Family-friendly vacation rentals in Kennebunkport

Hidden Gem! Owner was super helpful great location….close to lake and ski. Ran into an issue with the hot water and owner immediately fixed it. I’d stay at the house again in a heartbeat and work with this owner.

We had an amazing time, perfect unit, location was just WOW and Karen was so kind and helpful. Will be back for sure!!

I had just arrived at a nearby site to host family for my daughter's wedding. By 9:00 PM there was an issue requiring a new site—not easy as I needed a 1st floor bed for my elderly dad. Nicole answered immediately with helpful chat, making me feel less alone as airbnb resolved things. The clock was ticking to the wedding. John & Nicole were sympathetic, communicative, and got me in by 11:00 AM. The home was excellent! Handy with two 1st-floor bedrooms and one up a few steps. Checking in/out? Easy! The decor? Light and airy. The amenities? Up-to-date with SPARKLING bathrooms/kitchen/linens, washer/dryer, and TV. Very comfortable for me, my husband, my daughter's father, and my dad—with room for wedding prep and guests to gather comfortably at the generously-sized island and table. Limited stairs ended up being additionally important as I had a minor mishap the day of the wedding. I was thankful everything was so thoughtfully appointed and comfortable for me to regroup! Thank you!!!

We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.

Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!

The home was in a beautiful location and it was so peaceful to wake up and look out over the water. The beds were comfortable and there was lots of space for our group to hang out. The host was very accommodating and answered all our questions quickly. Highly recommend!

Or stay exceeded or expectations. We rented the place for my 60th birthday with seven other women! Everything was top notch, very clean, very comfortable very cozy. Everything we needed to cook was available the beds we are very comfortable. The bathrooms were clean organized. We could not have asked for anything more. This was one of the most organized, clean places easy accessible to town. Kennebunkport is stunning. I will definitely rent this place again. Thank you so much Tim for your kind hospitality and all your help and for the beautiful Maine goodies, you left us ! So thoughtful and sweet !

Amazing play for a family vacation. My little one loved the beach area and all the toys.

We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!

My daughter and I really enjoyed this condo. The surroundings are so beautiful and it’s right up the road from North Conway and Diana’s Bath. Love the pool and hot tub on property. The flooring in the condo felt a bit dirty, like it wasn’t swept/mopped the best before our arrival but everything else was clean and tidy. Hosts were very responsive. Would stay again

The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.

100 percent recommended!!

We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

This was our second stay at Jessica’s place in Freeport. It was everything she described and then some. The guys felt right at home and comfortable while working construction .in the area

We stayed here with our family for our wedding at castle in the clouds and this was the PERFECT location to get ready and relax before and after the wedding. It’s gorgeous, spacious, and Tamara is an absolutely lovely host and helpful when we had any questions. We booked the house across the street from her too for the wedding party and it was so nice to have a quiet family complex!

Very open and airy home in a quiet setting, great central location, and host was very kind, and responsive immediately with questions.

Place was dated but nice. We found it a little small for our family of 4. Overall is was a good place to stay if you aren't spending much time in doors.

I booked the house as a place for my family of 6 (4 adult children) and our black lab, to come together for Easter weekend. Since my boys live in Portsmouth we only needed 2 bedrooms and this house made the perfect getaway and place to host dinners. The house was spacious and very comfortable. We enjoyed the enormous fenced in yard all weekend. The host had many yard games which we played and our lab was so happy too. The fire pit was an added bonus for a night of s’more making. We truly had a wonderful time and the house really felt like home. Ps the stairs are fine once you get used to them. Rebecca was responsive and a wonderful host.

The ski in ski out at Pleasant Mountain is hard to beat for families. The hosts were super responsive and our party of 8 had a great time.

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!

Great stay at John’s home, very cozy with everything you need.