Family-friendly vacation rentals in Madison

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Madison

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

Jul 21 – 28

G$37,409 GYD 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 27 – Oct 4

G$58,571 GYD 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 4 – 11

G$25,468 GYD 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.

Nov 11 – 18

G$19,778 GYD per night

Superhost

Cottage in Freedom

4.78 out of 5 average rating, 441 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.

Dec 20 – 27

G$33,200 GYD per night

Guest favorite

Home in Albany

4.81 out of 5 average rating, 371 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 19 – 26

G$15,658 GYD 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.

Mar 28 – Apr 4

G$27,065 GYD 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.

May 7 – 14

G$24,770 GYD per night

Guest favorite

Chalet in Madison

4.92 out of 5 average rating, 212 reviews

Eidelweiss Chalet/1 min walk to pond/playground

Please read our Coronavirus cleaning update. Quaint and cozy chalet located about 5 minutes from Conway and the hub of the White Mountains. As you pull into our neighborhood you notice several chalets on a paved road, winding up and over hills. Pull into our large carport to find our two level chalet that you have rented. The sounds of the babbling brook greet you as you exit your car with the inviting seating on both decks.

Feb 23 – Mar 2

G$32,403 GYD per night

Guest favorite

Home in Center Harbor

4.98 out of 5 average rating, 235 reviews

Guest House in the Woods

This is a new guest house set on the edge of the woods with beautiful light, privacy, peace and quiet. There is a small beach for use by Center Harbor residents and guests on Squam Lake, a 10 minute walk away. With a secluded back porch, wood burning stove for winter use only (wood provided), fire pit and a lawn out front, this is an amazing place to get away and relax

May 7 – 14

G$35,341 GYD per night

Guest favorite

Treehouse in Conway

4.96 out of 5 average rating, 556 reviews

Tree House at the Shire

This quaint, rustic, little cabin in the trees was designed for a true get away. If the desire is to unplug and get back to basics, this retreat is for you. Rural yet 15-20 minute drive to North Conway. Take advantage of outdoor living, whatever your passion. 2021 Top wish listed property on Airbnb for the state of NH

Apr 8 – 15

G$29,336 GYD per night

Guest favorite

Apartment in Chocorua

4.81 out of 5 average rating, 195 reviews

Sweet 2 bedroom apartment

Our 2nd floor apt. in a 200 year old New Englander is located in a charming village with a millpond, waterfall, park and dam just across the street. Located between the mountains and the Lakes Region this homey place sleeps 2 - 4 with kitchenette, 2 bedrooms, LR and bath.

Dec 9 – 16

G$31,500 GYD per night