
Family-friendly holiday rentals in Ossipee
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Top-rated family-friendly rentals in Ossipee
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Ossipee family-friendly rentals
Family-friendly home rentals with a hot tub

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

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.

Attitash Retreat
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!!

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!

Large vacation home with a view
The house was amazing, the view off the back porch was gorgeous so many things to do around the house. Very responsive to questions, place was so clean looked exactly like how it was described. All around such an amazing experience can’t wait to go back!!

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!

Fun & Fabulous Getaway
Nice clean comfortable home not far from the lake and area attractions

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.
Family- and pet-friendly home rentals

Large and lovely mountain cabin near North Conway
We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!

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!

Tenney/Rumney Ski Townhouse, White Mountains, NH
This was the perfect overnight stay for my family! My husband and I were attending a wedding at the Barn on Pemi and it was the perfect driveable distance. The house has 3 ample size bedrooms, two of which had their own bathrooms. This was HUGE. Lots of sitting room to relax and Justin was extremely responsive. Highly recommend!

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
The cottage was an excellent place to stay, a clean comfy environment with a wonderful yard.

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 !

Cozy Cottage w/ Mountain Views & Two Outdoor Decks
Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!

Studio, pet friendly, river views, Jackson NH
We had a great stay in Jackson! There is a beautiful view of the river from the BNB and we felt right at home!
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!

★Spacious, Updated, Beautiful Condo @ The Seasons★
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.

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!

Luxury Condo Mins to White Mountains & Lincoln
Great and peaceful area. My family and I enjoyed our stay. Everything is super close, we enjoyed the scenery.

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
Great stay! Very responsive host with awesome local recommendations that really made the trip. Would definitely come back!

Spectacular log home with private pool and hot tub
My group had a wonderful time staying at Tim's place, pictures do not do this place justice will definitely be recommending and possibly returning as well

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
$62 AUD 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
Wi-Fi availability
120 properties include access to Wi-Fi
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Attitash Mountain Resort
- Bear Brook State Park
- Franconia Notch State Park
- Diana's Baths
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Palace Playland
- Dartmouth Skiway