
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.

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
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
Cozy Mountain Cabin for Quiet Getaway
Welcome to our Ossipee cabin! It's the perfect space for a relaxing vacation away from the hustle and bustle. Located on a quiet street, you have access to various attractions within a short distance. You can enjoy public swimming at nearby Conner Pond, there are many close by hiking trails, including Bayle Mtn or Chocorua, improve your golf game at Indian Mound Golf Club, hit the slopes at King Pine Ski Area, visit the shops/restaurants in North Conway and end your day sitting by the fire-pit.
4.98 out of 5 average rating, 43 reviews
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, 126 reviews
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
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
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
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
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
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
The Village House
Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.
4.9 out of 5 average rating, 202 reviews
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 reviewsPopular amenities for Ossipee family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous Log Cabin • 1 Min to King Pine • Hot Tub
4.98 out of 5 average rating, 214 reviews
Pet-friendly cabin with hot tub and beach access!
4.9 out of 5 average rating, 184 reviews
Lake Front Log Cabin · Hot Tub · Arcade · Fire Pit
4.82 out of 5 average rating, 119 reviews
Luxury Year-round Hobbit House w/ private hot tub
4.92 out of 5 average rating, 132 reviews
Chocorua Lakefront HotTub,Fireplace, Swim,Hike,Ski
4.82 out of 5 average rating, 126 reviews
Hale Pau Hana
4.99 out of 5 average rating, 99 reviews
Secluded Cabin: Mountain View, Hot Tub + Fireplace
5.0 out of 5 average rating, 105 reviews
Luxe Lodge in the Woods! With Sauna & Hot tub
4.94 out of 5 average rating, 120 reviewsFamily- and pet-friendly home rentals

Farmhouse Retreat, Dog Friendly w/ view & deck
4.96 out of 5 average rating, 101 reviews
Comfortable chalet in Tamworth, walk to lake
4.89 out of 5 average rating, 105 reviews
Cedar Hideaway: Walk to Pond, 15m N. Conway
4.93 out of 5 average rating, 229 reviews
20 Mile Bay - Tuftonboro - Lake View Pet friendly
4.94 out of 5 average rating, 124 reviews
Cabin in the Pines, Lakes Region / White Mountains
4.79 out of 5 average rating, 225 reviews
Rustic Mountainside Chalet
4.89 out of 5 average rating, 140 reviews
White Mt Retreat w/ Beach Pass, New Kitchen, W/D
4.97 out of 5 average rating, 340 reviews
RiverPine Retreat - Clean & Bright Waterfront Home
4.84 out of 5 average rating, 195 reviewsFamily-friendly home rentals with a pool

1840 Meredith Farmhouse w/ outdoor Sauna & Pool
5.0 out of 5 average rating, 101 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
4.97 out of 5 average rating, 199 reviews
Large vacation home with a view
4.89 out of 5 average rating, 158 reviews
Stunning 2BR with Mountain Views | Nordic Village
4.99 out of 5 average rating, 168 reviews
Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
5.0 out of 5 average rating, 105 reviews
Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6
4.93 out of 5 average rating, 128 reviews
Family friendly + Mountain Views @amountainplace
4.96 out of 5 average rating, 404 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
4.96 out of 5 average rating, 158 reviewsWhen is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €213 | €218 | €216 | €196 | €213 | €239 | €240 | €242 | €218 | €230 | €213 | €212 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with lake access Ossipee
- Beachfront rentals Ossipee
- Rentals with a kayak Ossipee
- Cottage rentals Ossipee
- Waterfront rentals Ossipee
- Pet-friendly rentals Ossipee
- House rentals Ossipee
- Family-friendly rentals Carroll County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Tenney Mountain Resort
- Franconia Notch State Park





