Family-friendly vacation rentals in Madison County

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Top-rated family-friendly rentals in Madison County

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

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Superhost

Cabin

5 out of 5 average rating, 4 reviews

The Cottage - Great Views! Private, quiet, Clean

Kick back and relax in this private space. A few minutes outside of Dillon Montana, The Cottage is a nice quiet spot for you to stay! Our places are clean, comfortable and affordable. The Cottage is a renovated, rustic, one-level cabin. Master has queen bed and bathroom. Second bedroom has one queen and one XL twin bed. Extra room has a 2nd XL Twin. 2nd full bath off the large, country style kitchen. Big outdoor areas to enjoy the views. Enjoy the sunset, over the mountains, on the porch.

Guest favorite

Home

4.98 out of 5 average rating, 56 reviews

The “King Fisher” - quiet and peaceful property

This country home is rather private and a 1/4 mile off the HWY 287 (quiet HWY @ night). A creek runs through it at the backside of the property, giving the sound of water flowing - great to sleep with. It has a sense of peace and quiet and is a wonderful place to be able to relax. There is beauty in all seasons. You might see deer, elk, moose, antelope, fox, porcupines, wild turkeys, bald eagles, other birds, and many other animals. Couples, families, and friends will thoroughly enjoy it.

Superhost

Condo

4.83 out of 5 average rating, 139 reviews

Cozy 2BR/2BA Condo at Big Sky Resort

This private condo is just off the slopes of Big Sky Resort. A fun colorful space fully furnished and filled with art and photography created by the owner. It is the perfect place to stay for adventures in Big Sky and Yellowstone National Park. Views of the 11,166 ft. Lone Peak from all rooms create magical moments every time you look out the window. Fully updated with comfortable beds, high-end linens and hosts willing to do whatever it takes to make your time in Montana wonderful!

Guest favorite

Condo

5 out of 5 average rating, 145 reviews

Slope-Side Stillwater Studio At Resort Base Area

This home is located in the base area at Big Sky Resort. This cozy studio hosts all the modern amenities guests are looking for; including WiFi, Smart TV, full bathroom with basic necessities, king bed with twin trundle, coin-operated laundry on-site, and more! The fully equipped kitchen with brand new appliances is great for making meals, quick lunches, or enjoying cocktails after a long day of exploring. Only a one hour drive to Yellowstone Park via the West Yellowstone entrance!

Superhost

Rental unit

4.88 out of 5 average rating, 164 reviews

Big Sky Resort and Lone Peak Views

Amazing Lone Peak views! Enjoy staying in Big Sky, Montana within walking distance to the ski resort. Take a drive to Yellowstone National Park just one hour away. This second floor, newly renovated two-bedroom, two-bath condo is the perfect basecamp for family and friends looking to stay at Big Sky Resort. With world-class skiing, snowboarding, and dogsledding an endless amount of activities awaits. After all your adventures, you will be happy to call this condo "home."

Guest favorite

Farm stay

4.97 out of 5 average rating, 73 reviews

Blacktail Inn & Stables

Spacious bedrooms, featuring comfortable rustic beds and custom tiled bathrooms. The two master suites are setup with king beds but can convert into two twins when larger groups (up to 7) stay. The expansive kitchen is perfect for hosting friends and family, and the large common area allows you to relax by the fire or watch TV. The wrap-around deck provides a beautiful panoramic view of the valley and surrounding mountain ranges. Perfect for BBQs!

Superhost

Cabin in Silver Star

4.85 out of 5 average rating, 114 reviews

Cottonwood Cabin

This beautiful hand hewn cabin of cottonwood logs from the banks of the Bighole river is located 400 feet off the county road nestled in a patch of cottonwoods, providing a peaceful, shaded, and private setting with deer, moose, sand hill cranes, and herons. It is within walking distance to fishing on the Jefferson River. Also near the Ruby, Bighole, Beaverhead, and Madison rivers. There is also private fishing in a spring creek on the ranch.

Guest favorite

Cabin in Alder

4.92 out of 5 average rating, 51 reviews

The Garden Haus

Charming historic log cottage, newly remodeled. Nestled in a rural agriculutural neighborhood, the old historic Ruby Town, with enclosed private backyard and garden. Connect with the natural world and inspire your artist within! Delight in the vintage details and history of the house: 1 king, two twins, and a large open studio space. Enjoy soaking in the vintage tub, dining in the enclosed porch, and eating straight from the garden!

Guest favorite

Cabin

4.97 out of 5 average rating, 231 reviews

River Stone Cabin

The River Stone Cabin is a modern Montana cabin with internet access that sits next to the South Boulder River. The Cabin is comfortable and warm with bright spaces for friends and family. The location is rural with many guests seeing a variety of wildlife. We are pet friendly with a fee. The Cabin can serve as a convenient base for visiting parks and local attractions or simply as a great place of sanctuary to relax and unplug.

Guest favorite

Guesthouse

4.95 out of 5 average rating, 222 reviews

Ennis loft with 360 degree Madison Valley views.

Pronghorn is located 4 miles Southwest of Ennis, Mt. on US 287. The loft is our guest house over the garage and sleeps 4. Our loft is 4 minutes from downtown Ennis. You’ll love our place because of the views, the ambiance, the location, relaxing vibe, fishing access, and 4 mountain range views. We welcome fishermen, hunters, couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

Condo in Big Sky

4.99 out of 5 average rating, 96 reviews

Creekside Mountain Condo

A cozy 2nd story creek-side condo, 10 - 15 minutes walking distance to Big Sky Resort! You'll be able to park your car and leave it be for the duration of your stay. 440 sq ft gives you a private one bedroom w/queen bed, washer/dryer in unit, full bath, fully equipped kitchen and living/dining area. Skyline Bus is the public transportation option and stops about 20 ft from the condo complex.

Guest favorite

Chalet

4.99 out of 5 average rating, 80 reviews

Expedition Lodge

My place is close to great views, restaurants and dining, and family-friendly activities. You’ll love my place because of the location, the ambiance, and the outdoors space. My place is good for couples, business travelers, families (with kids), and big groups. The outdoor rock fireplace is a customer favorite, and the sunsets are photo worthy.