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Holiday Rentals with Pools in Big Sky

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    Travellers to Big Sky are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in Big SkyView all 218 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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    2 Bedrooms, 3 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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    Moonlight Penthouse 2 | Big Sky Moonlight Basin1 / 81
    (7)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2016
    My husband and I along with our kids and their significant others just returned from staying at the Moonlight Penthouse 2. This was our Christmas present to them and it did not...
    Reviewed 16 September 2015
    We recently had the opportunity to spend time at Moonlight PH2 while we were on a late summer fishing trip. This place is absolutely AWESOME. The views are fantastic, and we...
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    About this property
    Please note that Lone Mountain Land (the development company) has started a large project called Lodgeside in the current Moonlight Club House parking area. The first phase is now underway in the west corner of the parking area. We anticipate this project continuing and expanding over the next 18...
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    Big Sky, Montana 59716
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This penthouse condo is the largest unit within The Club at Mountain Lake. With multiple living rooms, it has plenty of space to spread out, as well as a main living area large enough for everyone to relax together. You'll enjoy great on site facilities, amazing views and a luxurious attention...
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    Big Sky, Montana 59716
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Hot Tub
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big Sky Hidden Village l Family Retreat Minutes from Town Center and Skiing. Our completely renovated condo offers spectacular finishes with granite counters, stainless steel appliances, flat screen TV's, wood burning fireplace and much more.  Our condo is four miles away from the biggest (and...
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    Big Sky, Montana 59730
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big sky condo, 2/3 Bedrooms (media room converts to bedroom), 3 Baths (Sleeps 6-8). Enter through front door to the large entry hall. Bench and racks available to remove and hang your ski gear are accessible from either the front door or the garage. The first floor media room has queen size sleeper...
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    Big Sky, Montana 59716
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Patio
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our cozy condo offers updated finishes, stainless steel appliances, wood burning fireplace and an amazing meadow location.  The condo is 10 minutes away from the biggest (and best) downhill skiing in the west and a few minutes from Big Sky town center. The living area is an open with vaulted...
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    Big Sky, Montana 59730
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Patio
    • Parking
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently updated condo offers spectacular finishes with stainless steel appliances, flat screen TV, wood burning fireplace and much more.  Our condo is four miles away from the biggest (and best) downhill skiing in the west and a few minutes from Big Sky town center. The living area is an open...
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    Location Information
    Big Sky, Montana 59716
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Grill
    • Central Heating
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy Hidden Village Retreat. Our completely renovated condo offers spectacular finishes with, stainless steel appliances, flat screen TV's, wood burning fireplace and much more.  Our condo is a quick 10 minute drive or free shuttle away from the biggest (and best) downhill skiing in the west and...
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    Big Sky, Montana 59730
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Central Heating
    • Wi-Fi
    • Hot Tub
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our spacious condo is nestled in the Hidden Village neighborhood, conveniently located between Town Center and Mountain Village. This 4 bedroom, 2.5 bath unit sleeps 11 comfortably, with ample space in the living, dining and kitchen areas. It is the perfect retreat for your family and friends! The...
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    Big Sky, Montana 59730
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Mountain Views
    • Terrace
    • Skiing: Property Is In A Ski Resort
    • Sauna
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make way for the Last Best Place on Earth and this fantastic 1-bedroom, 2-bathroom Big Sky vacation rental condo! Featuring space to sleep 6, a community heated pool, ski-in/ski-out access and magnificent mountain views, this Montana property is on another level! THE PROPERTY Bedroom: King Bed |...
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    Big Sky, Montana 59716
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Patio
    • Parking
    • Shared Indoor Pool
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy Curley Bear Condo with Community Pool and Hot Tub, New Listing!. Escape to all Big Sky has to offer in this well appointed two bedroom Glacier condo.  The Glacier community offers an indoor pool, hot tub and sauna to kick back and relax after a great day skiing or exploring.  Our location is...
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    Big Sky, Montana 59716
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the spark back into your life with a vacation at this Big Sky townhouse, featuring a ski-in/ski-out location, private hot tub, and exceptional mountain views! Located in Moonlight Basin, this rental boasts easy access to the Pony Express Lift and all the ski runs connected to it....
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    Big Sky, Montana 59720
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the mountains when you reserve your stay at this stunning Big Sky ski-in/ski-out townhome. Offering access to fun-filled amenities at the Moonlight Club, a private hot tub, and ski access to both Moonlight and Big Sky, adventure is always right around the corner. You can even bring the...
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    Big Sky, Montana 59716
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An authentic Montana escape awaits you at this modern Big Sky cabin, featuring a ski-in/ski-out location with a view of the lake, a private hot tub, shared pool, and easy access to all the activities nearby! Located in a quiet neighborhood just north of town, this cabin is steps from the...
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    Big Sky, Montana 59716
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your plans to shred the fresh powder and hike the trails at this Saddle Ridge family home! Offering guests convenient ski-in/ski-out access, a variety of outdoor activities and a private hot tub to wind down in, you may never want to leave! Located right along the Pony Express downhill run...
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    Big Sky, Montana 59720
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your next Big Sky getaway one you'll never forget with this peaceful cabin with its own private hot tub. You'll be far from stressful city noise, but close to hiking, skiing, and more! This home lies three miles from Big Sky and the shops, restaurants, and skiing that come with it. You're...
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    Big Sky, Montana 59716
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find your happy place at this elegant Big Sky condo on top of a hill with glorious forest and mountain views! It boasts access to skiing nearby, as well as a shared pool, hot tub, and sports courts. This condo is located a short drive from the ski slopes at Big Sky, as well as a golf course and...
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    Big Sky, Montana 59716
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious and sunny, this family-friendly Big Sky townhouse offers you the perfect spot to dive into all of the mountain action! Boasting a private hot tub and stunning views of the Spanish Peaks, you may never want to leave. Set in the heart of Moonlight Basin, you'll be just steps from the ski...
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    Big Sky, Montana 59720
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everyone will have all the space they need with this spacious ski-in/ski-out townhome! Enjoy quick access to the slopes, a private hot tub, plenty of natural beauty, and a huge variety of other outdoor activities for everyone in your group. You'll be right next to the Moonlight Lodge and Iron...
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    Location Information
    Big Sky, Montana 59720
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whenever you visit Big Sky, you're sure to have a great time courtesy of this spacious townhome, featuring ski-in/ski-out access to the slope, a convenient location near resort comforts, and perks like a private hot tub back at home. Moments from Moonlight Lodge and the Iron Horse Lift, it's...
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    Big Sky, Montana 59720
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be in the middle of all the Big Sky action at this fifth-floor, corner ski-in/ski-out condo! This rental offers the comforts of home, including a shared heated outdoor pool, hot tub, and a gym. Enjoy all this home has to offer all while gazing views of Loan Peak and Spanish Peaks Mountains....
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    Big Sky, Montana 59716
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ski-in/ski-out condo serves as the perfect basecamp for your Big Sky getaway, with access to a community hot tub, pool, and fitness center. From every point in the home, you can relish in the views of Big Sky's ski resort and the surrounding Montana Rockies. What's Nearby: The location at...
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    Big Sky, Montana 59716
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo has all the amenities you could want on a Montana Rockies vacation, including a shared gym, swimming pool, and hot tub. Inside, there are large flatscreen TVs for your viewing pleasure, and a cozy bedroom guaranteed to make you relax after a long day of activity. The windows all provide...
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    Big Sky, Montana 59716
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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