
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.

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.

Vintage shotgun home with modern updates.
This vintage shot gun house retains its old-world charm while being updated with modern amenities. The bedroom area has a queen size adjustable bed. The living room area has a small sleeper sofa & a smart TV. The kitchen is full sized with a gas stove and stocked with basic cooking needs. The house faces the alley with 2 private parking spots and is located within walking distance of downtown Dillon, parks and U of MT Western. Fishing & hunting opportunities are within easy driving distance.

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.

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!

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.

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna
Experience a WORKING (formerly Amish) farm in the heart of rural southwest Montana. Off-grid (solar) yet cozy, we are the perfect fit for those looking to escape the stress of the city for a simple farm experience. Your experience will be rustic, grounded, and unique. Local attractions include Hot Springs, Hiking, Rafting, Biking, Skiing, Snowboarding, Snowmobiles, Hunting, Fly Fishing, ATVs, Caverns, National Parks, Ringing Rocks, and Mining Towns. 17 minutes S of I-90.

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

Ulerys Lake Cabin | Hot Tub & Mountain Views

Cozy get away for 2 overlooking Lone Mountain

Big Sky’s Beehive Basecamp

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

Lazy Moose Cabin, Amazing Views, Off Grid

*Large Group Lodge with Breathtaking Montana Views

Ruby Rock Retreat

Madison View

Tranquil 2BR Retreat | Ski In Ski Out

Studio Cabin -Sheridan

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

Magnificent Home, Views of Lone Peak, Hot Tub

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

Spectacular Views, Pool, Hot Tub, Mountain Village

Ski in/out, shared hot tub & fireplace, great view

Big Sky 2BR Condo on Lovely Resort @ Base

Amazing Lone Peak Views, excellent location

Madison Vista-Big Sky Shoshone Ski in/Out Condo

Lake front Big Sky Condo Sleeps 6-8 Pool/ Hot Tub
Destinations to explore
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