Kid-friendly holiday rentals in Madison

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Madison

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Kennebunk

4.89 out of 5 average rating, 204 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Superhost

Home in Conway

4.83 out of 5 average rating, 114 reviews

A Large Vacation Home with hot tub, game room +

My place is close to family-friendly activities, skiing, snowboarding, golf, shopping, hiking, restaurants, night life, shoe shoeing, ice skating, sleigh rides, tubing, Saco River tubing/canoeing, Echo Lake, Gondloa rides to summit, mini golf much more. You’ll love my place because of the quiet neighborhood, comfy beds, the kitchen, the hot tub and fireplaces and the space for large reunions and gatherings . My place is good for couples, business travelers, families (with kids), and big groups.

Guest favourite

Home in Naples

4.95 out of 5 average rating, 104 reviews

Paradise in the Lakes Region

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for summer vacations (beaches, water-sports, cookouts, galore), fall gatherings (stunning scenery) & winter ski trips (only 25 minutes to Pleasant Mountain) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Guest favourite

Cabin in Carroll County

4.84 out of 5 average rating, 745 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

Great location! .5 mile to scenic overlook! Central to all attractions, private yard, fire pit, wood stove, outdoor space, hot tub, new furniture, cozy mattresses & linens. Walk to ice cream & scenic overlook, less than 5 mins to Saco River path, Golf, North Conway Village, Whitaker Woods, scenic train station, coffee shops, shopping, skating, nightlife, restaurants, kayaking, skiing, adventure parks, sleigh rides (discounts available), skiing, story land, hiking, Outlets, snowshoeing, etc.

Guest favourite

Home in Carroll

4.94 out of 5 average rating, 161 reviews

Cozy Townhouse: Bretton Woods Mt. Washington Place

In the Mount Washington Resort (Bretton Woods) and near Cannon Mountain. Inviting four-season end-unit town home with warm ambiance, all the comforts you need, and great views. A mountain vacation getaway at a great value. Modern kitchen, comfortable dining and living room with fireplace. Four bedrooms, three floors, each with private bathroom (three full, one with shower). Large entertainment / recreation room for the family, outside deck with seating to enjoy the wildlife and a grill.

Guest favourite

Apartment in Lincoln

4.96 out of 5 average rating, 160 reviews

Gorgeous River & Loon Mountain View Studio Condo

Cozy Studio Condo in hotel resort community sleeps 3. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy Lovely views of the mountain and Pemi River! You'll love the nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.

Guest favourite

Home in Conway

4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Guest favourite

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Guest favourite

Chalet in Bartlett

4.92 out of 5 average rating, 277 reviews

Chalet in the Sky| NorthConway+StoryLand| Outlets

This gorgeous 2-bedroom chalet, styled by the Homme team, is the ultimate mountain escape! Tucked away in North Conway’s White Mountains, it’s great for families, friends, or ski enthusiasts. Take in stunning views, free onsite parking, modern comforts, and quick access to top area attractions for a getaway to remember! 🌿✨ 🎢 Story Land - 10 min 🌿 Diana’s Baths - 10 min 🚠 Mt. Washington Auto Rd - 35 min 🏞️ Echo Lake State Park - 15 min See below to learn more!

Superhost

Townhouse in Bartlett

4.85 out of 5 average rating, 105 reviews

Spacious Family Vaca Storyland*Saco*Close to all!

Your family will be close to everything when you stay at this spacious, centrally-located place. Pool access to renters. Popular Game room just added! Less than 10 minutes to Storyland and North Conway Center, and 40 minutes to Santa’s Village. Great access to Cranmore and Attitash for Skiing, town of Jackson, and numerous hiking trails. Access to Saco River just steps away! Wonderful space for the whole family, multiple areas to spread out. Brand new fire place.

Guest favourite

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 210 reviews

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.

Guest favourite

Apartment in Lincoln

4.92 out of 5 average rating, 167 reviews

Cute Resort Studio Apt with Pool, hot tub at Loon

Relax with the whole family at this peaceful place to stay. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.