
Kid-friendly holiday rentals in Rockport
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Top-rated family-friendly rentals in Rockport
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Kid-friendly house rentals

Close to the Coast, 2025 availability
We thoroughly enjoyed our stay at Samantha's place in Cushing. To say that she is "very responsive" would be an understatement. She typically responded within 10 minutes no matter what my question was. She lives a short distance away which really helped facilitate things. We had a minor issue with the Internet which required communication with the service provider, but she coordinated everything and resolved it right away. The house is totally charming - old, a bit creaky and adorable - and well maintained (no issues there). We imagined how great it would be to visit in wintertime and snuggle up to a roaring fire. They have an expansive yard with gardens great for a short evening stroll. Forest habitat behind the property was great for bird watching. The area is absolutely beautiful - quintissential coastal Maine. The Olson House (local attraction) is a few minutes drive from the house. The grounds have a walking trail along the water with fantastic views of the coast.

New Boho Cape with Pool! Fenced yard, pet friendly
Better than pictured and Christina was great! Will definitely stay again!

Winter Rental Monthly or Nightly Willard Beach
Omg. SUCH a gem!💎 The house - adorable!✅ The host - amazing, communicative, friendly and SO sweet!✅ Incredibly dog-friendly✅ Safe, very quiet neighborhood✅ This was such an incredible stay! The house, the yard, the twinkle lights, the beach, just everything! I was here on a work trip in the winter and I’m crossing my fingers work will bring me back to SoPo in the summer when all the flowers are open and the water is warm! Even in the winter, it’s a beautiful, magical space 💕 couldn’t have asked for anything more! Lisa, thank you thank you for sharing your incredible space with me & Sookie. It has SUCH a good vibe and you are awesome! 💛 (Omg and the beds?! SO comfy!!)

Charming, Family-Friendly Historical In Town Home
We chose this adorable house in Rockland for our second annual book retreat! It was the perfect size for the three of us with comfortable accommodations and lots of places to sit and relax and read. The beds gave us some of the best nights sleep we’d had in a while and the living room was great for late night conversations and movies! The location was perfect and we walked into town every day for a little adventure! Alicia provided us with so many incredible recommendations for spots to try in town. One week here just wasn’t enough, and we’re already looking for reasons to come back! Maybe for the Lobster Festival?! Overall, this was a fantastic stay with a wonderful host!

The Acadia House on Westwood
We enjoyed our stay in Ellsworth! Everything was clean and as described. Brian was great at communicating before both check in and check out

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Waterfront Farmhouse with Modern Flair!
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

Classic Maine, Modern Comfort
We had a wonderful stay at this Maine house--Barb, the property manager was incredibly responsive, helped with a heating issue while we were there and had the repairs done same day--The house was well equipped with everything you need for a family getaway at the beach! puzzles and games galore, kitchen was fully stocked with everything needed for family meals (including lobster cooking essentials--bibs, crackers, steam pots) Great little fire pit out front which we enjoyed, and fenced in back yard area so pets or kids can be safely contained :) Linens, towels, all clean and provided--truly a wonderful home away from home, perfect for our family trip to the beach!
Family-friendly apartment rentals

Broadway Historic Distric 2Bd w office
We sent our children to school, we chose to stay here, close to the main road, also very quiet, the room looks bigger than the photos, there are amenities such as refrigerator microwave oven induction stove, convenient for us to cook instant noodles, burn some hot water, you can see squirrels outside in the snow on the bed, very comfortable, can live in this historic old house, very lucky, some small problems, the host will respond in time, if we have the chance, we will stay here again.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
My sister and I had a great stay at David and Kate’s place . Everything we needed was right at our fingertips and the bed was SO comfortable we wanted to take it with us ! Beautiful surroundings and easy to get everywhere ! Thank you David and Kate for sharing your place with us . Hope to visit again !

Apartment 1 and Morton's Moo (1BR)
Our stay was fantastic. The place was clean and laid out nicely. It was also close enough and an easy drive to Acadia National Park. Highly recommend, and I would definitely come back and stay here again!

25 Middle: Two floor loft w. water view -sleeps 5
My family and I had another great stay at Kathleen’s. We arrived and were so grateful for a clean and comfortable stay. We cooked lobster and were so happy to see that Kathleen’s kitchen had everything we needed. Excited to go back a third time!

Sweet Retreat: 3 BDR Stylish Home Mins To Colby
This sweet apartment was a true haven during a challenging time for our family. It was clean, comfortable, and thoughtfully appointed—just what we needed while navigating medical appointments nearby. The host was kind, responsive, and flexible, which made a world of difference. We’re so grateful for the peaceful space and support.

Beautiful Kettle Cove Apt Steps to Beaches
Loved staying here! It's a very short walk to Kettle Cove State Park and Crescent Beach. Cape Elizabeth is a charming, quiet little town. If you're looking for a peaceful relaxing getaway spot, this is it. You'll feel right at home. Plus the hosts are very responsive and friendly. I'm already thinking about when I can return!

Comfy, Convenient Studio Apartment Near Downtown
Not only is Nicole a gracious host and cheerily responsive to questions, the space is adorable! Everything you need to be comfortable, in a great neighborhood, within walking distance to EVERYTHING downtown, including a very sweet harbor! 🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟

Sunny apartment overlooks Main St.
Great place to stay. Deck is nice and overlooks the water. Warm during cold weather. Host is kind and very helpful.
Family-friendly apartment rentals

BLUE HILL Village Condo - Great In-Town Location
Love this Condo. Superb location in Blue Hill Village, easily walkable to everything downtown. Modern and updated making it very comfortable. Well equipped with cleaning/cooking supplies so you can "live normally". The hosts are super responsive and helpful as well. Highly recommended.

The Owls Nest
We really enjoyed this cozy garage apartment! I love owls, so that was a bonus. The privacy offered by the blinds was nice (rare to find in an AirBnb). Comfy sofa, ample towels and all around great! Sadly, now that AirBnb has voiced its support for DOGE, I will likely no longer use to book, but I’d stay again.

Battered Buoy - Newly renovated, two bedroom condo
We had a wonderful stay at Heather's condo. It was cozy, clean and the location was perfect! I would definitely recommend Heather's place to anyone looking to stay in Boothbay Harbor.

Toddy Haven: A Lakeside Condo Near Acadia.
BEAUTIFUL landscape directly on a lake with access to fishing poles, kayaks, and canoes, we felt like we didn’t need to leave the property at all. Perfect location to visit Acadia and near by towns. I wish we could have stayed for twice as long. The condo itself seems to be brand new! The beds were comfortable and the decorations and big screen tv were a nice touch. We spent hours on the dock and in the lake (kayaks). Cannot wait to return to this slice of heaven.

Ketch - Stonington
The location and size of the unit for our needs was perfect. The staff was very helpful, knowledgable and friendly.

River Escape - Studio Apt. with River Access
She made cookies the moment we checked in and delivered them to us with warm milk. Wonderful host with great knowledge of the beautiful Pemaquid region

Lovely 2 bedroom riverside condo with pool
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.

New 2BR 2King beds Private Apt Downtown Brunswick
We had an excellent stay. Both check-in & check-out were a breeze. It was amazingly quiet & the bed was super comfortable. The apartment was light & bright even on cloudy days. We loved the location, easily walkable to cafés & restaurants, a big supermarket, & the train station. We did the nearby Androscoggin Riverwalk each day. We especially enjoyed Frosty's Donuts, the Broadway Delicatessen, & the wine shop Vessel & Vine. Though we didn't meet Spencer (maybe next time!), he's an excellent communicator who responded immediately to all of my messages. Thank you, & we hope to return!
Quick stats about holiday rentals that are kid-friendly in Rockport
Total rentals
40 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Acadia National Park
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- Pemaquid Beach
- Samoset Resort
- Pemaquid Point Lighthouse
- Northeast Harbour Golf Club
- Spragues Beach
- Dragonfly Farm & Winery
- Pinnacle Park
- Coastal Maine Botanical Gardens
- Narrow Place Beach
- Sand Beach
- Hermon Mountain Ski Area
- Gilley Beach
- Hunnewell Beach
- Pebbly Beach
- Maine Maritime Museum
- Mile Beach
- Indian Camp Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Hero Beach