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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

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.

4.99 out of 5 average rating, 145 reviews
Top guest favorite
A refinished cabin is set amidst expansive green fields, with rolling hills and mountains visible in the background. The structure features a covered porch and large windows, enhancing the connection to the surrounding natural landscape under a cloudy sky.
Cabin in Sheridan

Hardy Hill Cabin

Escape to this private, beautifully refinished historic cabin just 4 miles east of Sheridan. Nestled in the foothills with breathtaking mountain views, wide-open skies, and unforgettable Montana sunsets, it’s the perfect place to relax and unwind. Enjoy the convenience of self check-in with a private entrance/keypad door. Ideally located near rivers, streams, hiking trails, and mountain adventures, this cozy retreat offers the perfect balance of seclusion and easy access to outdoor recreation.

5.0 out of 5 average rating, 122 reviews
Top guest favorite
Farm stay in Manhattan

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.

4.99 out of 5 average rating, 196 reviews
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

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.

4.93 out of 5 average rating, 159 reviews
Superhost
A welcoming porch area features a rustic rocking chair and a yellow swing, providing a comfortable space to relax. The entry door is framed by vibrant blue walls, and a dresser adds functional charm. Expansive views of the surrounding landscape are possible from this outdoor setting.
Tiny home in Ennis

Tiny Sauna cabin on 5 acres

Unique living 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 bathe. I will occasionally be out of reception for period of time. Prior communication is required so I can have your phone number.

4.85 out of 5 average rating, 119 reviews
Guest favorite
Cabin in Ennis

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.

4.94 out of 5 average rating, 127 reviews
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

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!

4.96 out of 5 average rating, 225 reviews
Top guest favorite
The exterior of the cottage features a covered porch supported by wooden beams. Comfortable seating arrangements are positioned in front of large windows. An outdoor sauna is visible adjacent to the house, with a landscape of grass and mulch completing the inviting setting.
Cottage in Cardwell

The Ranch Cottage Hideaway with Sauna!

This three bedroom three bath cottage is part of a Montana working ranch that sits where the original homesteaders once staked their claim. Nestled along the South Boulder River this location is a great jumping off point for all your Southwest Montana adventures. Relax in your own private sauna with the beautiful backdrop of the Tobacco Root Mountains. Only two hours from Yellowstone National Park, minutes away from Lewis and Clark Caverns, and 75 feet from your new favorite fishing hole.

4.95 out of 5 average rating, 198 reviews
Guest favorite
A log cabin features a covered front porch with wooden railings, surrounded by trees. Large windows provide natural light, and a barbecue grill is positioned nearby. The structure's style reflects rustic charm in a serene outdoor setting.
Guesthouse in Whitehall

Bluebird Cabin

Located just 1 mile off of the highway for the peace & quiet you seek. Breath taking views of the mountains. Minutes from access to the Jefferson river for floating & fishing. Surrounded by mountain access for hiking, off road riding, public land for hunting and close proximity to SO much more! Whitehall just 12 minutes away has dining and shopping. Bozeman & Helena are about 1 hour away, Butte 1/2 hour. The bluebird cabin is perfect for an overnight or extended stay. No pets/no smoking.

4.98 out of 5 average rating, 101 reviews
Guest favorite
A charming log cabin is presented with a wooden deck and steps leading to the entrance. The porch features a table and chairs, inviting outdoor relaxation. Surrounding grass and slight elevation emphasize the cabin's serene setting, complemented by distant rolling hills under a cloudy sky.
Cabin in Twin Bridges

COZY Cabin

Relax in this quiet, peaceful setting near the Big Hole, Beaverhead and Ruby Rivers. This tranquil spot is truly hard to find anywhere. Fox, deer, antelope can be spotted from your own deck. The views are spectacular and the cabin is very serene. Have breakfast on your deck, enjoy a barbecue meal or sit by the fire inside of this perfect setting. It has a single bedroom with 1 queen bed, tv and a walk in closet. The living room has a gas fireplace, large tv and futon.

4.95 out of 5 average rating, 150 reviews
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.
Home in Ennis

Montana Getaway with mountain views

Enjoy a peaceful Montana getaway with views of the Madison Range. We are situated on three acres where there is the main house and a garage with a unit above that is our guest house. Our guest house features a full kitchen, everything you need to eat in, a great place to rest after exploring the area. We are 2.5 miles to town center where you can find unique shopping and dining, 14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone.

4.99 out of 5 average rating, 186 reviews
Top guest favorite
The open-concept cabin interior features a wooden kitchen island with four stools, an antler chandelier above, and gray cabinetry. A steep ladder leads to the loft area, while large windows allow natural light to enter, creating a warm ambiance throughout the space.
Cabin in Alder

LK Ranch Cabin with hot tub and private fishing.

This 640 sq. ft. cabin, located in Alder Mt, is nestled on our 80-acre working ranch. The ranch has been a part of our family for over 120 years. You will have seclusion and a great view. Guests are welcome to enjoy private fishing on our stretch of Clear Creek. The Ruby River public fishing access is also within walking distance. Fishing licenses are required. Historic Virginia City is only 10 miles to the east and The Ruby Reservoir is just southwest, about 6 miles away.

4.99 out of 5 average rating, 114 reviews

Popular amenities for Madison County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A modern living area features a dark leather sofa and a coffee table set on a patterned rug. Large, floor-to-ceiling windows provide a view of Lone Peak and allow natural light to fill the space. A stone fireplace adds warmth to the room.
Home in Big Sky

New modern house with unreal view of Lone Peak!!

4.92 out of 5 average rating, 228 reviews
Guest favorite
Cabin in McAllister

Enchanting cabin in the the Tobacco Root Mountains

4.89 out of 5 average rating, 19 reviews
Guest favorite
Condo in Big Sky

Big Sky Base Camp | Fireplace, Views & Hot Tub

5.0 out of 5 average rating, 9 reviews
Guest favorite
A rustic cabin with log siding sits against a colorful sunset sky. Large windows reflect the vibrant hues, while snow blankets the ground surrounding the structure. A pine tree is visible in the foreground, contributing to the mountain backdrop.
Home in Big Sky

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

4.93 out of 5 average rating, 71 reviews
Top guest favorite
A modern home is nestled among snow-covered trees, with large windows reflecting the sunset's warm hues. Outdoor seating is visible on a snow-dusted patio, while the surrounding landscape showcases sweeping views of hills blanketed in snow.
Home in Big Sky

Big Sky’s Beehive Basecamp

4.99 out of 5 average rating, 86 reviews
Superhost
Home in Big Sky

Hideout Lodge - Big Sky Resort Access

4.86 out of 5 average rating, 7 reviews
Guest favorite
The exterior of a rustic retreat is showcased amidst tall pine trees. Two stories rise from a stone foundation, featuring a wooden façade and a balcony. A private hot tub is positioned in the foreground, with a gravel path leading to the entrance, set against a serene twilight sky.
Home in Big Sky

Big Sky Fire Towers • Private Hot Tub & 360° Views

5.0 out of 5 average rating, 8 reviews
Top guest favorite
A living room features two bright yellow chairs facing a rustic wooden coffee table. Large windows provide panoramic views of the surrounding trees and mountains. A flat-screen TV is mounted on the wall, and subtle décor adds character to the space.
Home in Big Sky

Outstanding Views - Hot Tub, Sauna

4.99 out of 5 average rating, 89 reviews

Family- and pet-friendly home rentals

Guest favorite
A spacious living area features two recliner chairs and a pair of comfortable couches. A small table with a decorative flower arrangement is centrally positioned. A softly lit lamp stands nearby, while a wood-burning stove can be seen in the background, complementing the rustic wooden walls.
Home in Dillon

Baker's Place

4.92 out of 5 average rating, 181 reviews
Top guest favorite
A sleeping area features a twin loft bed above a queen bed, both equipped with comfortable bear mattresses. A neutral-colored blanket with a moose design is draped over the queen bed. The window is adorned with curtains displaying silhouettes of bears and trees.
Farm stay in Three Forks

Countryside Bunkhouse near Madison River

4.98 out of 5 average rating, 110 reviews
Top 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

Tiny house and RV hook-up in Big Sky Country

4.95 out of 5 average rating, 167 reviews
Guest favorite
An aerial view captures the vast landscape of Big Sky, featuring a prominent mountain in the background. The scene showcases a blend of natural greenery and developed areas, with buildings and roads interspersed among the trees, highlighting the accessibility of outdoor activities.
Condo in Big Sky

Fresh Summer Air | Close to Slopes

4.93 out of 5 average rating, 163 reviews
Guest favorite
A bright and open living area features two brown sofas adorned with decorative pillows, paired with a round coffee table. A wooden dining table with four chairs is positioned nearby, with a vase holding cotton stems as a centerpiece. Natural light filters through the windows.
Home in Dillon

Fully Equipped Large Family House In-Town Location

4.89 out of 5 average rating, 107 reviews
Guest favorite
A log cabin is featured, surrounded by trees and a gravel pathway. Two red chairs are placed on the porch, with a wooden door providing entrance. Natural boulders and rustic objects are arranged near the cabin, enhancing its outdoor charm.
Cabin in Virginia City

miners off grid cabin 2 bedroom 1 bath

5.0 out of 5 average rating, 14 reviews
Guest favorite
A newly constructed home is depicted with a welcoming front porch featuring two red chairs. Large windows provide expansive views, while a gravel path leads to the entrance. The building's modern design and contrasting colors create a striking appearance against the cloudy sky.
Home in Ennis

Beautiful Mountain Getaway!

4.98 out of 5 average rating, 86 reviews
Top guest favorite
A rustic interior features wooden paneling and beams across the ceiling. A cozy seating area includes a dark sofa and armchair. A queen-sized bed with a light-colored quilt is positioned nearby, while a focused dining space displays a charming table and decorative placemats.
Guesthouse in Ennis

Littlefoot Cabin - Ennis Cabin Getaway

4.97 out of 5 average rating, 71 reviews

Family-friendly home rentals with a pool

Guest favorite
A snow-covered landscape reveals a cluster of modern condominiums nestled at the base of a majestic mountain. Pine trees frame the scene, while the sun illuminates the peaks, enhancing the serene winter atmosphere of the area.
Condo in Big Sky

Amazing Lone Peak Views, excellent location

4.89 out of 5 average rating, 100 reviews
Top guest favorite
The exterior of a spacious wooden house is displayed under a layer of snow, featuring a large deck with railings. A prominent stone chimney is seen at one end, while the surrounding landscape is covered in a soft, white blanket of snow.
Guest suite in Big Sky

Cozy get away for 2 overlooking Lone Mountain

4.97 out of 5 average rating, 109 reviews
Superhost
Condo in Big Sky

Alpine Elegance with Unbeatable Views

5.0 out of 5 average rating, 3 reviews
Superhost
Condo in Big Sky

Luxury Moonlight Basin 2 Bedroom Condo

4.78 out of 5 average rating, 27 reviews
Superhost
The exterior of a modern multi-level condo is captured, featuring a rich combination of wood and stone materials. Large windows provide ample natural light, while balconies extend from the upper levels. A neat lawn with a stone pathway enhances the inviting appearance.
Condo in Big Sky Mountain Village

Big Sky Vacation Rentals: Mountain Lake 101B

4.71 out of 5 average rating, 14 reviews
Guest favorite
A snowy landscape showcases a cluster of condominiums with gray and blue accents, nestled against a backdrop of mountainous terrain. A snow-covered peak looms above, partially shrouded in clouds, while evergreen trees line the perimeter, completing the serene winter scene.
Condo in Gallatin Gateway

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

5.0 out of 5 average rating, 14 reviews
Superhost
Condo in Big Sky

Easy Shuttle Access | Resort Amenities

4.94 out of 5 average rating, 16 reviews
Superhost
A spacious living area features a combination of comfortable seating options, including a couch and armchair, arranged around a wooden coffee table set with a chessboard. Large windows provide natural light and showcase mountain views, while a flat-screen TV and fireplace add to the inviting space.
Condo in Big Sky

Lone Peak Vista Ski In/Out Steps to New Gondola

4.78 out of 5 average rating, 18 reviews