Dreamy Rocky Mountain Retreat: 13 Amazing Rentals in Big Sky, MT

Tucked within the Madison Range of the Northern Rockies, Big Sky, Montana is one of America’s genuinely legendary outdoor escapes. Overlooked by 11,167-foot Lone Mountain, this resort getaway is world-renowned for its snowsports, Blue Ribbon trout-fishing, whitewater rafting, hiking, and other fresh-air pursuits, with Yellowstone National Park an easy—and breathtaking—drive away and the sprawling Gallatin and Beaverhead-Deerlodge national forests forming the immediate backyard.

This magical place offers year-round splendor, outdoor recreation, and Western vibes, and you won’t find better accommodations for soaking it all up than the following 13 luxury Big Sky vacation rentals, brought to you by The 100 Collection and our local partner Ascend Properties!

80 CLIFF MANOR

A grand mountain lodge living room with soaring windows, stone columns, and a fireplace features leather seating, fur throws, and forest views framed by the glass.

8 Guests | 3 Bedrooms | 4 Bathrooms

Call the sublime Gallatin Canyon your Montana home-away-from-home at 80 Cliff Major, which sleeps up to eight within its spacious, view-drenched layout. Generous windows and such private outdoor hangouts as the firepit, hot tub, and patio let you feast upon the riverfront scenery.

And besides the king bedroom with its full bath and the queen bathroom with its ensuite bath, the property features an extra room complete with a pair of twin beds.

Other highlights amid all of that Rocky Mountain beauty include the cozy-as-heck woodstove in the living room and the snazzy, stainless-steel appliances in the well-equipped kitchen.

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80 SLALOM UNIT 401

An open-concept mountain home with a modern rustic design features a dining area, cozy living room with fireplace, and kitchen with bar seating, all framed by large windows and scenic views.

16 Guests | 6 Bedrooms | 5 Bathrooms

This truly luxe ski-in, ski-out penthouse sits right at the base of Big Sky Resort, occupying the entire top floor of its condo building. A fabulous choice for friends, multifamily, and other large getaways, 80 Slalom Unit 401 includes a covered private deck with mountain vistas, a hot tub with sightlines to the ski trails, a garage to store your ski gear, and private ensuite bathrooms, among other ace amenities.

Kick back around the fireplace while enjoying the surround-sound system and high-speed Internet, do a load or three of laundry, and take advantage of the handy-dandy boot dryers.

And, really, the location is incredible, with ski-in entry off the Clock Out Ski Trail and a quick stroll to ski-out fun via the Explorer Lift—slopeside access that’s just as awesome in the summertime.

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141 COPPER JOHN LOOP

A modern mountain townhouse with wood siding, stone accents, and a covered entryway sits under a cloudy sky, with snow-capped peaks visible in the background.

8 Guests | 4 Bedrooms | 5 Bathrooms

This inviting 3,344-square-foot townhome boasts an ultra-convenient central Big Sky setup within easy walking distance of the Town Center and its dining, shopping, and entertainment. The two-story, open-concept spread and upscale décor make 141 Copper John Loop an ideal vacation-living space, with a spacious garage to boot.

Among the fine amenities are a pair of private patios with stirring views, a gas fireplace, and a private hot tub, not to mention air-conditioning and a collection of smart TVs.

Besides the Town Center access, you’ll also find yourself nice and close to multiple trailheads for embracing the full-hearted Big Sky experience.

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124 COPPER JOHN LOOP

A modern kitchen with dark cabinetry, white countertops, and stainless steel appliances features a large island with wooden barstools and pendant lighting.

10 Guests | 4 Bedrooms | 5 Bathrooms

Another awesome townhouse within strolling shot of Town Center’s shops, eateries, bars, and event spaces, 124 Copper John Loop boasts a private patio with a grill and a hot tub, a two-car garage, and fully equipped kitchen with top-of-the-line appliances.

The high-end flourishes here nicely touch off the rustic grandeur of the surrounding landscape. In the summer, you’ll appreciate the property’s air-conditioning—and anytime of year, you’ll love the nearness of great trailheads and the short-drive proximity to Big Sky Resort.

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4B OGLALA

A steaming hot tub sits on a covered wooden deck beside a stone cabin wall, with snowy trees and a pair of rustic wooden chairs in the background.

15 Guests | 6 Bedrooms | 4 Bathrooms

Another of the finest vacation rentals in Big Sky MT, 4B Oglala comprises a palatial ski-in, ski-out cabin in the Powder Ridge neighborhood, tucked at the end of a cul-de-sac and offering a delicious sense of privacy and luxury. The 3,550 square footage, ample parking, and comprehensive amenities recommend this property for family reunions, big friend escapes, and other larger groups.

From the fire pit and private outdoor hot tub to the decked-out game room and array of smart TVs with DirecTV service, this place has R&R written all over it. And, of course, some of the best outdoor recreation and scenery in the country is right at your fingertips!

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12 HIGHPOINT DRIVE

A steaming hot tub sits on a covered wooden deck beside a stone cabin wall, with snowy trees and rustic wooden chairs in the background.

12 Guests | 5 Bedrooms | 6 Bathrooms

You can also ponder Lone Peak—a perfect mountain, really—firsthand from this 3,622-square-foot vacation home, which gives you equally convenient access to the trails of Moonlight Basin and the pleasant hustle-and-bustle of Big Sky Town Center.

When you’re not relishing a meal out and about, you’ve got an impeccable kitchen available here, and meanwhile the fireplace (wood-burning and gas) and private hot tub both feel mighty wonderful after a day on the slopes—or perhaps one spent geyser-touring and wildlife-watching over in Yellowstone!

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7 MANITOU CABIN

A rustic log cabin glows warmly from within as it sits nestled in deep snow, surrounded by pine trees and mountain peaks at dusk.

11 Guests | 5 Bedrooms | 4 Bathrooms

Ski-in, ski-out delights (thanks to Rising Bull Access) and, indeed, all-season outdoor fun and R&R of all kinds are yours to be had at 7 Manitou Cabin, a 3,550-square-foot vacation home located in Big Sky’s Powder Ridge neighborhood.

Within shouting distance of the Mountain Village, this lavish property includes a kitchen complete with stone countertops, a Wolf stove, and a capacious Sub-Zero fridge as well as game room to get your foosball and darts on.

Take in the conifer fragrance and rugged mountainscape views from the deck, which includes a propane fire pit, or from the irresistible outdoor hot tub.

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321 GREAT HORN

A rustic mountain lodge with large timber beams, stone accents, and expansive windows sits on a grassy lawn surrounded by pine trees under a clear blue sky.

12 Guests | 5 Bedrooms | 4 Bathrooms

Your own sprawling Rocky Mountain kingdom can be yours with a stay at 321 Great Horn, a single-family home perched on 20 gorgeous acres just seven minutes away from Big Sky Town Center and 15 minutes from Big Sky Resort.

Equipped with a two-car garage, the cabin-inspired house boasts major rustic-luxe grandeur, with majestic vaulted ceilings and exposed live-edge beams—plus an abundance of windows showing off the natural glories just outside the door.

Explore the property’s trail system, visit Ousel Falls, and marinate awhile in the private outdoor hot tub: It doesn’t get much better than this!

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53 MOOSE HILL ROAD

A modern mountain living room with a stone fireplace, cozy sectional sofa, and large windows offering views of neighboring cabins and the surrounding landscape.

10 Guests | 5 Bedrooms | 6 Bathrooms

This fine-appointed haven within walking distance of the Big Sky Town Center serves up plentiful high-end amenities and creature comforts within and sweeping resort-scape views from its outdoor deck.

When you’re back from adventuring, you’ll appreciate such glamorous amp-up-the-coziness features as the large fireplace, the private hot tub, and the home theater.

And a marvelously fitted-out kitchen has what you need for sociable meal-cooking and dining, the breakfast bar being a particularly nice amenity.

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476 STREAMSIDE WAY

A modern farmhouse-style home with a large attached garage sits in a wide open meadow, surrounded by pine trees and mountain views under a clear blue sky.

12 Guests | 5 Bedrooms | 6 Bathrooms

This regal 4,263-square-foot farmhouse sits pretty on three-plus acres graced with swoon-worthy views of Lone Mountain and the Spanish Peaks.

That lovely scenery is arguably best enjoyed from the hot tub on the covered back patio, but warm-season visits might see you reclining in the yard for a little sunbathing—or perhaps an after-hours session goggling at the deep night skies overhead, star chart (or app) in hand.

With a three-car garage plus an RV-ready storage bay, multiple refrigerators and freezers as well as gas fireplaces, a wet bar, a pair of ovens, and two offices perfect for remote work, this Big Sky Mountain Farmhouse makes an awesome choice for large-group getaways.

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2310 SPOTTED ELK

A modern open-concept living and dining area with a stone fireplace, sleek gray sectional sofa, and large black-trimmed windows letting in natural light.

6 Guests | 4 Bedrooms | 3 Bathrooms

Whether it’s the links of summer and fall or the snowy circuits of winter and spring, the Nordic Ski & Golf Single-Family Retreat is another jewel among the Big Sky vacation rentals our partner Ascend Properties manages.

Guests here get to call home the Big Sky Golf Course and Nordic Ski Trails system, which means front-row seats to year-round outdoor enjoyment—not even speaking of the nearness of Yellowstone National Park.

From the two-car garage and grilling-H.Q. deck to such conveniences as a wood-burning fireplace, laundry room, and streaming-capable Smart TVs, this 3,000-square-foot home has much to offer a golf- or ski-minded vacationer, needless to say.

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8 OGLALA

A rustic dining and living area in a log cabin features a wooden table set for eight, leather chairs, exposed beams, and a lofted second floor with iron railings.

12 Guests | 5 Bedrooms | 4 Bathrooms

Providing ski-in, ski-out accommodations in the Powder Ridge neighborhood a stone’s throw from the White Otter Trail, this 3,500-square-foot vacation cabin is an across-the-board winner when it comes to a Big Sky home base.

Drink in the heavenly views from your private outdoor hot tub or the propane fire pit out on the deck, answer great-outdoors-inspired appetites via the well-equipped kitchen, and crank up the friendly competition in the foosball- and Wii-outfitted game room.

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80 SLALOM UNIT 202

A modern open-concept kitchen and living area with a wood island, pendant lighting, and a spacious gray sectional opens to a dining space with large windows overlooking mountain views.

12 Guests | 4 Bedrooms | 3 Bathrooms

Nicely ensconced in Big Sky Resort’s Base Area, this ski-in/ski-out property—the BeaverHead Condo—delivers a downright dreamy setup for families and other groups looking to make the most of their Big Sky experience.

From the heated garage with its ski racks and commercial boot dryers to the open-floorplan greatroom and the private deck hosting a six-person hot tub, this is one heck of a perch—one also boasting Smart TVs in each and every room, keyless entry, and a kitchen accoutered with Bosch stainless-steel appliances.

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Lock Down the Perfect Big Sky Rental Today

Here at The 100 Collection, we’re honored to join forces with Ascend Properties to curate an unbeatable spread of vacation rentals in the Big Sky area. Founder Adam Farr got to know this special place intimately through years working for the Yellowstone Club, which inspired him to launch his own property-management/rental-home business.

From Town Center condos to secluded mountain palaces, you’ve got the full spectrum—each and every offering top-of-the-line and 100 Collection-worthy—thanks to Adam and his partner Hannah’s collection. Explore it today!