
Family-friendly vacation 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.

J. R. Boyce house
Step back in time in this completely restored 1865 Traditional style home. No detail was overlooked in this labor of love restoration. Park the car and take advantage of the close proximity to all of Virginia City's attractions, including the library and play area for the kids just across the street. With a large yard as well as a deck to enjoy the Montana sunsets, use our house to make memories to last a lifetime. No pets allowed in the house. Kenneling available at Ol'Blue Boarding in Ennis.

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.

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!

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.

Private Blacktail Retreat
Blacktail Retreat is a charming cabin perfect for anyone wanting to get away from it all & indulge in Montana Big Sky views. The cabin is situated 4 miles south of Dillon w/great views & tons of elbow room. Nestled in the Beaverhead Valley, the cabin offers incredible views of several mountain ranges & is only minutes from world class fishing on the Beaverhead & Big Hole Rivers. This space is great for all travelers & has some of the coolest sunsets! (Inquire for 1 night stays.)

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

Cozy get away for 2 overlooking Lone Mountain

Big Sky’s Beehive Basecamp

9T9 Ranch

Beaverhead Haven- A Large, Luxury Ski-In / Ski-Out

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

2 min from lifts | Hot Tub | Steps to Ski Shuttle

Ennis Townhome

Step Back Into Montana History, Sleeps 2
Family- and pet-friendly home rentals

Beautiful Mountain Getaway!

Littlefoot Cabin - Ennis Cabin Getaway

Lazy Moose Cabin, Amazing Views, Off Grid

*Large Group Lodge with Breathtaking Montana Views

Ruby Rock Retreat

The Bunkhouse - Country Charm, Close to Town

rustic off grid cabin

Halcyon Days
Family-friendly home rentals with a pool

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

Lovely 1BR Ski In/Out Mountainview 1st-Floor

Fantastic 1BR Ski In/Out Mountainview 5th-Floor

Spectacular Views, Pool, Hot Tub, Mountain Village

Big Sky 2BR Resort Condo at base of Lone Mtn.

Amazing Lone Peak Views, excellent location

Madison Vista-Big Sky Shoshone Ski in/Out Condo

Ennis Lake Studio w/ Kayak, Pool & Fire Pit!
Destinations to explore
- Townhouse rentals Madison County
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- Rentals with a washer and dryer Madison County
- Rentals with a kayak Madison County
- Cabin rentals Madison County
- Rentals with a patio Madison County
- Rentals with a fire pit Madison County
- Pet-friendly rentals Madison County
- Rentals with lake access Madison County
- Ski-in/ski-out rentals Madison County
- Apartment rentals Madison County
- Guesthouse rentals Madison County
- Luxury rentals Madison County
- Family-friendly rentals Montana
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