Ski-in/Ski-out holiday rentals in Western Montana

Big Sky Evergreen Retreat

Enjoy a stay at this stylish, classy and comfortable condo in the Big Sky Mountain Village. You'll love the sense of privacy amid the evergreen trees! Stay in with the fully stocked kitchen, or visit the nearby shops and restaurants. The Hill Condos are easy walking distance to the free parking shuttle to the ski resort and village shops during the winter season. Only a 10 minute drive to the Meadow Village for groceries, more restaurants and great summer hiking and cross country ski trails.

Value · Location · Cleanliness

Jardine Retreat Cottage

Located in the heart of the Jardine, Montana the Jardine Retreat Cottage was built in 2019. Escape from the crowds of Yellowstone and get away from the stresses of every day life. This two bedroom cottage has a kitchen, a cozy fireplace to relax by, and the sounds of Bear Creek just outside. Enjoy hiking and ski trails right out the front door. Jardine is quiet & serene, surrounded on three sides by Wilderness, and is just 5 miles away from Yellowstone National Park. WiFi now available!!

Location · Family · EV charging

Luxury Big Sky Condo| King Bed| Mountain Getaway

Relax in this beautiful 1st floor condo in the heart of Big Sky’s Mountain Village with easy access to Big Sky Resort and Lake Levinsky. Close to skiing, hiking, mountain biking and a great home base for all of your adventures. This condo has been completely remodeled. It features a king size bed, an open floor plan, fully stocked kitchen with premium appliances, full bathroom with shower-tub combo, smart tv with viewing from the living room and bedroom, and an in unit washer and dryer

Location · Value · Laundry

Mountain Getaway

Welcome! This 3 bedroom, 2.5 bath log home boasts 6 queen beds, large hot tub, stunning views of the Mission Mountains. Located within walking distance to dining, bars and gas station. Public lake access nearby. Trailer parking. Home office. Snowmobile or cross country ski from the home to access east side trailhead less than 4 blocks away or trailer to west side snowmobile trailhead less than 8 miles away. The perfect base camp to start from for any of the areas many adventures!

Value · Family · Walkability

Bridger Haus~Bridger Bowl~20 Mins to Bozeman

The Bridger Haus is a vacation rental located near the base area of Bridger Bowl ski area. The 3-bed, 3-bath home features a full kitchen, ensuite bathrooms, radiant heat, and gas fireplace. The house is an easy 10 minute walk to the base area and back, or provides ski-in access back to the house from the ski area boundary. It also provides immediate access to Crosscut Mountain Sports Center, Bridger Mountains and scenic 15 minute drive to Bozeman. No pets at the property policy.

Family · Location · Decor

Fresh Summer Air | Close to Slopes

Welcome to your mountain escape in beautiful Big Sky, Montana! This newly renovated 2-bedroom, 2-bath loft condo offers the perfect blend of comfort, style, and location. Just a short walk to the lifts, you’ll be steps away from adventure—whether you're skiing in winter or hiking and biking all summer long. Located at the base of Big Sky Resort and only a scenic drive from Yellowstone National Park, this condo is your gateway to everything Montana has to offer.

Family · Location · Air conditioning

“Gee” side of Base Camp Bigfork Lodge

The lodge is divided into two separate sides however when you book, we block the other side for the duration of our stay. This allows us to not have to turn over the whole space but you still get it all to yourself. "The Gee Side" will be yours as well as the kitchen space. "The Haw Side" will be locked and unoccupied for your stay. This space serves as a perfect retreat for a couple to regroup between adventures.

Location · Value · Nearby

MTNLUX Guest House Sauna & Hot tub

Snowmobilers... we are located on Bannock Trail so you can sled-in/sled-out to all Cooke City trails! You'll love our brand-new 2-bedroom hideaway in the woods overlooking Soda Butte Creek. It's the perfect blend of a mountain getaway with modern conveniences, and Yellowstone National Park is minutes away. You'll also love the year-round sauna & hot-tub overlooking the creek, and the decks with spectacular views.

Value · Family · Parks

Ski Bunny Studio | Steps to Ski Lifts

Welcome to Ski Bunny, your cozy Big Sky ski retreat! Located in the Hill Condos, this sunny studio offers south-facing windows, mountain views, and easy slope access. Walk to the lifts, return for lunch, and unwind as the sun sets behind Andesite Mountain. Enjoy local charm, nearby dining, groceries, and the free Skyline bus only a 2 minute walk. Once you arrive, you can ski, eat, sleep, and repeat—no car needed!

Family · Value · Bathroom

Remote Rustic Cabin with Private Deck

100 year old adorable one room cabin with a private bath with a wood burning fireplace. Private deck with seating. Hand made cedar headboard on queen size bed with brand new mattress. Gorgeous forest views. Unplug and get away in the heart of the Bitterroot National Forest. Please read entire listing and rules carefully. We love having guests bring pets but do charge a small fee of $10 per pet per night.

Family · Location · Layout

Cozy cottage by St Regis River

Enjoy the lovely setting of this romantic spot in nature. Snowmobile, Cross country ski, Hike, Bike or Fish right from the front door. This property is fully fenced and is pet friendly, complete with a dog door. Perfect for a couples get away to enjoy the mountain views and fresh mountain air.

Location · Value · Bathroom

Pintler Suites 2 Bedroom

Pintler Suites has Studio and Two Bedroom fully appointed suites, complete with newly remodeled kitchen baths, designed by one of our favorite local artists. The building is a historical landmark with loads of rustic charm located in the heart of Philipsburg.

Family · Value · Backyard