Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5

Top rated by guests
CH 11 Derringer exterior2
CH 11 Derringer bathroom1
CH 11 Derringer bathroom2
CH 11 Derringer 1st bedroom1
CH 11 Derringer 1st bedroom2
review stars
9.8Outstanding
(22 Ratings)
"Host response time is impeccable-location is our absolute favorite-cabin is beautiful-can’t get any better! "
Whitney D.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(22 Ratings)

Cabin in Big Sky, MT

5 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cabin rental

TRUE ski-in/ski-out access to Big Sky Resort puts Derringer Retreat right on the slopes, making it easy to enjoy the mountain from the moment the Iron Horse and Pony Express lifts at Moonlight open. Located within Big Sky Resort, this beautifully designed mountain lodge offers one of the best ski-in/ski-out locations on the mountain and is suitable for all levels of skiers and snowboarders. Please note that ski access is only available while the lifts are open, typically from early to mid-December through the ski season.

Derringer Retreat is a beautifully designed mountain lodge with a warm, inviting feel and plenty of character for a relaxing mountain getaway. The cabin comfortably sleeps five, offering a cozy setting to unwind after a day on the slopes and enjoy time together in the heart of Big Sky Resort.

Beyond skiing and snowboarding, Big Sky offers plenty of opportunities to enjoy the mountain and surrounding area throughout your stay. Whether you're here to experience the slopes or simply soak up the beauty of Big Sky, Derringer Retreat provides a memorable mountain escape in a truly special location.
Beds + Baths:
Sleeps 4 in beds. Up to 6 allowed.
Bedroom 1- King bed | private full bath, walk-in shower, toilet, sink | main level
Bedroom 2- King bed | shared full bath, walk-in shower, toilet, sink | main level
Living Area- Queen Sleeper Sofa | shared full bath, walk-in shower, toilet, sink | main level

Bed Linens Provided: Extra pillows and extra blankets in the property
Towels Provided: 4 towels, 4 hand towels, 4 washcloths, per bathroom | 6 hot tub towels


Kitchen, Dining, Living Rooms:
Table Seating 8, Bar Seating 3
Solid counters- Yes
Stainless appliances- Yes
Gas range- Yes
Coffee Maker- Yes
Coffee grinder- Yes
Blender- Yes
Hand Mixer- Yes
Toaster- Yes
Crockpot- Yes
Ice Maker- Yes

Living Room:
Fireplace- Gas
Main living seating- 6


Outdoor:
Private hot tub 4-6 person- on front deck
Propane grill, propane provided- on front deck (near kitchen)
Outdoor fire pit- on front deck (propane provided)


Additional Amenities:
Ski racks on deck
Snow removal service provided
Bluetooth speaker
Gaming system- Wii
Small boot dryer system


Ski Access:

Cowboy Heaven Cabins boast TRUE ski-in/ski-out access to Big Sky Resort! The BEST on the mountain and suitable for all levels of skiers and snowboarders. The Iron Horse and Pony Express lifts at Moonlight typically open early to mid December. There is no ski access until the lifts open or after lifts close.

Ski Out:
Step off the back deck of your Big Sky Montana rental cabin onto the Gambler ski access trail. Ski through the tunnel below you. Follow Gambler access out to Powder River Ski Run which will take you right to the Moonlight Lodge and the Ironhorse chair lift. (Green access)

Ski In:
From the top of Ironhorse or Six Shooter lifts, ski down Lazy Jack to the intersection of Cinnabar and Powder River. Stay straight on Powder River continuing through the ski tunnel. Take your first right and travel over the skier bridge. This is the Gambler Way access. Your home will be the fourth on the right.



Parking:
No garage- off street parking next to cabin
4 wheel drive REQUIRED in winter
Space for 2 vehicles
No parking for R.V.'s, campers, or trailers

Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 10 days of check-in date once the Rental Agreement is signed.

Amenities at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5

Non-smoking
No pets allowed
Family friendly

Map of Big Sky, MT

city location on map

Ratings and reviews

9.8 / 10
Outstanding(22 Ratings)
10 / 10Outstanding·Feb 2026
Host response time is impeccable-location is our absolute favorite-cabin is beautiful-can’t get any better!
10 / 10Outstanding·Jan 2026
Good communication. Easy check-in/out. There was an issue with the washing machine and the host was immediately responsive in getting the situation resolved. The kitchen was well-supplied for small cabin and had all of the things one would need.
10 / 10Outstanding·Jan 2026
Fantastic location. Easy access to lift. Easy to ski back at the end of the day.
10 / 10Outstanding·Mar 2025
Our 10th trip to big sky and 4th cowboy heaven cabin. This one was our favorite by far! Beautifully decorated/remodeled, beds were extremely comfortable. Cabin maximizes the space in the most efficient way. Ski in/ ski out could not have been easier-would definitely reserve again!

$$$$
expedia logo

FAQs

Is parking included with this cabin?

Parking is not specified as an available amenity at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cabin?

We didn’t find pool listed as an amenity for this cabin. It may be worth double checking if a pool is important for your stay.

Is Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5 pet friendly?

Unfortunately, this cabin is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.