Family-friendly vacation rentals in Madison County

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Popular amenities for Madison County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
The exterior of a spacious lodge is presented, featuring a combination of wood and stone materials. Large garage doors and a welcoming entrance lead to expansive windows. A patio with outdoor seating is visible, surrounded by natural landscaping and offering views of the surrounding mountains.
Cabin in Big Sky
5 out of 5 average rating, 7 reviews

Big Sky Vacation Rentals: MVC Swift Bear Chalet

LindsayRating, 5 stars9 months ago
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!!
Superhost
The exterior of the cabin is highlighted by its dark wood siding and distinctive log construction. Snow blankets the roof and ground, while large windows reflect the surrounding mountain landscape. A covered porch with wooden chairs provides a welcoming entrance.
Home in Big Sky
4.61 out of 5 average rating, 18 reviews

Camp Arrowhead Cabin - Hot Tub! Mountain Views!

ReneeRating, 5 stars3 months ago
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!
Guest favorite
Cabin in Big Sky
5 out of 5 average rating, 17 reviews

Big Sky Vacation Rentals: Lake Cabin 19 Lakewood

JessieRating, 5 stars12 months ago
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.
Superhost
A welcoming cabin exterior is framed by trees and vibrant greenery. Large windows reflect the natural surroundings, allowing abundant light to fill the interior. A covered porch provides outdoor seating, offering a perfect spot to enjoy the serene landscape.
Cabin in Big Sky
4.93 out of 5 average rating, 15 reviews

Big Sky Vacation Rentals: Moosewood Retreat

JosephRating, 5 stars28 months ago
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.
Guest favorite
The cabin, surrounded by snow-covered trees, features a charming blend of wood and stone architecture. Large glass windows invite natural light, while the spacious deck extends from the main structure, providing an inviting outdoor area amidst the serene winter landscape.
Cabin in Big Sky
5 out of 5 average rating, 12 reviews

Big Sky Vacation Rentals: MVC Spotted Eagle

CassieRating, 5 stars2 months ago
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.
Guest favorite
The private hot tub is positioned on a wooden deck, offering expansive views of the surrounding snow-covered mountains. The sunset casts a warm glow over the landscape, enhancing the serene atmosphere of this mountain retreat.
Home in Big Sky
4.92 out of 5 average rating, 51 reviews

Cozy Ski-In & Ski-Out Cabin|Hot Tub|Stunning Views

JeffreyRating, 5 stars2 months ago
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!
Top guest favorite
The exterior of a well-crafted mountain condo is shown, featuring natural wood and stone elements. It sits harmoniously with the surrounding landscape, with a driveway leading to the entrance and evergreens framing the structure.
Townhouse in Big Sky
5 out of 5 average rating, 15 reviews

Alpenglow Condo with views of Lone Peak

CarolRating, 5 stars3 months ago
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!
Superhost
Chalet in Big Sky
5 out of 5 average rating, 7 reviews

Big Sky Vacation Rentals: MMH 1 Gambler

KristenRating, 5 stars11 months ago
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!

Family- and pet-friendly home rentals

Superhost
Cabin in Big Sky
5 out of 5 average rating, 8 reviews

Big Sky Vacation Rentals: PR Moose Ridge 7 - Pet

LauraRating, 5 stars23 months ago
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!
Guest favorite
A rustic lodge is showcased at dusk, with warm light glowing from large windows. The building is framed by lush green grass and trees, adding to its inviting presence. The gentle slope of the lawn leads up to the welcoming front porch.
Chalet in Dillon
4.99 out of 5 average rating, 81 reviews

Expedition Lodge

LyndaRating, 5 stars5 months ago
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!
A panoramic view of rolling hills leading to the Tobacco Root Mountains, characterized by snow-capped peaks. A lush green valley is visible, intersected by a winding river, under a cloudy sky that adds depth to the natural beauty of the landscape.
Cabin in Silver Star
4.57 out of 5 average rating, 49 reviews

Silver Star PRIVATE Ranch-Bozeman Twin Bridges

MichaelRating, 5 stars9 months ago
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!
Superhost
Chalet in Big Sky
4.78 out of 5 average rating, 9 reviews

Big Sky Vacation Rentals: MMH 6 Harvest Moon

shannon Rating, 5 stars7 months ago
This mountain chalet was well worth it , and was beautiful We highly recommend it to future guests
Superhost
A comfortable living area is highlighted by large windows that provide views of the surrounding forest. A wooden coffee table is centered on a textured rug, with a plush sofa and accent chair adding warmth. Natural light illuminates the space, enhancing the cabin's cozy appeal.
Home in Big Sky
4.64 out of 5 average rating, 78 reviews

Pet friendly cabin close to Resort w/amazing views

ShawnRating, 5 stars3 weeks ago
Great cabin . Easy check in process . Host was very responsive . Awesome views of the mountain . Short drive into the town area of big sky.
Top guest favorite
A charming log lodge is set against a blue sky, featuring a green metal roof and multiple large windows. A gravel driveway leads to the entrance, while landscaped rocks and shrubs frame the property, offering a welcoming approach to the home.
Guest suite in cameron
5 out of 5 average rating, 25 reviews

Lodge at Palisades, Cameron, Ennis, Madison,MT

EllenRating, 5 stars9 months ago
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.
Superhost
Cabin in Big Sky
4.95 out of 5 average rating, 21 reviews

Big Sky Vacation Rentals: PR Moose Ridge 5 - Pet

JulieRating, 5 stars28 months ago
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 exterior of a remodeled home is shown, surrounded by a lush green lawn and mature trees. The house features a spacious front porch and multiple windows, reflecting a serene rural setting. A driveway is visible leading to open land beyond.
Home in Twin Bridges
4.82 out of 5 average rating, 22 reviews

Country home near Twin Bridges, MT

DianaRating, 5 stars1 month ago
Highly recommend staying at Keri’s place😊 we felt right at home too!

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