
Family-friendly holiday rentals in Ossipee
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Top-rated family-friendly rentals in Ossipee
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Family-friendly home rentals with a hot tub

Attitash Studio | 5min to Storyland| Pools
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 ^-^

Quiet Condo Close to Shopping and Attractions
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!

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit
Wished we did more than one night at Scott's place! It's definitely equipped to spend more time. The two full bathrooms was a huge plus and the first floor one was super private for added comfort. Excellent water pressure, the hot tub was pristine and maintained, and so was the sauna. Despite the hot weather we used both and loved this perk! Bed in the main bedroom (the only one we used) was very comfortable and felt clean. Having to do laundry in the morning was a bit non-vacation-y feeling but easy enough. Great stay overall!

Bartlett N. Conway, NH condo ski near Storyland
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!

Riverfront Luxury in the woods, Million $ Views.
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

Fun & Fabulous Getaway
We had a great time at this Airbnb! Beautiful views especially if you wake up early enough to watch the sunrise in the master bedroom. Close to many amenities but honestly there's plenty to do at the house with the hot tub, games, air hockey and foosball. Plenty of sleeping space too!

Maine Lakes Region house (private hot tub)
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.

awesome private cabin
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

Elegant condo on the water in downtown Wolfeboro!
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!

Sweet 2 bedroom apartment
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

A - Farmhouse Apartment on a Cattle Farm
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.

Cottage with antique charm view & river HSI Wi-Fi
We loved our stay! It ended up being a rainy weekend so we really enjoyed all the little extras the cabin had to offer - especially the crafting cabinet! The house has all these little helpful notes about how best to enjoy the house and your stay. The backyard is beautiful, the kitchen had great little additions (we always forget olive oil!). The beds were comfortable, our kids loved the bunk bed room. The location is great, close to local shops and small treasures but also near big chains should you need a specific item. The house really makes the most of the space. We will definitely be back!

Mountain River Spacious Country Stu
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 !

Studio, pet friendly, river views, Jackson NH
Highly recommend for a couple looking for a weekend getaway. My wife and I had a lovely stay here. We were in town for a wedding in Jackson and this was a perfect location only 7 mins up the road (gorgeous backroad drive). Check-in was easy, Barbara was lovely to communicate with, and accommodations were exactly what we needed. Cute little studio with everything we needed (kitchen, bathroom, comfy bed) and a beautiful view of the river and mountains. Very peaceful stay and would definitely stay again if ever back in town. Thank you, Barbara!

Lake view home steps from the beach
We had the most incredible stay! House was much better than we expected, the pictures don’t do the house justice, it’s beautiful!

Mountain View Chalet
The mountain Chalet was great! I had a nice and peaceful stay up there with my dog! When we arrived there was an adorable welcome basket with stuff for both of us! The chalet was adorable and had everything we needed for the weekend! We loved hanging in the sun porch and playing in the backyard. The location was also great close to a lot of walking trails and hikes. I would definitely recommend staying here!!
Family-friendly home rentals with a pool

Upscale retreat w/ panoramic White Mountain views
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!

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

Storyland, golf, hiking, kayak and more
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.

White Mountains Ski and Golf Resort Home
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!

Addie Shack in the White Mountains
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure

Across from Storyland & in the Heart of the Mtns
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

Intimate Garden Style Condo with Mountain Views
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
₹3,443 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
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Franconia Notch State Park
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Palace Playland
- Ferry Beach