite
The kitchen area features a spacious countertop with dark cabinetry and modern appliances. Bright, sloped ceilings are complemented by large windows that provide abundant natural light. A cozy living area is visible, adorned with comfortable seating and decorative elements that reflect the coastal theme.
Apartment in Owls Head
4.95 out of 5 average rating, 113 reviews

Oceanview Escape near Maine Beaches

Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Top guest favorite
An open living area features a dining table surrounded by black metal chairs, with a cozy sofa nearby. Large windows allow natural light to fill the space, showcasing green walls and a neutral rug. Decorative elements add character without overwhelming the tranquil ambiance.
Apartment in Rockport
4.97 out of 5 average rating, 319 reviews

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Top guest favorite
The exterior of the tiny house displays a simple structure with light-colored siding and multiple windows. Decorative butterflies adorn the side wall. A gravel pathway leads up to wooden steps, providing access to the entrance. Green grass surrounds the house, contributing to the serene setting.
Tiny home in Rockland
4.96 out of 5 average rating, 168 reviews

Simplicity-Just what you need! STR24-20

The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor living, open floor plan. Small but roomy. In walking distance to Main St, South end beach, the Lobster Festival, Blues Festival, Boat Show and more. You will love the simple concept this little gem offers whether just staying the weekend or for weeks. It is quiet and serene as you sit in the living space and have a warm cup of tea or a cold lemonade. We love our tiny house and hope you do too!

Top guest favorite
A bright entryway features a light-colored door flanked by windows. A simple staircase leads to the second floor, while a small hall opens to the kitchen area. Natural materials are incorporated through woven basket and striped textiles hanging on hooks.
Apartment in Rockland
5 out of 5 average rating, 106 reviews

Coastal, relaxing, light-filled + walkable

This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

Top guest favorite
A charming yellow house features white trim and a welcoming front door. Flower boxes are filled with vibrant blooms beneath the windows, surrounded by a neatly tended garden. A stone wall provides a defined border, enhancing the inviting exterior.
Guest suite in Rockland
4.98 out of 5 average rating, 475 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Top guest favorite
The exterior of the home is featured, showcasing a single-story structure with a light grey façade. A brick pathway leads to the front entrance, accompanied by well-maintained lawns and decorative flower beds. Surrounding trees provide a natural setting, enhancing the peaceful atmosphere.
Home in Rockport
4.95 out of 5 average rating, 351 reviews

Sweet home away (pet friendly)

Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Top guest favorite
The front of the home features a charming covered porch with red chairs and hanging flower baskets. A light-colored door with glass paneling is centered between two windows. A well-maintained lawn and a slight stone pathway enhance the inviting entrance.
Apartment in Owls Head
4.97 out of 5 average rating, 175 reviews

Coastal Vintage Living

This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

Top guest favorite
The exterior of the home is illuminated at dusk, showcasing a striking post and beam design. The large deck features outdoor seating, surrounded by lush greenery. Soft lighting enhances the structure's architectural details, creating a welcoming ambiance in a serene natural setting.
Guest suite in Rockland
4.97 out of 5 average rating, 197 reviews

Salty Dog Hilltop Guest Suite (permit #STR25-8)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Top guest favorite
A well-lit studio space includes a set of large windows allowing natural light to filter in. A small kitchenette featuring a coffee maker and a mini fridge is visible. Comfortable seating is provided by two armchairs paired with a table, and a door leads outside.
Guesthouse in Rockport
4.91 out of 5 average rating, 157 reviews

Peaceful Guesthouse in Rockport

This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

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
4.9 out of 5 average rating, 406 reviews

Sweet Willow Suite, Rockland, private 1st floor

Clean, cozy, and quiet, 1-bdrm apartment. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. 1st floor, 1-story separate building, with private entrance, light-filled open area, queen bed, full bath with walk-in shower. Suite includes many safety features. Host is hands-on and is happy to greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.

Guest favorite
Home in Rockport
4.92 out of 5 average rating, 170 reviews

Romantic Coastal Escape near Harbor

Hidden at the end of a quiet lane and surrounded by forest, The Romantic Coastal Escape – 46 Lime Rock offers refined comfort and meaningful hospitality with extravagance. Two blocks from Rockport’s five-star restaurants and harbor walks, with forest views, complete privacy, and trails just outside the door, guests call it “a secluded paradise just minutes from everything.”

Top guest favorite
A cozy studio apartment is showcased with a comfortable seating area featuring a gray couch facing a gas fireplace. A kitchen area, equipped with wooden cabinetry and countertop, is visible in the background. Natural light filters through a large window, enhancing the inviting space.
Apartment in Camden
4.99 out of 5 average rating, 142 reviews

Sunny In-Town Camden Studio, 10% weekly discount

Make this cozy, contemporary studio apartment your home-away-from-home. Located just two blocks from downtown Camden, it's a five minute walk to downtown in one direction, or to one of the many trailheads in Camden Hills State Park in the other. In any season, our central location gives you access to the best of the Midcoast. License Number: STR-00030

Popular amenities for Rockland family-friendly rentals

When is the best time to visit Rockland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,591 GYDG$38,473 GYDG$39,727 GYDG$41,609 GYDG$50,809 GYDG$55,618 GYDG$62,100 GYDG$62,100 GYDG$53,946 GYDG$49,136 GYDG$37,218 GYDG$40,982 GYD
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Quick stats about vacation rentals that are family-friendly in Rockland

  • Total vacation rentals

    Explore 80 vacation rentals in Rockland

  • Nightly prices starting at

    Rockland vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,000 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Rockland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rockland rentals

  • 4.9 Average rating

    Rockland stays are highly rated by guests—averaging 4.9 out of 5!

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