Family-friendly holiday rentals in Kennebunk

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Popular amenities for Kennebunk family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest suite in Kittery Point
4.95 out of 5 average rating, 294 reviews

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!

KyleRating, 5 stars2 weeks ago
This is one of the best Air B&B experiences that we’ve had…beautiful place and surroundings, great amenities and personal touches, wonderful recommendations. Couldn’t have had a better time.
Superhost
Home in Tamworth
4.82 out of 5 average rating, 101 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

LeahRating, 5 stars1 week ago
The house was beautiful. The walk down to the dock was also wonderful, the lake is beautiful. We really enjoyed the hot tub as well!
Guest favourite
Apartment in Bartlett
4.89 out of 5 average rating, 262 reviews

Attitash Retreat

DarianRating, 5 stars6 days ago
This was our 2nd time staying at a unit hosted by ace on this resort and we will definitely return again! You get that private feel of a home with all the benefits of a hotel, not to mention beautiful Mountain Views when you step right out the door! Great location, 15 mins from Conway and we drove 30 min the other direction for the Mount Washington tour drive and we still wish we could’ve stayed longer. Our dog was more than welcome for a small pet fee. Highly recommend!!
Guest favourite
Condo in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars3 weeks ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Guest favourite
Apartment in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars2 days ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Guest favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 147 reviews

Luxury 6 bedroom Beach House 50 ft from beach

JacobRating, 5 stars3 weeks ago
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.
Guest favourite
Cabin in Carroll County
4.84 out of 5 average rating, 760 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

TroyRating, 5 stars1 week ago
House was worth the price, it’s in a great location , and the hosts were helpful and friendly.
Guest favourite
Cabin in Rochester
4.94 out of 5 average rating, 230 reviews

awesome private cabin

JoshuaRating, 5 stars3 weeks ago
Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

Family- and pet-friendly home rentals

Guest favourite
Apartment in Old Orchard Beach
4.93 out of 5 average rating, 199 reviews

The Upstairs Moose

StacyRating, 5 stars6 months ago
Normand and his wife were simply amazing. From the eggs and snacks that were waiting for us when we arrived to the homemade cookies on our check out. The place was very cozy and comfortable with tons of toys and games for kids and adults. Normand was very accommodating to any request and even helped me chase the puppies when they accidently got out. I would highly recommend this!
Top Guest favourite
Home in Kittery
4.96 out of 5 average rating, 105 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

CathyRating, 5 stars1 month ago
We instantly felt at home! Everything we needed was there, including things that I often bring with me because they aren't usually provided. Erin has set up this house the way you would if you lived there yourself--extra pillows, blankets, bathroom and kitchen towels, kitchen and laundry detergent. Basic spices, coffee and tea, sugar and creamer, every kitchen gadget and utensil. Bath products, night lights, beach chairs and towels. Even a bluetooth speaker and use of their Netflix account! All we needed were a few groceries and some sunshine to enjoy the outdoor spaces and seasonal game room. The house is spacious and charming! Their check-in and check-out methods are easy and they left ample info on how things work in the house and local restaurant and activity recommendations. This is a great location and home. I almost wish we had brought the kids...
Guest favourite
Home in Albany
4.82 out of 5 average rating, 451 reviews

Cozy Guest Suite in White Mountain National Forest

KeithRating, 5 stars3 weeks ago
Mary's place was great. Everything was exactly as described and Mary gave very clear instructions for check in and responded quickly to text messages. It was a very enjoyable stay.
Guest favourite
Home in Kittery
4.98 out of 5 average rating, 294 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

JakeRating, 5 stars5 days ago
Amazing host who made sure we had everything we needed for a great weekend with our toddler and dog. I would book again in a heartbeat.
Guest favourite
Yurt in Lyman
4.93 out of 5 average rating, 263 reviews

Fire Fly Yurts on Funky Bow Lane

MeganRating, 5 stars3 weeks ago
We had the best weekend here! Paul was so responsive and helpful. We enjoyed having the option to go down to his brewery and hear the live music or just hang out at the yurt / by the campfire! It was a quick drive to Kennebunkport too. We would love to come back, it was awesome!
Guest favourite
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.
Top Guest favourite
Apartment in Lee
4.93 out of 5 average rating, 164 reviews

In the country but near the action.

BaccRating, 5 stars1 month ago
Nice place, clean, comfy bed, very well stocked, had everything i needed for a month. I work from home, over the internet. My only recommendation to Alan and Martha is to fix the wifi which went down multiple times per day and disconnect me from my job and conference calls. The first 3 or so times it happened, i called & texted the 2 phone numbers that Alan provided (in a note on the fridge). I also left a voice mail and knocked on their front door. but i never heard back about my text or voicemail. Eventually I unplugged are re-plugged the antenna/router which fixed the issue most times. Sometimes you have to do it 2 or 3 times, but eventually it does work.
Top Guest favourite
Apartment in Dover
4.99 out of 5 average rating, 299 reviews

Cozy Loft in the Woods

RebeccaRating, 5 stars5 days ago
I’ve rented several places, and this was by far the best experience I’ve had. The home was immaculate and thoughtfully stocked with everything we needed—and more! The kitchen had all the essentials, plus extras like spices, condiments, and even butter, which we needed. The bathroom was equipped with shampoo, conditioner, and body wash, making our stay even more comfortable. The mattress was high quality and very comfortable, and having access to a washer and dryer was a huge bonus. Everything was perfect—highly recommend!

Family-friendly home rentals with a pool

Guest favourite
Condo in Bartlett
4.87 out of 5 average rating, 304 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars1 week ago
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^
Top Guest favourite
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars4 months ago
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.
Guest favourite
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars2 weeks ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Superhost
Cottage in Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.
Superhost
Home in Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Guest favourite
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months ago
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Superhost
Condo in Bartlett
4.82 out of 5 average rating, 123 reviews

Mt Washington Valley - Close to Story Land & more

ChrisRating, 5 stars6 months ago
We had a wonderful stay for a family vacation. Plenty of room for all 8 adults and baby, loved the large kitchen table for dinners and playing games. The place is just as described with both bathrooms downstairs, 4 separate sleeping areas and a nice warm gas fireplace. Just a helpful hint, the bedroom on first floor can hear family playing upstairs and walking around but honestly we would definitely stay hear again, it’s super clean and very comfortable beds and a great kitchen. Our family loved the recreation room across the street with a large indoor heated pool and 2 nice hot tubs.

Quick stats about holiday rentals that are family-friendly in Kennebunk

  • Total rentals

    560 properties

  • Nightly prices starting at

    $93 AUD before taxes and fees

  • Total number of reviews

    16K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Maine
  4. York County
  5. Kennebunk
  6. Family-friendly rentals