
Family-friendly vacation rentals in Ossipee
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Quick stats about vacation rentals that are family-friendly in Ossipee

Total vacation rentals
Explore 130 vacation rentals in Ossipee

Nightly prices starting at
Ossipee vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 4,550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Ossipee vacation rentals include wi-fi 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.

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!

Soak & Stay Hot Tub FirePit Game Room Leaf Peeping
Escape to this private renovated lakeside retreat, perfect for the whole family & dog! New Deck, Hot Tub, privacy fence. Thoughtfully designed for comfort and entertainment with fully stocked kitchen, new furniture /attached 1200sq ft barn/game room, XL washer/dryer. Pond with private dock & beach/swim raft, 32” Blackstone bbq, comfy beds, blackout shades, and ultra-fast WiFi. Smart TVs, games, a loft, dedicated workspace. ~1.5 hours north of Boston—your perfect getaway awaits! Gr8 Trout Fishin

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

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.

Peaceful Summertime Retreat: Private Horse Farm
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

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.

The Lake house
Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

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.

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.

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!

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.

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.
Popular amenities for Ossipee family-friendly rentals
Family-friendly home rentals with a hot tub

Luxe Lodge in the Woods! With Sauna & Hot tub

Luxury Year-round Hobbit House w/ private hot tub

Pet-friendly cabin with hot tub and beach access!

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

Secluded Cabin: Mountain View, Hot Tub + Fireplace

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Warm Lakefront Log Cabin · Hot Tub · Game Room

Newfound Lake Log Home | Hot Tub & Lake Views
Family- and pet-friendly home rentals

Farmhouse Retreat, Dog Friendly w/ view & deck

Little Bear Lodge | Cozy Log Cabin in the Pines

The Bear's Den: 40 acre Off-Grid Retreat +Gator

RiverPine Retreat - Clean & Bright Waterfront Home

Eclectic Lakefront Cottage on Great East Lake

Cedar Hideaway: Walk to Pond, 15m N. Conway

White Mt Retreat w/ Beach Pass, New Kitchen, W/D

Cozy Mountain Cabin for Quiet Getaway
Family-friendly home rentals with a pool

Great Condo near Gunstock, Lake Access & Concerts

Large vacation home with a view

Family friendly + Mountain Views @amountainplace

Come in & Cozy up in Waterville Valley Estates

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Marty'sBay-RetroCondo, Private Beach, Concert Path
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 900 | ﺩ.ﺇ 918 | ﺩ.ﺇ 911 | ﺩ.ﺇ 826 | ﺩ.ﺇ 900 | ﺩ.ﺇ 1,006 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 918 | ﺩ.ﺇ 970 | ﺩ.ﺇ 900 | ﺩ.ﺇ 892 |
| 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 |
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