Townhome holiday rentals in Madison County

Luxury Mountain Village Townhome

COMING WINTER 24/25! BRAND NEW EXTRA LARGE 7 PERSON CALDERA HOT TUB! Mountain Village 3bd 3ba with private hot tub and extra large single stall garage. Only about a mile from the base and the mountain village shuttle picks up and drops off about 50 yards from our door and offers quick and convenient transportation throughout Big Sky. Finalize your Big Sky visit with our Mercedes Sprinter van available for rent via Turo. Great for mutiple families, big groups, and a lot of gear! Ask for details!

Lush Ski-in/outᨒHome|Wood Fireplace|Walk to Resort

Welcome to your perfect mountain escape! Big Horn 23 is professionally by the local Two Pines Properties team. This spacious 3-bedroom, 3.5-bath condo is ideally located at the base of Big Sky Resort, offering true ski-in/ski-out access in winter and walkable convenience to restaurants, shops, and year-round adventure. In the winter, simply cross the street to hop on the Bear Back Poma Lift, which takes you directly to the Mountain Village—gateway to over 5,800 acres of world-class ski terrain.

Big Sky 3BR Chalet - Slopeside Luxury

The perfect base for your Yellowstone adventure! This ski-in/ski-out townhome is just steps from Big Sky Mountain Village —offering unbeatable access to the slopes. After a day of skiing, hiking, fishing, biking, or rafting, return to comfort and relaxation. The home features three spacious bedrooms, with en-suite bathroom and stocked kitchen — making it easy to unwind and feel right at home in the mountains. Come experience the best of Montana—where outdoor adventure meets alpine comfort.

Ennis Vacation Rental w/ Balcony: Walk to Downtown

Endless Montana adventures await at this recently remodeled, 2-bedroom, 1-bath vacation rental townhome in Ennis! Situated within walking distance of museums and restaurants in downtown Ennis and driving distance of Yellowstone National Park, this is the perfect home base for small groups looking to have a one-of-a-kind vacation in Big Sky Country! Experience world-class hiking, fishing, mountain biking, or whitewater rafting before returning home to watch the sunset behind the mountains.

Bright 3 Bedroom Townhome in Ennis, MT!

Let the Ennis Retreat be your basecamp for activities in Montana! This 3 bedroom, 2 bathroom 1,200SF+/- private townhome offers an in town location with space for the whole group. An open concept living room includes a tv, dining, dedicated workspace and open kitchen as well as a laundry area. The king bedroom includes a desk, large closet and private bathroom. The second bedroom has a queen bed and a third bedroom offers two twin beds. These bedrooms share a private bathroom.

Luxury Big Sky Ski Retreat - Moonlight Basin

Ready to make memories of a lifetime? Whether skiing, hiking, golfing, or biking, this luxury townhome is the perfect getaway for an adventure loving group of couples or mid-sized family looking for a mountain haven. The contemporary design reveals high-end amenities and appliances, elegant hard-wood floors and cabinetry, a fully stocked kitchen, and large windows with a stunning exhibit of both Lone Peak and the surrounding Spanish Peaks.

Lake Condo At Big Sky 2BR~Sleeps 6

There is so much to do it is hard to list it all. Surrounded by incredible mountains with sweeping views Big Sky and the surrounding areas offer a nature lovers paradise. Yellowstone National Park is just a short drive away where you can see Old Faithful, bison and maybe even a bear or wolf. Anglers are treated to the pristine waters of the Gallatin River and world class fly fishing.

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.

Big Sky Resort Montana 4BD-5 min to mountain base

Amazing mountain townhouse with panoramic views of Lone Peak and Big Sky Resort. Located just five minutes from Big Sky Ski Resort and less than an hour from Yellowstone National Park West entrance, this home offers you the comfort and feel of mountain living with a modern touch.