Family-friendly holiday rentals in Ossipee

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Ossipee family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment 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.
Superhost
Cabin in Bretton Woods
4.85 out of 5 average rating, 179 reviews

BC Fairytale cabin, hot tub, ice rink, pool passes

ScottRating, 5 stars5 months ago
Our stay at 1800BC (The Bear Cabin @ Moose Lodge) was awesome!!! We are a family of four with a dog that loves to travel New England for family adventures. The Bear Cabin met all of our expectations and we had a beautiful time skiing at Bretton Woods. This was a special cabin with beautiful woodwork, an awesome wood stove, plenty of space and a superb location. Just a short drive to Bretton Woods (2mns) and close to several to several restaurants on Rt 302 as well. There is Bretton Woods Market and Deli just down the road that can meet most needs as well. If you are a skiing family and want a peaceful yet close proximity to a cool mountain...The Bear Cabin is for you.
Guest favourite
Flat 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!!
Guest favourite
Apartment 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
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
Superhost
Chalet in Campton
4.9 out of 5 average rating, 378 reviews

Mountain cabin with views, privacy, and more.

MeetRating, 5 stars2 weeks ago
We had an amazing stay at Russ’s place in Campton, NH! The home is tucked away in a peaceful spot, surrounded by nature — perfect for anyone looking to relax and unwind. The privacy was top-notch, and everything was incredibly clean and well-maintained. You can truly feel the care put into the space. We had a great time and would definitely recommend it to anyone looking for a serene getaway!

Family- and pet-friendly home rentals

Guest favourite
Apartment in Wolfeboro
4.98 out of 5 average rating, 219 reviews

Elegant condo on the water in downtown Wolfeboro!

KathleenRating, 5 stars1 month ago
Bob was a great host! From my initial inquiry to payment, instructions, greeting, flexibility and the space itself were all terrific. We will be back!
Guest favourite
Guest suite in Ryegate
4.92 out of 5 average rating, 229 reviews

Secluded Paradise on the Connecticut River, VT

JatinRating, 5 stars3 weeks ago
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.
Guest favourite
Flat in Loudon
4.91 out of 5 average rating, 612 reviews

A - Farmhouse Apartment on a Cattle Farm

VanessaRating, 5 stars2 weeks ago
We absolutely loved staying here! It was only an overnight trip and we wished we could have stayed longer. Very friendly hosts, lots of room, nice character within the Airbnb- the main bedroom was beautiful and both bedrooms had great views of the farm on one side and the mountains on the other. They called down the cows so we could feed them bread and it was such a fun experience! Would definitely stay here again if in the area.
Top guest favourite
Cottage in Thornton
4.95 out of 5 average rating, 158 reviews

Cottage with antique charm view & river HSI Wi-Fi

JonRating, 5 stars3 days ago
The cottage was an excellent place to stay, a clean comfy environment with a wonderful yard.
Superhost
Home in Plymouth
4.81 out of 5 average rating, 690 reviews

Mountain River Spacious Country Stu

KellyRating, 5 stars1 week ago
We had a wedding to attend at The Barn on the Pemi. Vikis place is literally only a 4 min drive away! Great place to stay for any event here. Very peaceful !
Guest favourite
Cabin in Campton
4.9 out of 5 average rating, 189 reviews

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

Jose ManuelRating, 5 stars3 months ago
Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!
Top guest favourite
Flat in Jackson
4.97 out of 5 average rating, 562 reviews

Studio, pet friendly, river views, Jackson NH

KaylaRating, 5 stars3 days ago
We had a great stay in Jackson! There is a beautiful view of the river from the BNB and we felt right at home!
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.

Family-friendly home rentals with a pool

Guest favourite
Apartment 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!
Guest favourite
Flat 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.
Superhost
Home in Woodstock
4.82 out of 5 average rating, 382 reviews

White Mountains Ski and Golf Resort Home

ArjunRating, 5 stars3 weeks ago
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!
Top guest favourite
Apartment in Laconia
4.94 out of 5 average rating, 158 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

SandraRating, 5 stars2 weeks ago
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure
Guest favourite
Apartment 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
Apartment 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!
Superhost
Cabin in Mountain Lakes
4.92 out of 5 average rating, 165 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars3 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Guest favourite
Apartment 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!

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

  • Total rentals

    120 properties

  • Nightly prices starting at

    $51 SGD before taxes and fees

  • Total number of reviews

    4.7K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

Destinations to explore