Family-friendly vacation rentals in Madison County

Absolutely beautiful home in a peaceful location with great views. This house has everything you might possibly need and then some! We really loved the hot tub with views of Lone Peak! Beds were comfortable and the house was super clean. We hope to come back someday!!

We had a wonderful stay at the log cabin in Big Sky! The location of the cabin was perfect. It was clean, comfortable, and had all the amenities we needed. The host company was incredibly responsive and even accommodated an early check-in, which really made our trip stress-free. Highly recommended!

Lakeside Cabin #19 in Moonlight Basin, Big Sky, was the absolute best. Incredible views from every huge window as well as from the great hot tub! Wind your way up the mountain past the elk and stunning scenery to this lovely “cabin” with all modern amenities. We enjoyed the deck! Response time was immediate and friendly as can be for the few questions we had. Rented e-bikes (BlackTie), went fly fishing with guides (Gallatin River Guides), spent a day in Yellowstone, and a day in Bozeman at Hot Springs and in town. Terrific location, great people - fabulous week with our family.

Be extra careful walking on the garage floor especially during winter as it is super slippery and even worse with cold ski boots on your feet. Great hot tub with nice kitchen, dining, living area.

We cannot wait to come back. This place was excellent. Loved the hot tub every day after skiing, such a great location and convenient to everything. We enjoyed doing a puzzle that was located in the house. Bunk room was perfect for kids.

We had never been to Big Sky, and found this cabin from a search. It exceeded our expectations in every way. Two Pines management was always responsive with our questions providing accurate and clear information. No ski in/out lodging is going to be inexpensive, however this stay was a great value with its full kitchen and washer/dryer with other home amenities. It offered our family a great ski vacation!

We rent a different condo at Big Sky every year so we have a lot to compare Deb’s place with. We’ve never stayed in a condo that offered such a great combination of convenience and luxury. The place is spacious, attractive and well-maintained. The kitchen is fully equipped for cooking and even stocked with spices and condiments. The hot tub works great and offers a view of Lone Peak. The Skyline bus picks up just steps from the condo. We had a great stay and highly recommend!

Absolutely outstanding location with unreal views of the mountains! The house was spacious, clean and perfect for hosting a family vacation! Big Sky Vacation Rentals was very responsive and went above and beyond to make sure we had what we needed. Would recommend this home, location and service team over and over again!

We had an awesome stay at Big Sky! We felt so welcomed as soon as we walked in the door and appreciated the special touches that the hosts went out of their way to provide (delicious coffee, easy to follow instructions for fire place, towel basket ready to go for the hot tub, propane and a new grill etc.). The property was well maintained and we enjoyed our nights outside in the hot tub under the stars - along side some friendly wildlife. The house was very clean (as was the hot tub) and the beds were sooo comfy. We would highly recommend!

The Expedition Lodge was Beautiful and exceeded our expectations! The living room was so cozy and comfortable and the fireplace was perfect. The kitchen was extremely well-equipped with everything we needed for our Christmas dinner. Bedrooms were all very comfortable and everything was so clean and well supplied and organized. We absolutely loved staying there. We were so impressed with everything, even down to the beautifully decorated Christmas tree. Excellent communication from the owner...Thank you!

Silver Star ranch was exactly what we needed. It was private and peaceful and a great place to launch two weeks of exploring from. we hit the tobacco root mountains, Virginia, Nevada, and Bannack ghost towns (Nevada & Bannack were our favorites), pioneer scenic byways and scouted dozens of off grid camping sites for next year in the various national forest. For pets, one thing to be aware at the cabin is are the prickly bears (small cactus)... bothered our German shepherds feet some. Local vet in Sheridan was great and gave us a spray to toughen pads while we were out. it really helped. We climbed the area behind the cabin too...good workouts each morning. Jim was a great host and easy to talk to. Thanks Jim!

This mountain chalet was well worth it , and was beautiful We highly recommend it to future guests

Great cabin . Easy check in process . Host was very responsive . Awesome views of the mountain . Short drive into the town area of big sky.

I needed a complete change is scenery and chose the upper Madison Valley for the fishing and scenery, and it did not disappoint. Chris and Rob were excellent hosts and helped us by recommending what were must sees and what we could skip. The apartment has everything we needed for a nice week’s stay. The views are spectacular.

Powder Ridge Log Cabin was a great choice for our stay at Big Sky. For us, it's all about skiing so the easy access to the White Otter Lift and access trail made for a great start and finish to our days on the hill. The place is well stocked with all we needed to cook in each night (our choice) and the space was the perfect size for two couples. The private hot tub was a perfect end to the day and was clean and hot and very well maintained (they refill and sanitize after each guest). We would definitely stay there again.

Highly recommend staying at Keri’s place😊 we felt right at home too!

Not ski in / ski out as advertised. Just walking distance to the lift.

The space is nice and big, for a family of 6 we never felt cramped. Had lots of room, activities on the main floor. Nice view, resort is right there.

Fabulous location! Loved it & Hope to be back again soon!!

Walkable to everything. Great communication. Shuttle service was excellent. Very cool indoor outdoor hot tub.