One of the few properties offering private chef services.
Discover nearby landmarks
Near Gallatin National Forest
2 bedrooms2 bathroomsSleeps 5
Popular amenities
Balcony
Hot tub on site
Ski-in/ski-out access
Massages in spa
Barbecue grill
Refrigerator
Explore the area
Big Sky, MT
Big Sky Resort
Place, Big Sky Resort
1 min walk
Pony Express Ski Lift
Place, Pony Express Ski Lift
16 min walk
Iron Horse
Place, Iron Horse
1 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Garden
About this property
Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5
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.
Our prices include all fees. No hidden fees.
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Please review and sign the rental policy sent to your email. We look forward to your stay!
Important information
You need to know
Property # 653704vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Big Sky
Located in Big Sky, this cabin is in a rural area and in the mountains. Big Sky Resort and Glades are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Jack Creek Preserve Outdoor Education Center and Gallatin National Forest. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and ice skating.
Bozeman, MT (BZN-Bozeman Yellowstone Intl.) - 70 min drive
Restaurants
Eglise Alpine Brasserie - 51 min drive
Everett's 8800 - 47 min drive
The Clubhouse At Yellowstone Club - 36 min drive
Milkie's Pizza & Pub - 15 min drive
Broken Spoke Bar And Grill - 15 min drive
Frequently asked questions
Is Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5 pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5?
As of 17 Oct 2026, prices found for a 1-night stay for 2 adults at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5 on 22 Oct 2026 start from £2,001, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5?
On-site parking is available at the property.
What time is check-in at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5?
Check-in begins at 4:00 PM.
What time is check-out at Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5?
Checkout is at 10:00 AM.
Where is Derringer Retreat | Slopeside Ski-in/Ski-out, Private Hot Tub, Sleeps 5 located?
Located in the mountains, this ski-in/ski-out cabin in Big Sky is within 1 mile (2 km) of Gallatin National Forest and Big Sky Resort, and is convenient for winter sports, such as cross-country skiing and sledging. Glades and Lone Tree Ski Lift are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Host response time is impeccable-location is our absolute favorite-cabin is beautiful-can’t get any better!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 21 Feb 2026
We are so glad to hear you enjoyed your stay at this gorgeous home. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
We had a great time. The property was very nice (views are outstanding). One issue with the stove top (we were told about it by the host just prior to arriving and unfortunately it could not be fixed before we got there) but it did not detract from our experience. Just a great property and we would certainly stay there again.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 29 Jul 2026
We're thrilled to hear you enjoyed your time with us and appreciate the candid feedback regarding the stove top. We will address this issue with the team. Thank you for staying with us and we hope to see you again next time you are in Big Sky! Sincerely, The Big Sky Vacation Rentals Team
Great experience, the place was exactly as expected from pictures and the view was great. We did have a couple very minor things that needed to be fixed but everything was addressed very quickly and with ease. We will be coming back!
Stayed 6 nights in Jul 2026
Response from VrboOwner on 24 Jul 2026
We are so glad you enjoyed the home and views! We hope to see you again next time you are in Big Sky. Sincerely, The Big Sky Vacation Rentals Team
Fantastic location. Easy access to lift. Easy to ski back at the end of the day.
Stayed 5 nights in Dec 2025
Response from VrboOwner on 19 Jan 2026
We are so glad to hear you enjoyed your stay and the location of the home. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
jill p.
9 Oct 2018
Absolutely loved this cabin!
Cabin was clean, beautifully decorated, had everything needed for the week stay. The view from porch was gorgeous & the hot tub felt amazing!
Stayed 6 nights in Sep 2018
Response from VrboOwner on 18 Jul 2021
Jill,
Thank you so much for your feedback as it is very important to us. We are thrilled to hear you had such a great stay in our Cowboy Heaven Cabin 11 Derringer! It truly has such spectacular views! We look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
This was a great little cabin to get away in. Nicely appointed kitchen and the fireplace and hot tub on the porch were nice as well. Would definitely stay here again.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 18 Oct 2022
Thomas, We are so happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Kristen F.
10 Mar 2019
Great cabin for ski weekend
Home was well stocked and maintained. Great ski in/out location. Enjoyed the hot tub!
Stayed 3 nights in Feb 2019
Response from VrboOwner on 18 Jul 2021
Kristen,
We are happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and that you found everything you needed during your stay right in the cabin! It truly is a great cabin with awesome ski in/out access and a relaxing hot tub to soak in after a long day of skiing and we are so thrilled you enjoyed it! We look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
This cute cabin is exactly what was listed. It was perfect for our short stay. Comfy and clean cabin. Great location. Would definitely rent again if we’re in the area. Thanks!
Stayed 5 nights in Jul 2022
Response from VrboOwner on 9 Aug 2022
Carmen, We are so happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
Mark, We are so happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
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.
Stayed 5 nights in Jan 2026
Response from VrboOwner on 31 Jan 2026
We are so glad to hear you enjoyed your stay and that our team was very responsive to your washing machine issue. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
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!
Stayed 5 nights in Mar 2025
Response from VrboOwner on 25 Mar 2025
We are so glad to hear you enjoyed your stay and were able to make use of the convenient ski access. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Cindy H.
6 Feb 2019
Cozy, clean and well stocked
Pictures are accurate. Easy ski in and ski out. Well stocked kitchen so we cooked a couple of nights. Hot tub was great after a day of snowboarding!
Stayed 5 nights in Jan 2019
Response from VrboOwner on 18 Jul 2021
Cindy,
We are thrilled to hear you enjoyed your stay in Cowboy Heaven Cabin 11 Derringer! It truly is in the perfect location with amazing ski in/out access and beautiful views from the hot tub at the end of a long ski day and we are so happy you were able to experience that! We look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
The cabin was everything as advertised and my wife and our three teenaged kids loved it and didn’t want to leave. The view was spectacular and we enjoyed sitting around the fire or in the hot tub taking in the views and the night sky or enjoying a morning cup of coffee watching the sunrise over the mountain tops. The amenities and supplies were not lacking and we would definitely return.
Stayed 4 nights in Jul 2019
Response from VrboOwner on 18 Jul 2021
Mark,
We are thrilled to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer! This truly is a wonderful cabin with the perfect location and breathtaking views to take in while in the hot tub or enjoying a drink on the porch! We are so happy you enjoyed it and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Manager communication was great. Had great system via email, call, and even text. When there was a small issue during our stay the response was very prompt.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 4 Apr 2023
John, We are so happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
Verified review
8/10 Good
Amanda M.
24 Apr 2023
Liked: Cleanliness, check-in, location
Disliked: Communication
Great spot - location and cabin
This was a really cute cabin, perfect size for two couples. We really enjoyed the ski in/ski out. The hot tub and views were great. The indoor fireplace did not work, we were told ahead of time about this and that someone would come light it when needed. No one would come light it when asked so we spent a lot of time figuring out how to make it work as we needed some warmth. We asked for one hour late checkout and they would not accommodate. Seemed interesting as it was the last day of the season for skiing, unlikely anyone was coming to rent that same day.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 3 Aug 2023
We are glad to hear you enjoyed your stay and the ski access! We apologize for the failure to light the fireplace when needed and being unable to grant a late checkout. We do accommodate late checkouts when we can; however, there are a number of teams we have to coordinate and we are not always able to do so. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
This is an amazing, cozy mountain cabin. The views are absolutely incredible! The cabin is well stocked, quiet and beautiful. We would love to return one day!!!
Stayed 4 nights in Jun 2019
Response from VrboOwner on 18 Jul 2021
Jenny,
We are thrilled to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer! It really is a cozy relaxing cabin with everything you need for your stay and breathtaking views! We are so happy you enjoyed it and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Krissy K.
10 Apr 2019
Stellar Location!
This was perfect for our Big Sky spring ski weekend! The cabin is small, but quaint and well-decorated. It was perfect for three people. The ski in/ski out location can not be beat - it was SO easy! You can ski right to your front door. Will definitely rent again next year! Thank you for a great stay!
Stayed 3 nights in Apr 2019
Response from VrboOwner on 18 Jul 2021
Krissy,
We are so thrilled to hear you had a great spring ski weekend at Cowboy Heaven Cabin 11 Derringer! It truly is the perfect cozy cabin for a smaller group and the ski in/out access cannot be beat! We are glad you enjoyed it and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Mark D.
17 Mar 2019
Fantastic
Such a great place for me, my wife and son. Incredibly easy access to ski and back home — literally right out the front door. The hot tub on the deck has breathtaking views. The kitchen was very well stocked and made eating-in a real pleasure. The management agency was very swift in responding to any inquiries. I heartily recommend this house.
Stayed 7 nights in Mar 2019
Response from VrboOwner on 18 Jul 2021
Mark,
Thank you so much for the kind words! We are thrilled to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer and that our team was very responsive! This truly is a beautiful cabin with great amenities, breathtaking views and awesome ski in/out access and we are so happy you enjoyed it! We look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
emily W.
10 Mar 2019
Great Experience
This was exactly what we were looking for! Great property, well appointed and very comfortable. Had everything we needed and is a great floor plan for a small group. A beautiful view literally steps from the couch!
Stayed 4 nights in Mar 2019
Response from VrboOwner on 18 Jul 2021
Emily,
We are happy to hear you had a great stay at Cowboy Heaven Cabin 11 Derringer! It really is a cozy cabin that had everything you might need during your stay and the BREATHTAKING views are an added bonus! We are so thrilled you enjoyed it and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Daniel C.
2 Aug 2018
Awesome property that exceeds expectations!
Everything our little family could’ve asked for. Beautiful setting and the cabin had everything we needed and more. We also really appreciated the welcoming visit that helped us with some of the questions we had since it was our first time to the area. I would recommend this property and would love to stay there again!
Stayed 6 nights in Jul 2018
Response from VrboOwner on 18 Jul 2021
Daniel,
Thank you so much for the great review. We are thrilled you loved the cabin and that it had everything you needed for a great stay. We enjoy meeting our guests and helping create amazing vacations!
Sincerely,
Kirsten and the Big Sky Vacation Rentals Team
Archival
10/10 Excellent
Amy R.
18 Jul 2017
Incredible views and comfortable bed
My family loved our time at this cabin. It was clean, comfortable, and had everything we needed. Loved the front porch looking out at the mountains. Complimentary backpacks were a hit with our daughters.
Stayed 3 nights in Jul 2017
Response from VrboOwner on 18 Jul 2021
Thank you for staying with Big Sky Vacation Rentals. We enjoy sharing our local knowledge of the area along with our favorite dining experiences. We hope your group enjoyed these recommendations! We look forward to hosting you again, thanks for a great experience!
-Big Sky Vacation Rentals Team
Verified review
10/10 Excellent
Lizz S.
8 Aug 2026
Stayed 4 nights in Jul 2026
About the host
Hosted by Big Sky Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests