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.

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Top guest favorite

An inviting living area showcases a mix of seating options, including a cozy sofa and classic armchairs. A wooden dining table is set nearby. Natural light flows through sheer curtains, illuminating the warm wooden flooring and charming red front door.

Home in Virginia City

4.99 out of 5 average rating, 117 reviews

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.

Top guest favorite

A newly constructed round building features large windows, allowing sunlight to stream in. Surrounding the structure is a fenced yard with a hot tub on a gravel area. The rural landscape includes gently rolling fields and distant buildings.

Farm stay in Manhattan

4.99 out of 5 average rating, 139 reviews

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.

Guest favorite

A rustic cabin is displayed with a reddish-brown wooden exterior under a cloudy sky. A gravel path leads to the entrance, flanked by cut logs and stone stumps. Nearby, an open area of grass offers a spacious view of the surrounding landscape.

Cabin in Twin Bridges

4.94 out of 5 average rating, 130 reviews

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.

Guest favorite

A welcoming living area features a comfortable seating arrangement with a patterned couch and wooden furniture. A large television is positioned on a stand, while a faux fireplace adds warmth. Natural light enters through a window covered by dark curtains. Decorative elements include Route 66 memorabilia.

Home in Dillon

4.89 out of 5 average rating, 139 reviews

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!

Top guest favorite

A sunlit room features natural wood paneling and a peaked ceiling. A small dining table with two chairs is positioned near a window, while a cozy couch and a stylish lamp are visible in the space. Decorative plants enhance the inviting atmosphere.

Guesthouse in Dillon

4.96 out of 5 average rating, 188 reviews

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!

Guest favorite

A rustic wooden cabin stands among mature trees, featuring a welcoming front porch with steps leading to a gravel parking area. The structure's large windows reflect the surrounding greenery, enhancing the peaceful rural atmosphere. A distant view of rolling hills can be seen beyond the trees.

Tiny home in Whitehall

4.96 out of 5 average rating, 139 reviews

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.

Top guest favorite

The exterior view of the cabin showcases a modern construction with a covered deck and large windows. A spacious lawn surrounds the cabin, featuring a gravel fire pit area with four Adirondack chairs, providing an inviting space for outdoor gatherings.

Home in Dillon

4.99 out of 5 average rating, 136 reviews

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.)

Top guest favorite

Tiny home in Whitehall

4.97 out of 5 average rating, 109 reviews

Off Grid-Rustic Hot Springs-Stellar Stars

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.

Guest favorite

Two horses graze peacefully in a lush green pasture, framed by evergreen trees. The distant mountains rise softly in the background, while a calm morning light colors the sky. Nearby, homesteads are visible against the serene landscape.

Guest suite in Dillon

4.86 out of 5 average rating, 157 reviews

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.

Top guest favorite

A rustic cabin is nestled among lush trees, featuring a welcoming front porch with two chairs. Soft lighting illuminates the entrance, highlighting the rich wooden exterior and the red metal roof. A window reveals warm light from within, creating an inviting atmosphere.

Cabin in Twin Bridges

4.97 out of 5 average rating, 103 reviews

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.

Top guest favorite

A patio area is featured in front of the house, with four turquoise chairs arranged around a small table. A walkway leads to the entrance door, framed by a well-maintained yard and greenery. The exterior is simple, with light blue siding and a metal roof.

Guesthouse in Dillon

4.96 out of 5 average rating, 437 reviews

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.

Top guest favorite

The exterior of a stone-clad residence is visible, featuring large windows that frame expansive views of the landscape. A spacious patio extends toward the grassy area, leading down to the river. The setting is marked by a clear blue sky and distant mountains.

Townhouse in Madison County

4.94 out of 5 average rating, 142 reviews

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.