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

Country home ~ Family friendly
There’s not enough nice things I can say about Liz’s place and her and Mark. Such a lovely home, fully stocked with everything you need, including a fresh supply of eggs from Liz’s chickens and ducks. They were super accommodating, warm, welcoming, friendly, helpful and genuine. The house is a haven if you’re traveling with kids. My son and nephew did everything from running in the fields and playing with chickens and goats to building train tracks and taking slides indoors. The house is well located with lots to do in the area. We visited the Maine botanical gardens and the drive from the house was easy and short even with the kids. It’s such a peaceful place and Liz and Mark are exceptional. We plan on going back there in the summer!

1830s Cape hosted by George & Paul
George's home is my favorite property to stay at when I travel to Midcoast Maine. It is so beautiful, clean, roomy and centrally located to all points of interest. The property itself beautifully landscaped as well. There is a private outdoor sitting area to listen to the birds and soak in the sun. I wouldn't hesitate to book a stay here!

Hilltop Retreat with Hot Tub & Sauna near Downtown
Everything was as described and more! With a wonderful location close to town, good privacy, and so much space inside with many commodities we wouldn’t even think of. Even our dog had a fun filled week with us. We hope to visit again, it’s just the perfect home away from home. Couldn’t recommend a better place to stay.

Kens Cottage in Round Pond ME
Quaint Maine Coast cottage for two? Check! Mid-October retreat to peaceful location? Check! About as close to waterfront you can get without falling in? Check! Morning sunrise across the harbor with rose, pink, purple, blue neon colors? Check! Funky, Artsy, Unique cottage features (by all means, appreciate the Art Glass newel posts)? Check! Clean, cozy, comfortable and induces lazy R&R? Double Check!! Nearby places to explore, learn history, eat & drink hearty, hike, shop for treasures? Also double check!! My husband and I frequent the Pemaquid Peninsula during all seasons. Sometimes we camp, sometimes we find hidden gems to stay for a weekend...Ken's Cottage is a keeper...Triple Check!!! Thank You Kirsten for the wonderful hospitality!!! We will be in touch!!!

Renovated home with amazing waterfront views
Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!

Unplug at a Beachy Bolthole with Classic New England Style
Marcia’s Airbnb felt just like home! It had a lot of amenities that aren’t usually included in an Airbnb like a washer, dryer, and many kitchen utensils/seasonings. I felt at home in this Airbnb and would definitely stay here again!

Breathtaking Bay Views!
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

The Barn
Denis has a really nice place and is very peaceful and quiet. Very well stocked with everything you would need. Only a short drive away to the town of Belfast, which had a beautiful waterfront trail to walk. There are very many local restaurants in town serving delicious seafood. Denis was very responsive to any questions you might have. Loved our stay!
Family-friendly apartment rentals

Lobsterman’s Lodge- Working Waterfront Marina!
I love Maine's working waterfront and even though my stay was in the off season there was a wonderful glimpse into our fishing economy and the hard work it takes to keep it happening. The quality of light in the unit was amazing, and viewing the moon across the water was stunning. Easy to access all that the midcoast has to offer within an easy ride, to Rockland and Damariscotta and Boothbay and Wiscasset -- my favorite spots. Beautiful places nearby to hike and explore. Onsite staff people Debbie and Blair were wonderful; when I had an issue with the internet -- it was fixed quickly. Unit was well equipped for a person who loves to cook. Also having a bathtub in a waterfront apartment was a plus since many don't have them. Clean, comfortable, safe-feeling -- all one could want in a Maine coastal vacation. Wish I could have stayed longer but instead I'll just plan to go back again.

Sunnymeade
Robert’s place was the perfect getaway for me calm, quiet, and peaceful. Everything was perfect, the space was cozy and neat, it had everything I needed for a few days away. Quick drive to the harbor with lots to do if one chooses. Hoping to make it back there soon.

The Barn Loft Apartment
You know it’s a lovely space when we come multiple years to stay! Amy is the nicest- a fantastic host with great recommendations for the area. The apartment is clean and spacious and full of rustic charm. Our kids adored the ducks they have on the property and the yard is wonderfully inviting! Can’t wait to come back next year 😃

25 MIDDLE -Historic Village Apartment (Unit A)
This apartment was so clean, well decorated, well stocked and very comfortable. The location is perfect. So close to downtown Wiscasset, Boothbay and Freeport. This was our 2nd stay and we will return. Kathleen is a great host!

Sail Loft - Upscale Oceanfront on a Pier near BBH!
The location is incredible! Ive never had such a great view. The place was clean and comfortable. Booth ay Harbor is very nice place to stay.

River Views Centrally Located Downtown
We came here off season and it was beautiful. The place was clean, spacious, and warm- even on a brisk Maine evening. Downtown Damariscotta is lovely at this time of year- they were getting the town ready for Christmas. Great restaurants as well. Would definitely return.

Coastal Vintage Living
We enjoyed our stay at Carolyn’s Airbnb. There’s lots to do nearby.

A cute little gem in down east Maine
Really enjoyed my extended stay. Spring was so accommodating and reached out throughout my three week stay to check-in and make sure I had everything I needed. The property was tucked away, but right in town making it walkable, but also private. This is a great spot to stay with an awesome host!
Family-friendly apartment rentals

Waterfront Two Master Suite Penthouse with Rooftop
Amazing view and location! We loved how convenient this location was to shopping and restaurants. Having never been to Portland, this was a very pleasant surprise for us. Parking in the lot directly next to the building was easy and close. Sitting on the balcony watching the boats was so relaxing. Very comfortable condo and we would definitely stay again.

Oceanfront Condo with Awesome Views
Great stay

First Floor Portland Condo 3 Bed 2 Bath + Parking
Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!

Modern Condo #3!
The condo was so convenient, it had minimal furniture, so it was open, gave a lot of space to my kid to run around and play without the risk of getting hurt. the place had everything you could need plus the added benefit of Netflix and HBO accounts provided by the host. Kitchen had all the utensils and pots and pans needed . They have a lovely patio , we couldn't use it because it was too cold but it'll be awesome to use in summer. Derek was super friendly. He responds within minutes and always has something to help and offer. The place also came with a pack and play which was really nice

Cozy condo by the beach!
Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

Attractive 1 bedroom cabin only 50 ft from beach#1
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

New 2BR 2King beds Private Apt Downtown Brunswick
Great place to stay in Brunswick! Extremely walkable to the downtown restaurants and shops. Clean and bright space with spacious bedrooms (enough space to throw a pack-and-play in one of the bedrooms). Beds were comfortable and living room/kitchen good for socializing! Bonus — you can also access the Androscoggin River path for a nearby dose of nature and water. This is the second location of Spencer’s we’ve stayed in (the other about two years ago) and both stays were awesome. Highly recommend for a trip to Brunswick!

Rustic Willard Beach condo ten mins from Old Port!
Amazing apartment at a great location! Lots of character and the newly renovated kitchen was a plus. Very quiet neighborhood that allowed us to relax. Dave is a great host and was very helpful and flexible when it came to our check in time. We definitely recommend his place and will be back soon! Thank you Dave!
Quick stats about holiday rentals that are kid-friendly in Damariscotta
Total rentals
10 properties
Nightly prices starting at
₹12,051 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Popham Beach State Park
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Cliff House Beach
- Pemaquid Point Lighthouse
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Wolfe's Neck Woods State Park
- Spragues Beach
- Lost Valley Ski Area
- Head Beach
- Pebbly Beach
- Pebble Beach
- Narrow Place Beach
- Bear Island Beach