Family-friendly vacation rentals in Madison County

Moose Tracks Ski Condo in Big Sky Resort

Moose Tracks Ski Condo is a cozy retreat at Big Sky Resort. Great location for exploring, skiing, mountain biking, hiking, fly fishing the Big Sky area. A quick 12-minute walk or free ski shuttle to the base. Free area bus just steps away. Free parking plus a full kitchen. A big window overlooks a stream and woods. Easy access to world class skiing, mountain biking, blue ribbon fly fishing, hiking and a small lake for summer paddling. Only 45 minutes to West Yellowstone and the National Park.

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

2-bedroom Cabin in the Heart of the Ruby Valley

Bring your family for a vacation and enjoy some fishing in one of our Blue Ribbon trout streams including the Big Hole and Beaverhead Rivers less than a mile away… or maybe track down that monster bull this fall ... or come for a winter getaway and take a snow excursion in Yellowstone Park.... or just enjoy the peaceful views from our property and relax... the options are endless. This cabin has a full kitchen with dinnerware and utensils, full bathroom with full tub/shower and oil stove heat.

Big Sky Studio/1BR New Remodel Close to Ski Base

This is a studio/1br unit that is fully remodeled to a mountain modern style. The unit is perfect for a couple or small family. The bedroom is small but can be closed off to the rest of the unit. There is a pullout couch (full size mattress) in the living room. The condo is a 10 min walk to Big Sky ski area base or a free shuttle ride. The view is of a wooded area with a small creek you can hear during the summer months. There is a Skyline shuttle stop out front with free serve to The Meadow.

Dillon Den

Enjoy this private, charming 1 bedroom 1 bath unit that can sleep 4 guests. This stylish, comfortable suite offers all the amenities and extras along with a full kitchen, breakfast bar, and full bath. A fun theme helps give this unit its own character and style. A private parking area out front and a private entrance are part of this units attractions for guests to come and go with privacy. The bedroom offers a California King Mattress with high quality bedding for a great nights sleep!

The Ranch Cottage Hideaway with Sauna!

This three bedroom three bath cottage is part of a Montana working ranch that sits where the original homesteaders once staked their claim. Nestled along the South Boulder River this location is a great jumping off point for all your Southwest Montana adventures. Relax in your own private sauna with the beautiful backdrop of the Tobacco Root Mountains. Only two hours from Yellowstone National Park, minutes away from Lewis and Clark Caverns, and 75 feet from your new favorite fishing hole.

Tiny house and RV hook-up in Big Sky Country

Keep it simple at this rural, peaceful and centrally-located place. The house is located between an abundance of mature trees providing a "tucked-in" feeling. There is ample parking and a large grassy area great for outdoor activities. A full hook-up camp spot is available for an additional fee. The location is close to the Town of Whitehall, the Jefferson River, Lewis and Clark Caverns, Copper K Barn wedding venue, Ringing Rocks, and numerous ATV, horseback, and hiking trails.

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

Ruby Valley Getaway Cabin

Welcome to our inviting and cozy studio cabin nestled in Twin Bridges, Montana, just a stone's throw away from the beautiful Beaverhead River. This picturesque cabin offers all the modern day luxuries while providing a quiet and serene setting to enjoy your time in the Ruby Valley. Whether you're here for a fishing expedition or a peaceful escape, our cabin is the ideal place to call home during your Montana adventure.

Countryside Bunkhouse near Madison River

Whether fishing, hunting, hiking, river adventures, or peace and quiet is what you are seeking, this is the perfect place for you! The bunkhouse is a newly built out studio apartment above our barn. Enjoy fresh eggs complimentary from our chickens (in the spring, summer, and fall months), bring your pets (as long as they are friendly with other animals). Enjoy fly fishing or tubing down the famous Madison River.

Cozy Guesthouse

Welcome to our guesthouse! Dillon is a small town, with so many things to do. Fishing, hiking, hunting, relaxing, and shopping. This house was built in 2004 as a guest house. It's a spacious one bedroom and one bath house. The kitchen and living room are perfect for cooking and lounging. There is a huge, fenced yard. It’s located in town close to restaurants, shopping and outdoor activities.

Madison Suite the Bluffs Best Views on the River

Singles and Couples will be delighted with this spacious and unique space. Private 950 Sq Ft fully appointed apartment with commanding views of the Madison River to the West, Madison Valley to the North and Madison Range to the East. Strong WiFi signal and desk space for remote working (if necessary). Walk in closet with clothes drawers and hangers for all your needs.