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

The exterior of a restored Traditional style home is shown, featuring a blue-gray facade with white trim. A welcoming porch with railings surrounds the entrance, and the roof has gabled peaks. The yard is spacious, and nearby structures are partially visible.

Home in Virginia City

4.99 out of 5 average rating, 111 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.

Guest favorite

A small patio area is shown, featuring a pair of wooden Adirondack chairs and a welcome mat. A vibrant orange blanket is draped over one chair. A plant in a planter sits beside the door, with the entrance framed by autumn foliage.

Home in Dillon

4.88 out of 5 average rating, 106 reviews

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.

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, 130 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, 126 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, 121 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

The image displays a two-story guest house with a green exterior and brown accents. A wooden staircase leads to an upper entrance. Behind the house, expansive views of the Madison Range mountains and open fields are visible under a clear sky.

Guesthouse in Ennis

4.99 out of 5 average rating, 150 reviews

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

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, 130 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

A rustic wooden cottage features large glass windows, offering views of the surrounding landscape. Two wooden chairs are positioned on a tiled patio, inviting relaxation. A sign reading 'GALA COTTAGE' is affixed to the exterior, blending harmoniously with the natural tones of the building.

Tiny home in Whitehall

4.97 out of 5 average rating, 106 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.

Top guest favorite

A charming cabin exterior is depicted, featuring a welcoming front porch with two wooden rocking chairs. The red siding adds a rustic touch, while greenery surrounds the cabin, enhancing the natural setting.

Cabin in Sheridan

4.95 out of 5 average rating, 298 reviews

Ancient Paths Farm Cabin

Experience on the farm included in your stay. One room main living area, with a full size bed, a kitchenette with full size refrigerator/freezer, electric double burner, microwave, air fryer/toaster oven, outdoor grill, coffee pot, a 3/4 bathroom with a sink, shower & a campers/RV/boat toilet. We have a no pet policy. Options for additional sleeping space: A sectional sofa makes a comfortable bed for a 3rd person. Blankets are provided.

Guest favorite

A wooden sign marked 'River Stone Cabin' is affixed to a tree in a lush green yard. The cabin structure is visible in the background, surrounded by tall trees and mountainous terrain under clear blue skies.

Cabin in Cardwell

4.97 out of 5 average rating, 252 reviews

River Stone Cabin

The River Stone Cabin is a modern Montana cabin with internet access that sits next to the South Boulder River. The Cabin is comfortable and warm with bright spaces for friends and family. The location is rural with many guests seeing a variety of wildlife. We are pet friendly with a fee. The Cabin can serve as a convenient base for visiting parks and local attractions or simply as a great place of sanctuary to relax and unplug.

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, 431 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.

Guest favorite

A restored log cabin and adjacent bunkhouse are set in a grassy area with trees providing shade. The cabin features a wooden deck with seating, while the bunkhouse has twin bunks visible. The tranquil surroundings create an inviting outdoor space.

Cabin in Dillon

4.94 out of 5 average rating, 123 reviews

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.