
Family-friendly holiday rentals in Madison County
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Top-rated family-friendly rentals in Madison County
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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.

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.

Halcyon Days
Guest quarters of quiet ranch-style home on 3.3 acres near Dillon, MT: (1) pvt entrance/parking, (2) pvt. full bath, (3) one BR with Queen bed, (4) Family room with (a) sofa bed, (b) 55" internet TV (Netflix, Amzn Prime) (c) kitchen, (d) office with WiFi, Copier, Printer, FAX. Wheelchair accessible (all internal doors are 3' w). We are located in SW Montana in Beaverhead River Valley devoted to ranching, trout fishing & hunting.

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.

Morstein Cabin
Restored cabin and bunkhouse in quiet private location within a mile of Dillon. Bunkhouse has twin bunks to sleep two, power but no heat. The cabin is very comfortable year around. Queen bed and full hide-a-bed in couch. Pictures say it all. Firepit for s'mores or cooking on the outside. Horse shoes for a bit of friendly competition. Frequently, deer pass through or lie in the yard.
Popular amenities for Madison County family-friendly rentals
Family-friendly home rentals with a hot tub

4 Wildwood/ Ski in/Ski out

Stunning Big Sky Vacation Home

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

Ennis Townhome
Family- and pet-friendly home rentals

Gopher Trail New Home with Stunning Mountain Views

Lazy Moose Cabin, Amazing Views, Off Grid

*Large Group Lodge with Breathtaking Montana Views

Ruby Rock Retreat

The Bunkhouse - Country Charm, Close to Town

Madison View

Tranquil 2BR Retreat | Ski In Ski Out

Hunters Welcome Studio Cabin -Sheridan
Family-friendly home rentals with a pool

Spacious 3BR Ski In/Out Mountainview Ski In/Out

Spectacular Views, Pool, Hot Tub, Mountain Village

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

Condo w/ hot tub, fireplace, great views & a gym!

Amazing Lone Peak Views, excellent location

Ennis Lake Studio w/ Kayak, Pool & Fire Pit!

Hot Tub at Big Sky Resort Mountain Village Sleep 6

3BR Lakeside Escape in Montana
Destinations to explore
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- Rentals with a hot tub Madison County
- Rentals with a fire pit Madison County
- Pet-friendly rentals Madison County
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- Cabin rentals Madison County
- Ski-in/ski-out rentals Madison County
- Rentals with a washing machine and dryer Madison County
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