
Family-friendly vacation rentals in Ossipee
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Top-rated family-friendly rentals in Ossipee
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Popular amenities for Ossipee family-friendly rentals
Family-friendly home rentals with a hot tub

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!

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub
We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!

Spectacular log home with private pool and hot tub
This was the third time our family used Tim's house. I can't say enough about how absolutely wonderful it is to be there! It's a good sized house with plenty of room for everyone. The pool and (new) hot tub are SO relaxing! The beds are comfortable, and this year we took advantage of the fireplace, which added a new level of relaxation. Once we arrive, we stay put! If you are looking for a GREAT place to step out of the world for a bit, THIS is the place to be!

White Mountain Bliss on 33 Acres
Staying at Adley’s place was a pleasure. Even without the snow-covered landscape we were hoping for this proved as cozy and peaceful as it looks. Very spacious and comfortable, beautiful views from all living areas, well-equipped kitchen, I can only recommend!

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!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Peaceful Condo Near Storyland & Attitash Skiing
Very clean and relaxing place. Felt like home and will definitely visit back again. The host is very responsive and had clear instructions of everything.
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!

Sunday River Bethel Village ! Walk to Restaurants
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!

Tom’s Cabin The Place to be on Lake Winnipesaukee
Me and my party enjoyed every minute of our stay at Tom’s cabin! The cabin itself was spacious, cozy, and clean. The surroundings were also beautiful, right next to a nice neighborhood and lake. Thomas was a fantastic host and was extremely friendly and helpful. He was always there to answer questions and help out when needed. Overall, amazing trip and I would 100% go back!

Ski-In/Ski-Out Attitash! Base of Abenaki Quad!
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.

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.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Mountain View Chalet
Airbnb Review: A Perfect Getaway! ⭐⭐⭐⭐⭐ I recently had the pleasure of staying at this wonderful Airbnb, and I can confidently say it was one of my best experiences yet! The great location made it easy to explore the surrounding area while also providing a peaceful retreat. The gorgeous views of the mountains were simply breathtaking, and I found myself mesmerized by the scenery right outside the window. The space was clean and well-stocked with everything we could possibly need, from hot dog skewers to coffee, mustard, shampoo, and even a toothbrush! It truly felt like a home away from home. The comfortable space offered plenty of room for relaxation, but my favorite feature was the outdoor screened-in porch. It gets excellent afternoon sun, making it the perfect spot to unwind. I loved lounging in the hammock chairs under the porch while soaking in the stunning landscapes. To top it all off, the thoughtful welcome basket with syrup, chips, and water was a delightful surprise that mad
Family-friendly home rentals with a pool

Updated Modern Condo at The Seasons
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
This is the third time I've rented this property which in itself says volumes. It's a beautiful loft condo in a beautiful setting that has three separate bedrooms /sleeping areas, each with its own full-service bathroom. Because the unit exists within a larger condo community, guests have access to a both an indoor and outdoor swimming pool, jacuzzi and common games and social area with billiards. Located just a few miles (two exits) south of the Kancamangus Highway (and Loon Mountain), Jason and Becca's place at the Jack 'O Lantern complex is a truly great find, whether you're a family, couple, or "couple of couples" :D

Million Dollar View w/ kitchenette
We arrived to find an issue but we reached out to Sheri and she responded immediately and took care of it. We were extremely pleased with her customer service. We were in the area for a concert. Location was fabulous - 6 miles from the concert venue parking lot. Condo had everything we needed. Got a great night’s sleep. The view is amazing. We would definitely stay again and would recommend it if you are heading to a concert at BNH Pavilion.

Luxury Condo Mins to White Mountains & Lincoln
This was the perfect spot to enjoy some time with friends! The accommodations were very comfortable and it was plenty of space for two families. The kids enjoyed the pool and game room. I would definitely recommend and will stay again!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

Across from Storyland & in the Heart of the Mtns
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

Sunny unit with views of slopes, use of pool
Awesome host and place! The interior design is beautiful and we greatly enjoyed our stay :) Would love to come back

Hilltop View Lodge - White Mountains, NH
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
Quick stats about vacation rentals that are family-friendly in Ossipee
Total rentals
120 properties
Nightly prices starting at
$55 CAD 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
- Wells Beach
- Sebago Lake
- Squam Lake
- Scarborough Beach
- Loon Mountain Resort
- York Harbor Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Pats Peak Ski Area
- Owl's Nest Resort
- Wildcat Mountain
- Ragged Mountain Resort
- Long Sands Beach
- Purity Spring Resort
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- East End Beach
- King Pine Ski Area
- Tenney Mountain Resort