
Kid-friendly holiday rentals in Owls Head
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Top-rated kid-friendly rentals in Owls Head
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Child-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.

Cheerful spacious updated 1825 Maine Farmhouse!
Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

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!!!!

Family/Friends Getaway Hidden on Mt Desert Island
"From my daughter: This is our 3rd trip to Acadia National Park, but the first time at this Air B&b. Originally it was supposed to be for 5 of us, but 3 couldn't make it, so it ended up just being my husband and I. The Air B&b is in a remote enough area that it is nice and peaceful, but still an easy 20-30 minute drive to almost anywhere on Mt. desert island. The house has so many thoughtful touches, like an area outside for a campfire, supplies for smores, basic seasoning and condiments, all the light switches labeled (so thankful for that!), etc. We did a grocery run our first day and came back to the house for almost all our meals. This was a cozy place and we'd recommend to anyone visiting Mt. Desert Island and would return here again if we come back in the future."

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!
Kid-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 !

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!

Ocean Way East End - 2
Super walkable and great for a weekend stay!

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.

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.

Spacious 2 BR in the heart of downtown shopping!
This was an excellent place to stay that exceeded my expectations! Michelle and Nick went above and beyond to ensure we were comfortable during our stay. Very clean and felt right at home. Will definitely stay here again next time I am in Freeport, ME!
Child-Friendly Holiday Condos

Marina side Bow condo
We were very happy start to finish. The location was just so unique and incredible. Right on a working marina, but very quiet. Plenty to see and do nearby. Walk across the pier and buy live lobsters. Christie was extremely helpful and quick to respond when asked. Condo was very well done with plenty of touches to make it homey. A good value! If we come back to Maine, we’ll call her first.

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.

Ground floor 2 bed condo 1 block to Willard beach!
This is a beautiful apartment that is thoughtfully equipped with all that you need. I appreciated having a back yard with a picnic table as well as a deck. The beach is a short, lovely walk and my pups thoroughly enjoyed the early morning off-leash romps with all of the other dogs on the beach. It felt like we were in the middle of everything and at the same time could easily take a 5-10 min walk and be away from it all if wanted. Across the road is the Scratch Bakery with amazing breakfast sandwiches, treats and coffee - be prepared to stand in line. There is also the Willard Scoop shop for delicious ice cream - also very popular.

Home away from home cozy new Apartment in Oakland
Great place to stay while visiting my son at Colby College. Less than 10 minutes from campus. Clean, quiet, with all the necessities. Be sure to go to Shelby's Deli for lunch! The only reason not to write an amazing review is I want to be able to book it again when I visit haha!

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

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!

Modern Condo #2!
We had a wonderful weekend at Derek's house. I have never seen an Airbnb with such a whole kitchen kit. The house is about 30 minutes away from Acadia National Park and has an easy access to all kinds of food at the town center.

Rustic Willard Beach condo ten mins from Old Port!
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!
Quick stats about holiday rentals that are kid-friendly in Owls Head
Total rentals
20 properties
Nightly prices starting at
$141 AUD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Acadia National Park
- Brunswick Golf Club
- Popham Beach State Park
- Pemaquid Beach
- Samoset Resort
- Pemaquid Point Lighthouse
- Northeast Harbour Golf Club
- Spragues Beach
- Coastal Maine Botanical Gardens
- Narrow Place Beach
- Sand Beach
- Hermon Mountain Ski Area
- Gilley Beach
- Head Beach
- Hunnewell Beach
- Pebbly Beach
- Maine Maritime Museum
- Mile Beach
- Indian Camp Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Hero Beach
- Lighthouse Beach
- The Camden Snow Bowl