
Family-friendly holiday 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.

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.

Cozy 2 Bedroom Condo Minutes from the Slopes
Cozy, first floor ski condo close to the mountain. Enjoy the privacy of two bedrooms, one with a queen bed and one with bunk beds. The kitchen is stocked with the basics. Hill Condos are convenient to the ski mountain, within walking distance of the conference center and Mountain Village with all of its amenities. The condo offers keyless entry, bluetooth stereo, and smart TVs, not to mention a beautiful view of Lone Mountain. It is 440 sq ft. and located less than a half a mile to the resort.

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!

Blue Pine Guesthouse MT
This unique getaway is just blocks from downtown Dillon. It’s one of a kind blue pine interior is gorgeous & spacious. The perfect place to enjoy Southwestern Montana from. Dillon offers world renowned fly fishing in the summer, ski slopes 45 minutes away at Maverick mountain in the winter. There’s also the famous Elkhorn hot springs to visit for a $5 day. Enjoy Beaverhead-Deerlodge national forest and Clark Canyon reservoir. Come decompress in this small Montana town surrounded by nature!

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.

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!

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.

Tiny Sauna cabin on 5 acres
Unique living experience with stunning mountain views and roaming pronghorn! Enjoy the quietness and feel like you are returning to the pioneer days. This is a fully functional house for two people. There is no running water into the house itself, but there is an electric well pump delivering water 200 yards from the house. There is an outhouse and a wood fired sauna to heat bathing water with. Drinking water, instructions and firewood are provided.

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.
Popular amenities for Madison County family-friendly rentals
Family-friendly home rentals with a hot tub

4 Wildwood/ Ski in/Ski out

Enchanting cabin in the the Tobacco Root Mountains

Luxury Big Sky Ski Retreat - Moonlight Basin

Cozy get away for 2 overlooking Lone Mountain

Big Sky’s Beehive Basecamp

3 Red Cloud Loop Ski In/Out - Alpine Big Sky

Lovely Ski-In/Out Cabin, Hot Tub, 10 Min to Resort

Mountain View Retreat, Hot Tub, On Shuttle Route
Family- and pet-friendly home rentals

Red Rock Trail Home with Incredible views

Beautiful Mountain Getaway!

Lazy Moose Cabin, Amazing Views, Off Grid

Ruby Rock Retreat

Tranquil 2BR Retreat | Ski In Ski Out

Studio Cabin -Sheridan

Tiny house and RV hook-up in Big Sky Country

rustic off grid cabin
Family-friendly home rentals with a pool

Ski in/out condo w/fireplace & shared pool/hot tub

Big Sky Ski-In/Ski-Out Condo w/ Mountain Views!

Spectacular Views, Pool, Hot Tub, Mountain Village

1BR Ski In/Out Mountainview | Pool | Hot Tub | W/D

Big Sky 2BR Resort Condo and Base of Lone Mtn.

Madison Vista-Big Sky Shoshone Ski in/Out Condo

Amazing Lone Peak Views, excellent location

Lake front Big Sky Condo Sleeps 6-8 Pool/ Hot Tub
Destinations to explore
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- Rentals with a hot tub Madison County
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- Rentals with a firepit Madison County
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