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!!

Amazing views and a great location. Felt like home right away. Will stay again.

The property managers were extremely communicative and friendly. Everything went great. The house is furnished with very comfortable furniture's and nice art, rugs etc, much like a house of this value would be and unlike many rental properties. The views are unbelievable. We had a cute little fox napping out on the hillside you could watch from the back door several occasions :).

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.

Our second time staying at this home, this time with snow on the ground. This is a lovely home with all the amenities a family of four could need. Such amazing views and close to get into town for supplies and restaurants. The roads were plowed daily and felt safe moving around. Natural Retreats was helpful with their communication before during and after our stay. Next time we’ll come back during ski season.

Perfect place for my wife and four girls for Thanksgiving ski trip. Loved the wood burning stove, the home was clean, beautiful views, loved the hot tub after skiing. Short 4 minute drive to the ski resort with only 25% of the resort open so early in the season. Would love to come back later in the season and enjoy the ski in/ski out when the entire resort is open. Very quiet and peaceful. Communication with host/two pines was also excellent! One of our favorite airbnb's we've ever stayed in. Highly recommend!

Loved this house! Large master BR on the second floor with great bathroom; 2 other bedrooms. Perfect for 2 couples with 4 kids total; more than that might feel cramped. We were 2 adults and 2 kids and it was spacious. Although it is technically ski-in/ski-out, be aware that it's a bit of a hike, with some poling needed to get to a lift, which takes you to the main base area. Still better than driving and parking! Get groceries in Bozeman, as there is not much around, and not walking distance to restaurants. It's so cozy, you will want to stay in!

We really enjoyed our stay at the cabin. It was sparkling clean and had every amenity that you could ask for. The decor was really nice and comfortable too. It was also so easy to get to the slopes!! We would definitely stay here again.

If you are looking for a spectacular location and ski in/ski out access to bug sky. This location is for you. Sitting in the hot tub looking out over the mountains and slopes - exactly what we were looking for and we found it.

Robert was a great host, very communicative and provided useful information wrt local amenities. The cabin is a what you’d expect from a fishing cabin, comfortable, clean and well furnished with a good WiFi connection. The kitchen was well stocked with cooking essentials. The cabin is located on small bluff overlooking the Madison River and it’s a short walk from the property to the river.

What isn’t there to say about this property! Truly breathtaking…and space for all! We spent hours on the porch and down at the riverside. We definitely will be back.

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 is exactly where you want to stay when you visit Montana. The views and the hospitality were amazing! We definitely would recommend this to anyone visiting Montana! Thank you!!!

Loved our stay in the cottage. 4 minutes to Big Sky and you can see the mountain from the dining table and bed. Beautiful and great value!

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.

The cabin on pond road is a beautiful and spacious place in a wonderful location. Whether you are spending all your time at the cabin or getting out to fish or hike, this is a stellar cabin to rent for all your needs. Ben is an excellent host and is very responsive to any needs you may have. We highly recommend staying at the sportsman’s paradise cabin!

Cozy, well appointed and clean condo, very convenient location right next to the resort shuttle stop. The kitchen had everything needed to cook full meals, including spices. Ellie was super responsive, checking in to see how things are and jumping to resolve an issue for us without hesitation. We really enjoyed our stay and would happily book again in the future.

Wonderful stay. Home has incredible views and is very cozy! Hard to wake up in the AM though because the bedroom is dark with no natural light so remember to set the alarm. Super close to the base area. Great value!

Heaven on earth! The cabin was situated in the most beautiful area. 360 degree views of snow capped mountains and rolling fields. Picture perfect sunrises and sunsets. Surrounded by wildlife. We used the cabin as a base for trips to Idaho falls, Grand Teton National Park, Yellowstone National Park, Bozeman, Billings and Big Sky. Great time seeing all that but the best part of the day was returning to the sanctuary of this special place. The space was roomy and comfortable. Very clean and well supplied. A true find. We will definitely be coming back here.

Muriel was an excellent host, a great location in Twin Bridges! We enjoyed our time at her AirBnB and it is exactly as described on the app! Thank you!

Our stay the last week of September was absolutely perfect! It was everything we expected, plus so much more. From the time we pulled into the drive way, Pam was lovely to work with! She walked us through the few things we were responsible for during our stay and getting us into the home, and the welcome book was a very nice touch for all of the other information! The home was spotless and very cozy. We were so excited about the views, which were absolutely breathtaking. We got to see deer and pronghorn everyday during our stay. Our main worry was no AC, but the home had multiple portable fans (if you’re someone from the south), though the weather was perfect while there, and a simple open window was all we needed. The town of Ennis is so nice, with some lovely restaurants. I highly recommend getting coffee at On the Fly Espresso. The owner was amazing to us during our stay. The home was the highlight of our trip!

This is our second time here. We love being out of town and the beautiful scenery. Dan and Shannon are always very helpful if you’re needing anything.

I can't write enough great things about our stay! Our hosts, Leigh & Bob have created a beautiful, well appointed, luxurious and welcoming retreat. From their well stocked kitchen, to the absolutely gorgeous furnishings throughout the house to relaxed seating on their front porch and patio (both with spectacular views of the mountains), you can help but feel pampered and relaxed. They provide guests with just about everything you could possibly want/need and are a wealth of knowledge about the area. We all felt immediately "at home" from how warm and welcoming they both are. The pictures of this Jewel really don't come close to showing just how beautiful the interior and exterior truly are. LOVED, loved, loved our stay here!