Family-friendly vacation rentals in Ossipee

Find and book unique family-friendly homes on Airbnb

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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Guest favorite

Cabin in Tamworth

4.9 out of 5 average rating, 438 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Mountainside Cabin with Sweeping Mountain Views! A great escape with total privacy. Wood Fired Sauna on the premises! Relax by the Giant Fire Pit overlooking the Mountains! Head up to North Conway or to Mt. Washington or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Yes! *Pet Fee Applies! *Additional Fee for Sauna

Sep 10 – 17

ﺩ.ﺇ581 per night

Superhost

Home in Wolfeboro

4.88 out of 5 average rating, 190 reviews

Mountain Views & Animals near Winnipesaukee!

Wolfeboro 260 year old farm! Enjoy private 3 bd 2 bth incl. linens, towels and a full kitchen with pots/pans and utensils. Plenty of room for whole family or multiple couples! Enjoy hiking, skiing, swimming, boating, historic sites, museums and much more. The beautiful lakes region offers endless fun activities for every season! Only 7 min away is everything you need grocery, gas, pharmacy, and coffee. Enjoy farm life without hard work! Donkeys, alpacas, sheep, and more! Baby goats & puppies!

May 18 – 25

ﺩ.ﺇ833 per night

Guest favorite

Home in Eaton

4.96 out of 5 average rating, 283 reviews

White Mt Retreat with Newly Renovated Kitchen

Get away from it all in our lovely, spacious home with its new kitchen, in Eaton Center, just 5 minutes to Crystal Lake and the Eaton Village store/cafe, and 15 min to the shops and restaurants in North Conway. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home with two living areas is great for privacy and working remotely. Enjoy skiing at local peaks, hiking beautiful trails, warming in front of our fireplace or shopping in town. We are owner-operated

Sep 16 – 23

ﺩ.ﺇ1,030 per night

Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

Mar 5 – 12

ﺩ.ﺇ448 per night

Guest favorite

Loft in Barrington

4.96 out of 5 average rating, 491 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Dec 13 – 20

ﺩ.ﺇ348 per night

Superhost

Cottage in Freedom

4.79 out of 5 average rating, 442 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Mar 1 – 8

ﺩ.ﺇ554 per night

Guest favorite

Home in Albany

4.81 out of 5 average rating, 372 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Oct 4 – 11

ﺩ.ﺇ275 per night

Guest favorite

Guesthouse in Wolfeboro

4.98 out of 5 average rating, 178 reviews

A charming loft Barn that sleeps 5.

Our 3000 sq ft renovated, rustic loft barn is located on 70 acres, very private, yet 2.5 miles from downtown Wolfeboro. Our barn sleeps 5, has full kitchen, bar, pool table, 65 inch TV and bath with shower. The barn has 1 double & 4 single beds, one set of single beds can be converted into a king upon request prior to stay. A perfect place to hang out with a few friends. Minimum age of primary renter 25. MAX 5 guests staying, please do not book if you have more. No parties.

Oct 6 – 13

ﺩ.ﺇ1,180 per night

Guest favorite

Apartment in Jackson

4.97 out of 5 average rating, 504 reviews

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Nov 24 – Dec 1

ﺩ.ﺇ485 per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Jul 30 – Aug 6

ﺩ.ﺇ436 per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 361 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Oct 12 – 19

ﺩ.ﺇ671 per night

Guest favorite

Apartment in Plymouth

4.92 out of 5 average rating, 510 reviews

Cozy Apartment close to downtown and PSU

Our place is walking distance to PSU, downtown and the Flying Monkey Theater. You’ll love our place, the apartment has been completely renovated and it is fully stocked for your convenience. Very quaint, clean, clean ,clean and the amenities of home. Bed is super comfy as that is what we look for when we travel! Smart TV, cable and kitchen fully stocked for cooking. This will be your own little home for your stay!

Jul 29 – Aug 5

ﺩ.ﺇ453 per night