Family-friendly holiday rentals in Freeport

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Freeport family-friendly rentals

Family-friendly home rentals with a hot tub

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 ^-^
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 stars1 week 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.
Top Guest favourite
Apartment in Falmouth Foreside
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars1 week ago
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.
Guest favourite
Apartment in Bartlett
4.89 out of 5 average rating, 262 reviews

Attitash Retreat

DarianRating, 5 stars4 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!!
Superhost
Cabin in Jackson
4.81 out of 5 average rating, 983 reviews

Cozy Wooded Cabin/private hot tub/fireplace/river

BrianRating, 5 stars1 week ago
This is the second time we have stayed here and it was just as great as the first! The area is secluded and quiet. The cabin is well taken care of and the perfect place to stay and relax in the area. We appreciate you!
Guest favourite
Guesthouse in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
Guest favourite
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
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

Superhost
Yurt in Durham
4.97 out of 5 average rating, 100 reviews

Zen Den Yurt at Maine Forest Yurts

JaymeRating, 5 stars3 weeks ago
We had another wonderful stay at the Zen Den Yurt! Bob and Page are great hosts and very helpful and informative with communication. This is such a beautiful location and an excellent place to rest and recharge. We look forward to our next visit!
Guest favourite
Apartment in East End
4.87 out of 5 average rating, 1,035 reviews

Private Hill Top Apartment/w One Car Driveway

AmyRating, 5 stars4 days ago
This was a perfect stay for our 2 days in Portland. We could walk everywhere from the apartment. There were plenty of options for restaurants nearby.
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
Cabin in Boothbay
4.95 out of 5 average rating, 445 reviews

Simple Boothbay Log Cabin on Water

DuncanRating, 5 stars3 weeks ago
Words literally cannot explain the feeling you get when you step onto this property. Picture perfect piece of heaven. I've never cried leaving a place before, that's the impact it had on me. I left a piece of my heart in that cabin. Already planning to go back. 🤙✌️💚
Top Guest favourite
Home in Wayne
4.94 out of 5 average rating, 213 reviews

Peaceful Getaway at The Ledges

JeffreyRating, 5 stars8 months ago
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna
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.
Guest favourite
Home in Newcastle
4.91 out of 5 average rating, 201 reviews

Rustic Farmhouse at Oxbow Brewery

CatherineRating, 5 stars3 weeks ago
My husband and in-laws and I and our two dogs stayed for a long MDW. The weather did not cooperate but did not hinder us. Especially staying at this Airbnb on the beautiful Oxbow Brewing property. In fact the coziness of the space made a rainy day even more fun. We were visiting for the racetrack and location was excellent for privacy and also close to local attractions. Wish we had more of a group to experience the space with us, it was really special!
Superhost
Condo in Downtown Portland
4.77 out of 5 average rating, 690 reviews

Modern Condo, Victorian Charm. Walk To Everything!

SompurnaRating, 5 stars3 weeks ago
Super cute apartment in a great location and very responsive host! The apartment was clean and well stocked, and the Steve was very kind and responsive. He was also able to accommodate a very early check-in for us which was greatly appreciated. The location was great for getting around Portland. Our only complaint was that the free parking was not as easy/available as we had hoped, but the host did a great job compiling a list of other (paid) parking options. Overall loved it and highly recommend, just consider that you may have to pay for parking.

Family-friendly home rentals with a pool

Guest favourite
Condo in Glen
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
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!
Superhost
Condo in Newry
4.68 out of 5 average rating, 243 reviews

Slopeside Sunday River Condo Brookside 2A210

AlexanderRating, 5 stars1 month ago
Great place to stay with an awesome view of white heat!
Guest favourite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars3 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 stars1 week 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
Guest favourite
Condo in Glen
4.92 out of 5 average rating, 462 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars4 weeks ago
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great
Guest favourite
Condo in Glen
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
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!
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!
Guest favourite
Condo in Bartlett
4.83 out of 5 average rating, 275 reviews

Peaceful Condo Near Storyland & Attitash Skiing

MickendyRating, 5 stars2 weeks ago
very peaceful, nice place to have a good moment

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    4K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 properties include access to Wi-Fi

Destinations to explore