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Big Sky Luxury Holiday Homes

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    Travellers to Big Sky are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    30 Matching Rentals in Big SkyView all 206 rentals
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    Perfect ski access, Best views anywhere, 2.5 ac of privacy - Chef's Kitchen1 / 33
    (34)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    SaddleHornLodge Moonlight Basin1 / 32
    (12)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    LUXURY MOUNTAIN HOME *EXCELLENT LOCATION*SPECTACULAR VIEWS*SKI-IN SKI-OUT1 / 31
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    This house met and exceeded our expectations. It easily accommodated our party if 18 for our family reunion. (We actually booked multiple houses and had 43 in total) It was...
    Reviewed 6 August 2017
    We stayed here while on a family road trip. We were a group of 5 adults and we all agree that the pictures don't do the house justice. It is much more spectacular and dramatic...
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    About this property
    Stunning Elegant Private Mountain Lodge. Wondeful Resort for All Seasons. Spectacular Views / Yellowstone Park / Beauty and Nature *** Please be sure to click on the right to 'Send a Message' and check for available dates prior to booking.*** Set at the top of the Big Sky mountain right in the...
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    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can Ski In & Ski Out both Big Sky & Moonlight Basin from this amazing, luxurious home! It is large enough for 16 people to share, all sleeping in beds, and has the dining table to match. Enjoy one of the 90+ DVDs on the 100+ inch screen, or relax in the Private Hot Tub, Sauna, or Steam Room!...
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    Big Sky, Montana 59720
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    7 Bedrooms, 9 Bathrooms, Sleeps 28 Quick View
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    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ski Access Located in the serene, wooded highlands of Diamond Hitch and overlooking picturesque views of rugged wilderness and signature mountain peaks, this Montana dream home provides the perfect stage any time of year for your Big Sky adventures. Timber Lodge is a private, ski-in/ski-out,...
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    Big Sky, Montana 59716
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 28
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    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of Big Sky at this 5-bed, 5.5-bath vacation rental home that sleeps 14! Perched high above the town, this luxurious home feels like a lavish ski chalet, surrounded by vibrant pines, endless trails, and beautiful snow capped peaks. Spend the cold winter days skiing the Big Sky...
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    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Incredible Ski-in/Ski-out Gem! Diamond Hitch1 / 33
    (26)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Central Heating
    • DVD Player
    • Sauna
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2017
    This Big Sky 7 bedroom gem was perfect gathering place for family members from Tampa, Orlando, Springfield (IL) and Los Angeles to celebrate 6 day holiday. Everything is...
    Reviewed 5 March 2017
    A group of friends rented this beautiful home for a week and we couldn't have been more please. The location can't be beat in terms of placement on the mountain. Lots of...
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    About this property
    “Home of the 5 Step Rule – You are so close to the slope that after you leave the house you only have to take 5 steps before you click into your ski’s.” A spacious 7 bedroom, 7 bath home with ski-in/ski-out access to the Diamond Hitch Run of Big Sky. This magnificently furnished, three-level...
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    Big Sky, Montana 59716
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    Big Sky Cabin Luxury Ski In/Ski Out - 5 Bed/4 bath1 / 39
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Washer
    • Internet Access
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2016
    Just cross the street and you are on the Bozeman trail to the white otter lift that takes you to the mountain base. On the way back take full moon to bozeman trail, be careful...
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    About this property
    Many forms of entertainment surround our 5 bedroom lodge.cabin, from the winter ski in/ski out access Big Sky Resort (Biggest Skiing in America), snowshoeing, dog sledding, cross country skiing, to summertime mountain biking, hiking, zip lining, fly fishing, white water rafting, golf, and of course...
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    Big Sky, Montana 59716
    Cabin Holiday Rental - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From its picture-perfect perch in Cowboy Heaven, this contemporary mountain-chic 6 BR home (3,500+sf) overlooks stunning Spanish Peaks and Metcalf Wilderness views. The sweeping vistas and wide-open landscapes seem to follow you inside with floor-to-ceiling windows and vaulted ceilings....
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    Big Sky, Montana 59716
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Features Beds | Baths: Sleeps 16 in beds, 18 with pull out American Leather comfort sofa. Up to 14 allowed. Bedroom 1- King bed | private full bath, soaking tub, walk-in shower, toilet, sink | main level Bedroom 2- Queen bed with twin top bunk | shared full bath, soaking tub, walk-in shower,...
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    Big Sky, Montana 59716
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Robins Nest | Big Sky Moonlight Basin1 / 62
    (9)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2015
    I am one of 13 guests who stayed in this house and we were all very comfortable. The house was amazing and what an incredible view. The deck out back is great for relaxing after...
    Reviewed 17 April 2015
    I spent months pouring over home listings around Big Sky and settled on Robin's Nest. We had 2 kids (4 & 5) and 11 adults. This 5 bedroom/5 bath home was a perfect fit...
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    About this property
    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 on a spacious lot high...
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    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 17
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Powder Ridge 10 is located in the popular new development of Powder Ridge Cabins, located in Big Sky’s Mountain Village, with ski-in, ski-out access to Big Sky Resort. This cabin has scenic views of the surrounding mountains and is the perfect ski lodge for your winter vacation! Large and spacious...
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    Big Sky, Montana 59716
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    True Ski In Ski Out access is provided to this 3-Bedroom + Loft home by the 'Natawista' trail, a beginner level trail that leads right to Moonlight Basin's Six Shooter & Derringer Lifts. Besides being able to ski right to your door, the home is also an upscale home featuring heated floors, high end...
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    Big Sky, Montana 59720
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 11
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    4 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Central Heating
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Washer
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing picture window, unobstructed views of the Spanish Peaks. Abundant wild flowers during summer months and exceptional ski access in the winter. This lodge offers serene, wooded highland surroundings providing the perfect backdrop any time of year here for your Big Sky adventures. This...
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    Big Sky, Montana 59716
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is NOT some cookie cutter cabin in a planned unit development. This amazing custom home exemplifies western luxury and has a piece of land that provides privacy and seclusion as well as convenience!  Designed & built to the highest standards with large bedrooms and multiple living spaces, this...
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    Big Sky, Montana 59720
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    Moonlight Hollow1 / 28
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Hot Tub
    • Washer
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2015
    Overall it is a nice house with great views, super kitchen, central location, and room for a big group. However there were some issues, some house related some resort related...
    Reviewed 27 January 2015
    Our extended family stayed at Moonlight Hollow during the week between Christmas 2014 and New Year 2015. The layout was perfect for four couples (2 with small children) and 1...
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    About this property
    Overview: Moonlight Hollow is a spectacular home with dynamite views and located in Moonlight Basin Resort, with ski-in, ski-out access. This home is ideal for winter ski and snowboard vacations! With over 3500 square feet and four bedrooms and bathrooms, this expansive home is comfortable and...
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    Big Sky, Montana 59716
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Souvenirs Lodge | Private Lodge at Big Sky1 / 53
    (6)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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-in/ski-out property backs up...
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    Big Sky, Montana 59720
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your skis or hiking boots and head to this rustic Big Sky vacation rental condo! With 4 bedrooms, 5.5 bathrooms, 4,150 square feet of living space, and room for 12 guests, this condo is the ideal destination for those looking to spend their days exploring the mountains before returning home to...
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    Big Sky, Montana 59720
    Condo/Apartment - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please be aware that this property is one of 10 homes in the development, and, while it is 100% complete, there are surrounding properties in various stages of construction. The quoted pricing on the instant quote reflects a construction discount. If you are looking for an amazing property at an...
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    Big Sky, Montana 59730
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Please be aware that this property is the one of 10 homes in the development, and, while it is 100% complete, there are surrounding properties in various stages of construction. The quoted pricing on the instant quote reflects a construction discount. If you are looking for an amazing property at...
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    Big Sky, Montana 59730
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Silvertip 16 Alpine Bend | Big Sky Moonlight Basin1 / 83
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    Our family of ten enjoyed a wonderful stay in this beautiful house. The kitchen and lovely decor added to our enjoyment. The kids loved the bunk room and the spacious rooms made...
    Reviewed 9 January 2017
    This was our second year skiing in Montana. We loved it. And this cabin was terrific.Great things:Hot tub was in a nice private location with a great view.Nice little ski...
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    About this property
    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 biggest skiing in America. An...
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    Location Information
    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please be aware that this property is one of 10 homes in the development, and, while it is 100% complete, there are surrounding properties in various stages of construction. The quoted pricing on the instant quote reflects a construction discount. If you are looking for an amazing property at an...
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    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Big Dog Lodge | Private Lodges Big Sky1 / 60
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2016
    We chose Big Dog Lodge for my husband's 50th Birthday family retreat. The feel of the lodge is exactly how you picture it...huge comfy family areas, excellent location...
    Reviewed 19 February 2016
    Every year we have a college reunion at a ski town. This was the best house we have ever stayed in. It was very spacious, clean, and convenient. The kitchen had more than...
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    About this property
    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 secluded, the ski-in/ski-out...
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    Big Sky, Montana 59720
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Parking
    • Washer
    • Internet Access
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There's space for everybody in this lodge's 2000-square foot great room, whether you're cozy in front of the fireplace or enjoying a meal at the dining table. Step outside onto the wraparound deck and take in the 360-degree mountain views. In the upper level, you'll find a pool table, foosball, and...
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    Location Information
    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated custom built home offers ski-in/ski-out access to the slopes, a private hot tub, five bedrooms, four bathrooms, and plenty of room to breathe. Sleeping up to 12 people, it is the perfect spot for a large group or two families looking for a comfortable getaway. Two levels of...
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    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Perfect GetAway! Ski-in/Out Home, Cowboy Heaven1 / 27
    (29)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Sauna
    • Mountain Views
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    Home is beautiful! Loved the movie room and spacious bedrooms and baths. A great perk was the fully stocked kitchen including condiments, spices, coffee, etc... would love to...
    Reviewed 7 March 2018
    We had a great time. House was perfect and very comfortable. Plenty of room. Defiantly stay here again.
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    About this property
    “Home of the 5 Step Rule – You are so close to the slope that after you leave the house you only have to take 5 steps before you click into your ski’s.” A three-level, 4 bedroom plus loft, 5 bath home with ski-in/ski-out access to the Natawista Run of Big Sky. Cowboy Heaven is a beautiful,...
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    Location Information
    Big Sky, Montana 59716
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Powder Ridge Cabin 9 Oglala | Big Sky1 / 44
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2016
    This house was very comfortable, well equipped, convenient. We had a great week here. None of us wanted to leave.
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    About this property
    Ski Access With plenty of picture-perfect forest and mountain views, this luxurious Powder Ridge log cabin is an alpine/outdoor enthusiast's paradise. Situated in the quiet confines of the Powder Ridge development, yet only a few minutes from the Mountain Village, enjoy ski-in/ski-out access to the...
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    Location Information
    Big Sky, Montana 59716
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Powder Ridge Cabin 2A Oglala | Big Sky Rental Cabin1 / 78
    (6)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2016
    I've been skiing my entire life and have stayed at many resorts throughout the U.S. Our recent stay at Oglala 2A can best be described as spectacular! Most important to me...
    Reviewed 8 August 2015
    Spectacular house!!! It was all they told me and more!!! Lots of room and privacy... Kids loved it and adults also!!! TV in every bedroom... Beautiful bathrooms and very...
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    About this property
    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 biggest skiing in America....
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    Big Sky, Montana 59730
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Powder Ridge Cabin 2B Oglala | Big Sky Resort1 / 80
    (7)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    We are a well experienced ski group which picks a different location each year. We have traveled together for the last 10 to 12 years. Our group varies from usually 7 to 10...
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    About this property
    Ski Access Take in gorgeous forest and mountain views from the cozy 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 biggest skiing in America. In...
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    Location Information
    Big Sky, Montana 59730
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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