September Vacation Rentals in Big Sky, MT

Big Sky is a beautiful year-round mountain destination that is uniquely positioned to enjoy panoramic views of versatile alpine terrain, wide-open bowls, and stunning big skies as the name implies. You’ll fall in love quickly. Availability last updated 8/17/22. Please be advised that there is a minimum length of stay at some homes.
Big Sky
Alpenglow
Sleeps 16
From $1255 / night To $7422 / night
(3)

Ski-in, ski-out custom home on private, wooded lot with hot tub and expansive mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Alpine Meadows Chalet 2 Silver Star
Sleeps 10
From $499 / night To $3795 / night
(23)

Spacious ski-in, ski-out Moonlight Basin chalet with hot tub and stunning mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Antler Ridge Lodge
Sleeps 14
From $608 / night To $5728 / night
(14)

Deluxe 4 bedroom home close to Big Sky Resort

Big Sky
Beehive Basin Chalet
Sleeps 8
From $487 / night To $1782 / night
(9)

Tranquil mountain home with panoramic views and hiking trail access

Big Sky
Big Pine Chalet
Sleeps 8
From $358 / night To $1850 / night
(2)

Newly Constructed Custom-Designed Chalet

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Big Sky Lookout Towers - Lone Peak View
Sleeps 8
From $498 / night To $3750 / night
(2)

Secluded Home with Private Hot Tub

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Big View Luxury Suite
Sleeps 10
From $368 / night To $3500 / night
(19)

Ski in, ski out 4-bedroom suite in Alpine Meadows with beautiful views and hot tub

Big Sky
Blue Grouse #14
Sleeps 6
From $269 / night To $909 / night
(22)

Modern condo with mountain views and easy access to the town center

Big Sky
Camp Arrowhead Cabin
Sleeps 7
From $283 / night To $2750 / night
(24)

Custom log home on 30 private acres close with private hot tub and sweeping mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Cowboy Heaven Cabin | 11 Bandit Way
Sleeps 4
From $211 / night To $2452 / night
(25)

Ski-in, Ski-out Cabin with Private Hot Tub and Unobstructed Mountain Views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Cowboy Heaven Luxury Suites | Unit 2B
Sleeps 15
From $422 / night To $4991 / night
(17)

Spacious 5-bedroom suite with ski in/ski out access

Big Sky
Crail Creek 142
Sleeps 8
From $298 / night To $1735 / night
(11)

Charming Townhouse on Golf Course with Private Hot Tub -- Walk to Big Sky Town Center

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Doc's Holiday - Luxury Suite
Sleeps 10
From $368 / night To $3500 / night
(22)

Luxury suite with direct ski-in, ski-out access to Big Sky Resort and panoramic mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Firelight Chalet - 130 Starlight
Sleeps 8
From $235 / night To $995 / night
(8)

Charming Townhouse with Private Hot Tub and Mountain Views Near Town Center

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Hillside Hideaway
Sleeps 11
From $430 / night To $2276 / night
(6)

Contemporary Mountain Home with Wrap-Around Deck and 360-Degree Views

Big Sky
Hobbit House
Sleeps 11
From $386 / night To $2048 / night
(17)

Sprawling Rustic-Luxury Home on Golf Course, Steps from Town Center and Ski Shuttle

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Hoos Views
Sleeps 12
From $842 / night To $6700 / night
(28)

Luxurious Big Sky mountain home with ski access, breathtaking mountain views and a private hot tub

Big Sky
Huckleberry Hideaway
Sleeps 12
From $402 / night To $1989 / night
(33)

Private retreat on 20 acres with hot tub and Lone Peak views -- near skiing and Big Sky’s town center

Big Sky
Hunt's View
Sleeps 17
From $824 / night To $6838 / night
(18)

Newly constructed ski-in, ski-out home with private hot tub and Lone Peak views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Inspiration Point Townhome 1B
Sleeps 14
From $594 / night To $4500 / night
(0)

5 Bedroom in Spanish Peaks with Hot Tub and Theater Room

Rates discounted from now until Sept 31 due to nearby construction
Big Sky
Latigo Lodge
Sleeps 13
From $706 / night To $7000 / night
(20)

Picture your next vacation at this ski-in, ski-out lodge, moments from the finest that Big Sky has to offer

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Lone Peak Townhome 5
Sleeps 8
From $259 / night To $1272 / night
(8)

Charming Townhome in Town Center, Steps from Ski Shuttle and Hiking Trails

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Lone View Lodge
Sleeps 10
From $481 / night To $2174 / night
(14)

Spacious, ski-acessible Big Sky home with incredible mountain views, private hot tub and fireplace

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Montana Mountain View Luxury Suite
Sleeps 10
From $368 / night To $3500 / night
(16)

Ski-in, ski-out, luxury suite with panoramic mountain views, 4 en-suite bedrooms, elegant furniture and a private hot tub

Big Sky
Moon Rider Ski Chalet
Sleeps 14
From $824 / night To $6838 / night
(1)

Ski-in, Ski-out Cabin with Private Hot Tub

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Moondance Lodge
Sleeps 13
From $671 / night To $6030 / night
(17)

Perched up in the treetops, this luxurious log home is the perfect Montana getaway. With expansive decks, and views to match, you are surrounded by the natural beauty of Big Sky.

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Moonlight Mountain Home | 1 Hidden Trail
Sleeps 11
From $341 / night To $3490 / night
(19)

Comfortable 3-bedroom home in Moonlight Basin community with ski in/ski out access

Big Sky
Moonlight Mountain Home | 2 Lower Mountain Home
Sleeps 11
From $310 / night To $3174 / night
(18)

Ski-in, ski-out home with private hot tub, lodge atmosphere, and sweeping mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Moonlight Mountain Home | 7 Mountain Home
Sleeps 10
From $341 / night To $3490 / night
(23)

Gorgeous mountain home with direct ski-in ski-out access, private deck, hot tub, and club access

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Moonlight Mountain Home | 9 Happy Trails
Sleeps 9
From $310 / night To $3174 / night
(26)

Mountain home with amazing views and outdoor hot tub, perfect for families!

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Moonlight Mountain Home | 9 Indian Summer
Sleeps 13
From $310 / night To $3174 / night
(28)

Ski-in ski-out 3 bedroom home with sweeping mountain views and stylish mountain decor.

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Mountain Lake Condo | Unit 401B
Sleeps 8
From $247 / night To $2400 / night
(24)

Newly constructed condo 3 minutes from Big Sky base area -- Lone Peak mountain views, shared pool and hot tub

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Mountain Valley Estate
Sleeps 12
From $1332 / night To $8164 / night
(0)

Custom Luxury Home on a Private Lot in Spanish Peaks.

Big Sky
Powder Ridge Cabin | 12 Manitou
Sleeps 8
From $364 / night To $3700 / night
(3)

Ski-in, Ski-out with Mountain Views and Hot Tub

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Powder Ridge Cabin | 9A Red Cloud Loop
Sleeps 10
From $333 / night To $3700 / night
(0)

Ski-in, Ski-out cabin with Hot Tub

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Saddle Ridge Townhome | Unit B1
Sleeps 10
From $284 / night To $2670 / night
(14)

3-bedroom townhome with ski-in, ski-out access with hot tub and spectacular mountain views and pool access

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Saddle Ridge Townhome | Unit J1
Sleeps 9
From $284 / night To $2670 / night
(18)

Inviting ski-in, ski-out home with a private hot tub and spectacular views from multi-level decks

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Skycrest 1714
Sleeps 6
From $142 / night To $1055 / night
(15)

Charming Ski Condo on Shuttle Route with Lone Peak Views and Infrared Spa

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Skycrest 1728
Sleeps 8
From $374 / night To $1161 / night
(0)

Skycrest Condo Near Slopes

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Southfork Retreat
Sleeps 12
From $345 / night To $2772 / night
(1)

5-bedroom Luxury Home with Hot Tub

New Home!
Big Sky
Spanish Peaks Highlands Cabin 39
Sleeps 14
From $905 / night To $4800 / night
(0)

Ski-In, Ski-Out Access with Private Hot Tub

New Home!
Big Sky
Spanish Peaks Highlands Cabin 45
Sleeps 12
From $969 / night To $4200 / night
(2)

Newly Constructed Ski-in, Ski-out Home

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Spanish Peaks Homestead Cabin 2
Sleeps 14
From $1025 / night To $5500 / night
(12)

6-bedroom ski-in, ski-out luxury home with mountain views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Spanish Peaks Settlement Cabin
Sleeps 13
From $581 / night To $3492 / night
(17)

Spanish Peaks luxury cabin with a private hot tub, fire pit and spectacular views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Swift Bear Lodge
Sleeps 15
From $746 / night To $6700 / night
(19)

Newly remodeled ski-In/out 5-bedroom home with hot tub and game room

Get 5 Nights for 4 from 5/30-9/4
Big Sky
The Falls
Sleeps 12
From $1120 / night To $5094 / night
(4)

Deck with Outdoor Fireplace and Hot Tub

Big Sky
The Lodges at Elkhorn Creek Unit 1302
Sleeps 10
From $372 / night To $1595 / night
(6)

Family-Friendly Condo in Mountain Village With Loft, Private Balcony and Sweeping Views

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Twin Lift Lodge
Sleeps 12
From $638 / night To $5728 / night
(10)

5 Bedroom home with close proximity to Yellowstone

Get 5 Nights for 4 from 5/30-9/4
Big Sky
White Bark Chalet
Sleeps 10
From $355 / night To $2772 / night
(13)

Family-FriendlyHome with Hot Tub and Mountain Views Near Town Center

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Wildridge Chalet
Sleeps 16
From $581 / night To $3492 / night
(5)

Custom-Built Modern Cabin in Spanish Peaks with Amazing Views and Game Room

Get 5 Nights for 4 from 5/30-9/4
Big Sky
Wolf Pack Hideaway
Sleeps 10
From $368 / night To $3500 / night
(17)

Ski-in, ski-out condo with mountain views and private hot tub

Big Sky
Cowboy Heaven Cabins | 3 Rustic Ridge
Sleeps 6
From $211 / night To $2452 / night
(10)

2-bedroom cabin suited for families near Big Sky Resort

Get 5 Nights for 4 from 5/30-9/4