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

Historic Homestead Cabin w/pond & Mountain Views!
Only mins from the famous "Blue Ribbon" Madison River fishing, hiking trails, & Ennis Lake! Nearby sites: downtown Ennis: 5 mins; Norris Hot Springs: 20 mins; Bozeman Airport: 1 hr; Yellowstone National Park: 1hr. This private & historic "Bunkhouse" is one of the property's cabins from the homestead in late 1800s. On a secluded 200+ acre ranch outside of the hustle & bustle of town & where wildlife is everywhere! The cabin has been completely renovated with all high-end finishes & amenities.

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!

Mountain View/ Close To Town and Fishing
~A peaceful spot in Ennis, MT! located just 2.5 miles from town ~Stunning views of the Madison range ~Roaming Antelope and Mule deer. ~Perfect location for fishing access points along the Madison. ~Close to public hunting land ~Full Kitchen ~non toxic cleaners only ~14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone. ~having a vehicle is recommended since we don't have public transportation. there is a great walking trail that goes into town

Slope-Side 1 Bedroom, Walk to Chairlifts!
This beautiful 1 bedroom Stillwater condo is located at the base of Big Sky Resort. It sleeps 4 adults comfortably in 2 beds (king and full). The condo has a fully sticked kitchen and bathroom, and comfortable living space with dining and bar seating. The private outdoor patio has a bistro set and gas grill for your use. Parking is free and located right outside the front door. The home is located only an hour away from the West Yellowstone entrance to Yellowstone National Park!

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.
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

Big Sky’s Beehive Basecamp

Cozy get away for 2 overlooking Lone Mountain

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

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

Ennis Lake Ranch - Renovated 2025

Red Rock Trail Home with Incredible views

Lazy Moose Cabin, Amazing Views, Off Grid

Ruby Rock Retreat

Madison View

Studio Cabin -Sheridan

Tiny house and RV hook-up in Big Sky Country

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

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

1BR ski-in/out with mountain view, pool, & hot tub

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
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