50 Best Big Sky Vacation rentals on Holiday Lettings - Apartments

Close

Big Sky

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

218 Vacation rentals

(1) Excellent 

32

Vacation home in Big Sky

Montana / Big Sky

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This Alpine Meadow duplex offers 2,300 square-feet, four bedrooms, four-and-a-half bathrooms, and luxurious finishes! This elegantly appointed space also has radiant floor heating, ski-in/ski-out access, and wireless internet. With breathtaking views of the Spanish Peak …see more

from $139 / night

$973 / week

Book View

from $139 / night

28

Vacation home in Big Sky

Montana / Big Sky

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
This wonderful chalet-style home is ski-in/ski-out and designed to provide a group of 10 a lot of space and comfort. You'll even have a private hot tub. You'll enjoy three levels of living space include a master suite and bunk room downstairs, one guest bedroom on th …see more

from $159 / night

$1,113 / week

Book View

from $159 / night

5

Vacation condo in Big Sky

Montana / Big Sky

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
This condo has been recently updated with beautifully appointed fly fishing and ski décor to create an outdoorsman rustic  Montana experience.  An open floor plan with a full sized kitchen and table to fit up to 4 people, plenty of living room seating and beds to sleep …see more

from $114 / night

$798 / week

Book View

from $114 / night

(7) Excellent 

24

Vacation chalet in Big Sky

Montana / Big Sky

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
This spacious and comfortable, Firelight Chalet provides 1800 Sq Ft. with 3 bedrooms and 3 bathrooms. Nicely upgraded with wood floors, stainless appliances, and flat screen TV’s. It has an open living floor plan with large windows inviting in sun, mountain scenery, and …see more

from $200 / night

$1,350 - $1,400 / week

Book View

from $200 / night

34

Big Sky Vacation home rental

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Visit this wonderful chalet-style home! It's designed to provide any family or group a tremendous amount of space and comfort, along with ski-in/ski-out access and a private hot tub. Three levels of living space include a master suite on the main level, two guest bedr …see more

from $198 / night

$1,386 / week

Book View

from $198 / night

(13) Excellent 

53

Vacation home in Big Sky

Montana / Big Sky

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
Set in picture-perfect forest surroundings, soak in some of the loveliest views in Powder Ridge. This cozy cabin is on the back side of the farthest cul-de-sac in the Powder Ridge development, with plenty of open space and gorgeous Spanish Peaks vistas. Wildlife watchin …see more

from $315 / night

$2,205 / week

Inquire View

from $315 / night

14

Vacation apartment rental

Montana / Big Sky

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
This is a great location with reasonable rates close to the slopes at the countries largest ski Area...Big Sky Montana. We welcome summer and winter rentals. The condo is walking distance to the lifts, shuttle service and convention center …see more

from $209 / night

$1,400 / week

Book View

from $209 / night

(3) Excellent 

59

Vacation home in Big Sky

Montana / Big Sky

4 14 3 nights min

  • 4 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
  • Private garden
Enchanting views of Lone Peak, the Middle Fork Creek, and the surrounding mountain expanse make Big Dog Lodge the perfect backdrop any time of year for your Big Sky adventures.  Located only a short stroll from the Mountain Village and base area, yet beautifully seclude …see more

from $515 / night

$3,605 / week

Inquire View

from $515 / night

(5) Excellent 

65

Vacation home in Big Sky

Montana / Big Sky

5 16 3 nights min

  • 5 bedrooms
  • Sleeps 16
  • 3 nights min
  • Ask about children
With signature Spanish Peaks views on all sides and serene mountain surroundings, this luxurious Powder Ridge log cabin makes the perfect Big Sky vacation destination.  Quietly situated within the Powder Ridge development, yet only a few minutes from the Mountain Villag …see more

from $449 / night

$3,143 / week

Inquire View

from $449 / night

(9) Excellent 

62

Vacation home in Big Sky

Montana / Big Sky

5 17 3 nights min

  • 5 bedrooms
  • Sleeps 17
  • 3 nights min
  • Ask about children
  • Private garden
Panoramic, postcard views of the Spanish Peaks and Lone Mountain in every direction, and the serene, wooded highland surroundings provide the perfect backdrop any time of year here for your Big Sky adventures. This private, ski-in/ski-out, Montana dream home is situated …see more

from $599 / night

$4,193 / week

Inquire View

from $599 / night

(7) Excellent 

60

Vacation home in Big Sky

Montana / Big Sky

4 14 3 nights min

  • 4 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
  • Air conditioning
No detail has been overlooked when it comes to this ski-in/ski-out Cowboy Heaven Luxury Suite, located just a short walk from the Moonlight Lodge and only a scenic 45 miles from West Yellowstone. From its sunny perch on the Moonlight side of Lone Mountain, this stunning …see more

from $439 / night

$3,073 / week

Inquire View

from $439 / night

(5) Excellent 

39

Vacation home in Big Sky

Montana / Big Sky

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
Please note that this complex is still being developed and additional units may be added. Located in the Mountain Village at Big Sky Resort, this luxurious, ski-in/ski-out townhouse with picturesque views provides a beautiful setting for your mountain vacation. Situate …see more

from $375 / night

$2,625 / week

Inquire View

from $375 / night

(7) Excellent 

45

Vacation home in Big Sky

Montana / Big Sky

4 15 3 nights min

  • 4 bedrooms
  • Sleeps 15
  • 3 nights min
  • Ask about children
Ski Access Beautiful forest and mountain views make this luxurious Powder Ridge log cabin the perfect backdrop any time of year for all your Montana adventures. Located in a quiet cul-de-sac just below the White Otter chair lift, and only a few minutes from the Mountai …see more

from $315 / night

$2,205 / week

Inquire View

from $315 / night

39

Vacation home in Big Sky

Montana / Big Sky

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
Ski Access Spectacular mountain views in a quiet natural setting make this luxurious Powder Ridge log cabin the picture-perfect base camp to alpine adventure, wilderness excursions, and everything Montana. Located just 25 yards from the White Otter ski run, and only a …see more

from $315 / night

$2,205 / week

Inquire View

from $315 / night

13

Big Sky ski condo to rent.

Montana / Big Sky

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ski
  • Child friendly
  • Car not necessary
1 Bedrooms, 1 Bathrooms, 4 Sleeps BREATHTAKING! Newly remodeled with modern western style decor...The PERFECT GETAWAY for those wanting all the upgrades and woodworking of a cabin feel with the comfort and coziness after a day of enjoying Big Sky’s outdoor living! An …see more

from $89 / night

$623 / week

Book View

from $89 / night

22

Big Sky ski condo to rent.

Montana / Big Sky

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ski
This spacious, open floor plan, luxury condo offers 2 levels of beautifully appointed living space, that embraces the rustic feel of Montana while located in the heart of Big Sky Resorts' mountain village. Walking distance to dining, groceries, shops, massage, movie the …see more

from $275 / night

$1,925 / week

Book View

from $275 / night

(27) Excellent 

38

Vacation home in Big Sky

Montana / Big Sky

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
  • Pet friendly
Fondly called " Fjell Hjem" in Norwegian by the owners, this truly is a "Mountain Home" as the translation says. Private location on twenty beautiful acres in the mountains near Big Sky on Beaver Creek. A spacious home with a hot tub, 3 stone fireplace in the great r …see more

from $442 / night

$3,095 - $4,395 / week

Inquire View

from $442 / night

33

Big Sky Vacation home rental

Montana / Big Sky

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This incredible mountain home is designed to up to 10 guests an incredible home base in Big Sky! Three levels of living space include two master suites downstairs, one guest bedroom on the main level, and queen bed and pull out sofa in the upstairs loft. You'll have ski …see more

from $160 / night

$1,120 / week

Book View

from $160 / night

(6) Excellent 

54

Vacation home rental

Montana / Big Sky

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
Nestled in the trees just below the War Dance run on Andesite Mountain, this Montana log home looks out on wooded expanses and alpine vistas as far as the eye can see.  Located only a short hike from the Mountain Village and base area, yet beautifully secluded, the ski- …see more

from $549 / night

$3,843 / week

Inquire View

from $549 / night

(7) Excellent 

61

Big Sky Vacation home rental

Montana / Big Sky

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Ask about children
Ski Access Set in private wooded surroundings with pristine forest and mountain views, this luxurious Powder Ridge log cabin makes a picture-perfect backdrop for all your Montana adventures, any time of year. Located on a quiet end lot, yet only a few minutes from the M …see more

from $499 / night

$3,493 / week

Inquire View

from $499 / night

(8) Excellent 

30

Home rental in Big Sky

Montana / Big Sky

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Ask about children
This cozy, free-standing cabin with top of the world views and incredible ski-in/ski-out access, makes the perfect starting point for your alpine adventures.  Nestled beside the Powder River Run high on the Moonlight side of Lone Mountain, 15 Derringer is a great fit fo …see more

from $245 / night

$1,715 / week

Inquire View

from $245 / night

(3) Excellent 

57

Big Sky Vacation home rental

Montana / Big Sky

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
  • Pet friendly
Ski Access Set in serene wooded surroundings, bask in beautiful forest and mountain views from the cozy confines of this Powder Ridge log cabin. Located in phase 1 of the Powder Ridge development with a small creek nearby, enjoy plenty of open space to play and ample op …see more

from $249 / night

$1,743 / week

Inquire View

from $249 / night

(4) Excellent 

35

Vacation home in Big Sky

Montana / Big Sky

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Ski Access Please note that this complex is still being developed and additional units may be added. Located in the Mountain Village at Big Sky Resort, this luxurious, ski-in/ski-out townhouse with picturesque views provides a beautiful setting for your mountain vacati …see more

from $359 / night

$2,513 / week

Inquire View

from $359 / night

(6) Excellent 

85

Home accommodation in Big Sky

Montana / Big Sky

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
Ski Access Take in gorgeous forest and mountain views from the comfy confines of this luxurious Powder Ridge log cabin. Situated in a quiet, newer phase of the Powder Ridge development, yet only a few minutes from the Mountain Village, enjoy ski-in/ski-out access to the …see more

from $499 / night

$3,493 / week

Inquire View

from $499 / night

30

Vacation home in Big Sky

Montana / Big Sky

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Bring your family, friends, and comfiest clothes with you for an incredible adventure in Big Sky! This condo provides immediate access to some of Montana's finest ski slopes, and puts you only a quick walk away from everything you need after you've conquered the fresh p …see more

from $115 / night

$805 / week

Book View

from $115 / night

(1) Excellent 

24

Ski home to rent in Big Sky

Montana / Big Sky

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ski
  • Child friendly
  • Private garden
This is a Saturday - Saturday rental during the summer. This luxury home in Big Sky, MT has stunning views of Lone Mountain from almost every room! It was just completely renovated with beautiful rustic hardwood floors and neutral carpet in the bedrooms, 55inch smart …see more

from $314 / night

$2,200 - $6,600 / week

Book View

from $314 / night

(4) Excellent 

31

Vacation home in Big Sky

Montana / Big Sky

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
Ski Access LIMITED TIME OFFER: Stay at least 3 nights between June 22- December 21, 2017 and receive 15% off! Restrictions apply. Only valid for reservations booked between June 22- July 13, 2017. Set in beautiful forest surroundings, soak in the picture-perfect mou …see more

from $249 / night

$1,743 / week

Inquire View

from $249 / night

(1) Excellent 

48

Vacation home in Big Sky

Montana / Big Sky

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Ask about children
Ski Access With lovely forest and mountain views, this luxurious Powder Ridge log cabin provides a picture-perfect backdrop for all your Big Sky adventures. Wonderfully secluded at the end of a quiet cul-de-sac, yet only a few minutes from the Mountain Village, enjoy sk …see more

from $375 / night

$2,625 / week

Inquire View

from $375 / night

(3) Excellent 

83

Big Sky Vacation home rental

Montana / Big Sky

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
  • Air conditioning
From its picture-perfect perch in Cowboy Heaven, this contemporary mountain-chic 5 BR home (3,500+sf) overlooks stunning Spanish Peaks and Metcalf Wilderness views. Conveniently located just down the road from the Moonlight Lodge, enjoy ski-in/ski-out access to the bigg …see more

from $525 / night

$3,675 / week

Inquire View

from $525 / night

(3) Excellent 

47

Vacation home in Big Sky

Montana / Big Sky

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Ask about children
Ski Access Lovely forest and mountain views await you in this luxurious Powder Ridge log cabin. Set apart in the quiet seclusion of the Powder Ridge development, yet only a few minutes from the Mountain Village, enjoy ski-in/ski-out access to the biggest skiing in Amer …see more

from $449 / night

$3,143 / week

Inquire View

from $449 / night

(8) Excellent 

39

Home rental in Big Sky

Montana / Big Sky

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
Located on the Powder River Run, this cozy, free-standing 'King of the Hill' cabin looks out on breathtaking, 360-degree postcard views of the surrounding mountain expanses. This is not your `typical` Cowboy Heaven Cabin, but one of a few truly slopeside units situated …see more

from $215 / night

$1,505 / week

Inquire View

from $215 / night

20

Vacation home in Big Sky

Montana / Big Sky

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Beautiful, spacious condo with unique, mountain-rustic decor. The kitchen is fully equipped with everything you need to make a meal for your family. Step in and make your family a meal or eat out and sit by the fire with a glass of wine. The master bedroom is on the ma …see more

from $195 / night

$1,365 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from $195 / night

(8) Excellent 

51

Vacation home in Big Sky

Montana / Big Sky

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Ski Access Enchanting Andesite and forest views; close proximity to the Mountain Village and base area; and ski-in/ski-out access to the biggest skiing in America, make this stunning retreat the perfect starting point for all your Big Sky adventures. Located in a seren …see more

from $299 / night

$2,093 / week

Inquire View

from $299 / night

45

Vacation home in Big Sky

Montana / Big Sky

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Eye-popping views of the Spanish Peaks and serene, pine forest surroundings provide the perfect backdrop any time of year here for your Big Sky adventures. Situated up in Cowboy Heaven on the Moonlight side of Lone Mountain, this ski-in/ski-out property is just steps fr …see more

from $325 / night

$2,275 / week

Inquire View

from $325 / night

(8) Excellent 

60

Vacation home in Big Sky

Montana / Big Sky

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Breathtaking views of the Spanish Peaks and serene, pine forest surroundings provide the perfect backdrop any time of year here for your Big Sky adventures. Situated up in Cowboy Heaven and overlooking the Moonlight Lodge, this ski-in/ski-out end lot borders on a tract …see more

from $325 / night

$2,275 / week

Inquire View

from $325 / night

49

Vacation home in Big Sky

Montana / Big Sky

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
This beautiful ski-in/ski-out home in Diamond Hitch is over 3,200 square feet and sits on a private one acre lot. Five bedrooms with four full baths and a large, fully equipped kitchen and entertaining area, two master bedrooms, and two bunk rooms, make this a great loc …see more

from $155 / night

$1,085 / week

Book View

from $155 / night

(3) Very Good 

47

Vacation home rental

Montana / Big Sky

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Ski Access Beautiful forest and mountain views make this luxurious Powder Ridge log cabin the perfect backdrop any time of year for all your Montana adventures. Located only a few minutes from the the Mountain Village in quiet wooded surroundings, enjoy ski-in/ski-out a …see more

from $289 / night

$2,023 / week

Inquire View

from $289 / night

36

Home rental in Big Sky

Montana / Big Sky

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Please note that this complex is still being developed and additional units may be added. Located in the Mountain Village at Big Sky Resort, this luxurious, ski-in/ski-out townhouse with picturesque views provides a beautiful setting for your mountain vacation. Situate …see more

from $369 / night

$2,583 / week

Inquire View

from $369 / night

(6) Very Good 

26

Home rental in Big Sky

Montana / Big Sky

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
Nestled in the pines and located on Gambler Ski Access, this cozy, free-standing cabin looks out on picturesque views of the surrounding forest and mountain terrain.  Perched high on the Moonlight side of Lone Mountain, this ski-in/ski-out abode offers a warm and inviti …see more

from $215 / night

$1,505 / week

Inquire View

from $215 / night

31

Vacation home in Big Sky

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
This chalet-style home is designed to provide any family or group of up to 12 a great amount of space and comfort. There's even a private hot tub. The home sits high up on Lone Peak, providing convenient access to the ski slopes right out of your door. Three levels …see more

from $221 / night

$1,547 / week

Book View

from $221 / night