50 Best Big Sky Vacation rentals on Holiday Lettings - Apartments

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192 Vacation rentals

(1) Excellent 

36

Vacation townhouse rental

Montana / Big Sky

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
This 2,742 sq. ft Crail Ranch Condo is located in the Big Sky Meadow Village area directly behind the Historic Crail Ranch Homestead as well directly across from the Big Sky Resort Golf Course. The “Ranch” is only a few minutes walking distance away from the Big Sky Com …see more

from $254 / night

$1778 / week

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avg. 2 hours 24 minutes

from $254 / night

27

Gallatin Gateway ski home to rent.

Big Sky / Gallatin Gateway

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
5 Bedrooms, 4.5 Baths Luxury Log Home Name your price, No Reasonable Offer will be refused. New reservations only. Contact us today! Just coming available, 2017! Steps away from a groomed ski access to Big Sky Resort via the White Otter and Cascade Lifts. Gorgeo …see more

from $485 / night

$3395 / week

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from $485 / night

22

Big Sky ski condo to rent.

Montana / Big Sky

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $215 / night

$1925 / week

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from $215 / night

34

Vacation home in Gallatin Gateway

Big Sky / Gallatin Gateway

3 12 3 nights min

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
***Montana Memories Special*** Did you know you can add a Professional Family, Group, or Couples Photo Shoot to your reservation for only $299? "Timberview Vacation Home" has teamed up with the exceptional talents of www.ZakaraPhotography.comto offer our guests the abil …see more

from $189 / night

$1350 - $1750 / week

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avg. 2 hours 21 minutes

from $189 / night

(1) Excellent 

24

Big Sky Vacation condo rental

Montana / Big Sky

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
If you want the biggest bang for your buck in Big Sky, you have come to the right place. You will be hard-pressed to find a nicer vacation rental with all of the amenities included for your budget anywhere in the greater Big Sky area. Our newly remodeled, 1100 square f …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 24 minutes

from $100 / night

19

Big Sky Vacation apartment rental

Montana / Big Sky

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This nicely appointed and affordable condo in Cedar Creek with 2 bedrooms and 2 bathrooms, living area, kitchen, and hot tub is conveniently located in the mountain village at Big Sky. From your condo, walk to the ski lifts, shopping, restaurants, hiking trails, mount …see more

from $160 / night

$1120 - $2310 / week

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Responds fast!
avg. 3 hours 58 minutes

from $160 / night

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

$2200 - $6600 / week

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from $314 / night

31

Vacation home in Gallatin Gateway

Big Sky / Gallatin Gateway

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
Ski Access Breathtaking Spanish Peaks and Metcalf Wilderness views make this mountain modern cabin the picture-perfect backdrop for all your Montana adventures. The sweeping vistas and wide-open landscapes seem to follow you inside with floor-to-ceiling windows and open …see more

from $335 / night

$2345 / week

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from $335 / night

9

Ski home to rent in Big Sky

Montana / Big Sky

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ski
  • Child friendly
Welcome in the New Year, 2017, with rest and relaxation in this cozy log cabin with stunning views and 2 levels of wood burning fireplaces to stay warm as you watch the snow fall. Open floor concept with logs and a country rustic feel with plenty of space for your fami …see more

from $255 / night

$1785 / week

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from $255 / night

(4) Excellent 

41

Gallatin Gateway Vacation home rental

Big Sky / Gallatin Gateway

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Ski Access Conveniently located next to the Mountain Village and offering easy ski access, Beaverhead Condos provide the perfect base camp for all your alpine adventures. With stunning views of the beauty outside, inside the unit displays mountain rustic interior and d …see more

from $295 / night

$2065 / week

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from $295 / night

13

Big Sky ski condo to rent.

Montana / Big Sky

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $75 / night

$525 / week

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from $75 / night

26

Vacation condo with shared pool in Gallatin Gateway

Big Sky / Gallatin Gateway

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautifully appointed condo is located on the 5th floor and is a corner unit in the heart of Big Sky Resorts’ mountain village and ski areas. The large expansive picture windows and living room balcony offers expansive views of the lifts, ski runs, Lone Peak and ma …see more

from $175 / night

$1225 / week

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from $175 / night

(1) Excellent 

59

Home rental in Gallatin Gateway

Big Sky / Gallatin Gateway

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
Ski Access No detail has been overlooked when it comes to this elegant Cowboy Heaven Luxury Suite, located just a short walk from the Moonlight Lodge and only a scenic 45 miles from West Yellowstone. From its lofty vantage on the Moonlight side of Lone Mountain, this sk …see more

from $449 / night

$3143 / week

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from $449 / night

(6) Very Good 

27

Home rental in Big Sky

Montana / Big Sky

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Ski Access Nestled in the pines and located on Bootlegger 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 w …see more

from $225 / night

$1575 / week

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from $225 / night

(2) Excellent 

52

Vacation home in Big Sky

Montana / Big Sky

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Ski Access Located in the Mountain Village at Big Sky Resort, this luxurious, ski-in/ski-out townhouse with breathtaking views of forest, creek, and mountains provides a beautiful setting for your Montana vacation. Situated within walking distance to Lone Peak's base a …see more

from $369 / night

$2583 / week

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from $369 / night

(6) Excellent 

41

Vacation home in Big Sky

Montana / Big Sky

4 15 Min stay varies

  • 4 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
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 $325 / night

$2275 / week

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from $325 / night

42

Home rental in Big Sky

Montana / Big Sky

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Ski Access Breathtaking views of the Spanish Peaks and pristine alpine surroundings make this lofty lodge the perfect backdrop any time of year for your Big Sky adventures. Situated atop Cowboy Heaven on the Moonlight side of Lone Mountain, this ski-in/ski-out property …see more

from $275 / night

$1925 / week

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from $275 / night

15

Ski condo to rent in Big Sky

Montana / Big Sky

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ski
  • Child friendly
This rustic condo is located only minutes from Town Center with shops and restaurants and a short 6.5 mile drive from the "Biggest Skiing In America" at Big Sky Resort. Whether you came to downhill ski, Nordic ski, mountain bike, or hike, this place has it all! The bus …see more

from $175 / night

$1225 / week

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Responds fast!
avg. 2 hours 24 minutes

from $175 / night

57

Home accommodation in Big Sky

Montana / Big Sky

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
Ski Access Gorgeous forest and mountain views in a private wooded setting make this luxurious Powder Ridge log cabin the perfect backdrop any time of year for all your Big Sky adventures. Located on a corner lot in the pines, and only a few minutes from the Mountain Vil …see more

from $419 / night

$2933 / week

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from $419 / night

33

Big Sky Vacation home rental

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Ski Access Lovely forest and mountain views in wooded serenity make this luxurious Powder Ridge log cabin an ideal backdrop for your Montana dream vacation. Set in quiet, natural surroundings atop the Powder Ridge development, yet only a few minutes from the Mountain Vi …see more

from $299 / night

$2093 / week

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from $299 / night

(4) Excellent 

46

Home rental in Big Sky

Montana / Big Sky

4 15 Min stay varies

  • 4 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
Ski Access This is a TRUE ski-in/ski-out property with sweeping, 360-degree views of the surrounding mountain terrain. Conveniently located just above the Mountain Village and next to the White Wing Run, this updated, top floor unit provides a great getaway for large fa …see more

from $325 / night

$2275 / week

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from $325 / night

45

Vacation home in Big Sky

Montana / Big Sky

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Ski Access 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 ju …see more

from $339 / night

$2373 / week

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from $339 / night

(6) Excellent 

24

Vacation chalet in Big Sky

Montana / Big Sky

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $175 / night

$1200 - $2575 / week

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from $175 / night

(8) Excellent 

51

Vacation home in Big Sky

Montana / Big Sky

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
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 $325 / night

$2275 / week

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from $325 / night

(3) Very Good 

48

Vacation home in Gallatin Gateway

Big Sky / Gallatin Gateway

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Ski Access Please note the home directly to the West of Cardinal Sanctuary was recently completed and there will be some landscape work this spring/summer. It is possible during daytime hours that you may hear some of this activity. Picture-perfect views of Lone Peak, …see more

from $465 / night

$3255 / week

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from $465 / night

(3) Very Good 

21

Big Sky Vacation home rental

Montana / Big Sky

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Ski Access Amazing Andesite and Lone Peak views; close proximity to Moonlight Lodge; and easy access to the biggest skiing in America make this high-altitude home the perfect starting point any time of year for your Big Sky adventures. From its sunny perch up in Cowboy …see more

from $349 / night

$2443 / week

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from $349 / night

(8) Excellent 

61

Vacation home in Big Sky

Montana / Big Sky

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Ski Access 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 …see more

from $349 / night

$2443 / week

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from $349 / night

(2) Excellent 

50

Vacation home in Big Sky

Montana / Big Sky

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Ski Access Located on the Powder River Run, this cozy, free-standing cabin looks out in every direction on breathtaking postcard views of the surrounding mountain expanses. Forget ski-in/ski-out; drop in and go from your front porch. Perched high on the Moonlight side …see more

from $249 / night

$1743 / week

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from $249 / night

23

Gallatin Gateway Vacation home rental

Big Sky / Gallatin Gateway

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Right on the famed Gallatin River, a fisherman's paradise! Two master suites each with private attached baths. Gourmet kitchen with a fabulous view. Walking distance to hiking trails and Montana Whitewater Rafting Company for all your adventures! BRIEF DESCRIPTION …see more

from $417 / night

$2450 - $2950 / week

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from $417 / night

(4) Excellent 

46

Vacation home in Big Sky

Montana / Big Sky

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Ski Access Located on the Powder River Run, this cozy, free-standing cabin displays jaw-dropping, panoramic postcard views of the surrounding mountain expanses. Directly adjacent to the ski slopes, forget ski-in/ski-out; drop in and go from your front porch. This is so …see more

from $245 / night

$1715 / week

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from $245 / night

(7) Very Good 

31

Home rental in Gallatin Gateway

Big Sky / Gallatin Gateway

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly
Ski Access If you have plans to book this home we want to share that there is a large construction project 2 lots away from Moose Creek Lodge. The project is a 22,000 sq. ft. home/lodge. The project will span 2.5 years and will conclude in spring of 2019. We anticipate …see more

from $775 / night

$5425 / week

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from $775 / night

(2) Excellent 

37

Vacation home rental

Montana / Big Sky

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
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 $369 / night

$2583 / week

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from $369 / night

(5) Very Good 

30

Gallatin Gateway Vacation home rental

Big Sky / Gallatin Gateway

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
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 sunny, picturesque views provides a beautiful setting for your mountain …see more

from $339 / night

$2373 / week

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from $339 / night

(6) Excellent 

45

Home rental in Gallatin Gateway

Big Sky / Gallatin Gateway

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Private garden
Ski Access Larger than life views of Lone Peak and picture-perfect forest vistas make this majestic home an inspired backdrop for your Big Sky adventures. Situated near the Moonlight entrance in private wooded surroundings, this elegant chateau affords ample opportuniti …see more

from $649 / night

$4543 / week

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from $649 / night

46

Vacation home in Big Sky

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
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 $375 / night

$2625 / week

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from $375 / night

35

Home rental in Big Sky with shared pool

Montana / Big Sky

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
The largest unit within The Club at Mountain Lake, this Penthouse Unit has tons of space to spread out and enough room for everyone to relax together. There are great views of Lone Peak & Lake Levinsky, wonderful facilities, and a luxurious attention to detail that will …see more

from $279 / night

$1950 - $6500 / week

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from $279 / night

(2) Excellent 

47

Vacation home rental

Montana / Big Sky

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
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 $299 / night

$2093 / week

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from $299 / night

(3) Excellent 

61

Big Sky Vacation home rental

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Ski Access 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. From its sunny perch up in Cowboy Heaven on the Moonlight side of Lone Mountain, this ski-in/ski-out a …see more

from $349 / night

$2443 / week

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from $349 / night

(5) Very Good 

39

Big Sky Vacation home rental

Montana / Big Sky

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Ski Access A bit off the beaten path but worth the extra effort, this luxurious, ski-in/ski-out chalet overlooks breathtaking views of the Spanish Peaks and surrounding wilderness. Located in the Mountain Village within walking distance of Big Sky Resort and Lone Peak …see more

from $349 / night

$2443 / week

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from $349 / night

(12) Excellent 

38

Big Sky Vacation home rental

Montana / Big Sky

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
Ski Access Amazing views of Andesite's slopes and the surrounding mountain expanse; close proximity to Moonlight Lodge; and easy access to the biggest skiing in America make this high-altitude home the perfect starting point for your Big Sky adventures. From its sunny p …see more

from $319 / night

$2233 / week

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from $319 / night