Family-friendly holiday rentals in Ossipee

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 130 holiday rentals in Ossipee

  • Nightly prices starting at

    Ossipee holiday rentals start at €78 per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Ossipee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ossipee rentals

  • 4.9 Average rating

    Ossipee stays are highly rated by guests – averaging 4.9 out of 5!

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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Top guest favourite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield

Gorgeous Romantic Lakefront Getaway

Guest love the tranquility of our place and enjoy all that the lake has to offer from frolicking in the water, swimming, kayaking, fishing in the season to skating, snowshoeing, snowmobiling to ice fishing in the winter. They also love how well stocked our house is from the extensive spice rack to condiments, tea & coffee pods, foil, clingwrap, ziplock bags to everything you might need to cook sumptuous meal for your family and to the extra effort we put in to give you a clean place to enjoy.

4.99 out of 5 average rating, 120 reviews
Guest favourite
Home in Freedom

Private lake access, cozy retreat, skiing, shops

Nestled lakeside on crystal clear Ossipee Lake with stunning mountain views, "The Pancake House" blends rustic charm with modern luxury. Enjoy your private beach with kayaks, outdoor shower, and full outdoor kitchen. Inside: game room, movie projector, TV, Wifi, full laundry, 4 beds and three living spaces for ultimate relaxation. Perfect for families seeking adventure and tranquility—centrally located to North Conway, hiking, skiing, and White Mountain attractions. Your lakefront escape awaits!

4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Wakefield

Cozy Lakefront Log Cabin•Year Round Family Retreat

Step into paradise at gorgeous Belleau Lake! Breathtaking water views are the perfect backdrop to your stay in this newly renovated home during any season. Drink them in from the house, the screened porch, deck, backyard firepit, and beach! Enjoy the gentle breeze from the hammock or the rocking chairs on the dock, or fish, swim, kayak, SUP & more in summer. Fall foliage, winter skating or sledding, & spring blooms means there's no bad time to visit! Sunrises, sunsets, and core memories await!!

5.0 out of 5 average rating, 26 reviews
Top guest favourite
The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.
Flat in Wakefield

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

4.98 out of 5 average rating, 127 reviews
Top guest favourite
A white horse stands calmly behind a white wooden fence, with verdant green grass surrounding it. The background consists of lush trees, contributing to a serene rural landscape. Soft sunlight illuminates the scene, highlighting the horse's graceful form.
Guest house in Wakefield

Peaceful horse farm retreat

Gorgeous foliage views from the big bay window. A nice 1 mile walking trail. A full kitchen to make homemade meals. A large TV to settle in and relax. A workspace if needed. Laundry. Extra space could be used for storage/air mattress/kid space. Come experience farm life and let us know if you want a visit with any of the animals. Horses, chickens & dogs. Our place is a perfect getaway for a couple or small family. Escape the busy city noise. Relax at our firepit and check out the stars

4.99 out of 5 average rating, 114 reviews
Top guest favourite
Home in Wakefield

Enjoy Fall Foliage at the Lake

Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

4.97 out of 5 average rating, 112 reviews
Guest favourite
The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.
Home in Freedom

Our Mountain Retreat – Lake Ossipee Access

Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

4.9 out of 5 average rating, 123 reviews
Top guest favourite
A serene lakefront scene captures a wooden dock extending into calm waters, reflecting vibrant orange and pink hues of a sunset. Silhouettes of trees and a distant hill frame the tranquil setting, creating a peaceful atmosphere for relaxation.
Cottage in Ossipee

Peaceful Ossipee Lake Cottage Private Beach/Dock

Enjoy making memories at our cottage steps from Leavitt Bay on Ossipee Lake, one of the prettiest lakes New Hampshire has to offer. Swim, kayak, and fish right from the property's dock on your own private beach. You can use our kayaks or bring your own boat! Listen to the loons, watch the eagles soar, and roast marshmallows by the fire. Find all of this and more at this cozy lakefront cottage featuring 2 BR, 1 BA with beautiful panoramic lake & mountain views.

5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Wakefield

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

4.98 out of 5 average rating, 210 reviews
Top guest favourite
Cottage in Wolfeboro

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace

Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!

4.97 out of 5 average rating, 145 reviews
Top guest favourite
Home in Freedom

Kirkland Cottage (2 minutes from Ossipee Lake)

Welcome to Kirkland Cottage - great base for all New Hampshire has to offer! We’re a two minute drive from Ossipee Lake and right near the White Mountains, so you can explore lakes, mountains, and hiking trails. We are only an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.

4.96 out of 5 average rating, 113 reviews
Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A mural of mountains and a lake provides a scenic backdrop. Natural light fills the room through a large window with sheer curtains, complemented by light wooden flooring and a textured area rug.
Cottage in Wakefield

Lake View Cottage / Fenced in Yard / Pet Friendly

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

4.93 out of 5 average rating, 228 reviews

Popular amenities for Ossipee family-friendly rentals

When is the best time to visit Ossipee?

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