Experience mountain living at its finest in this Big Sky home situated atop Cowboy Heaven on the Moonlight side of Lone Mountain. Big Sky Resort ski access doesn’t get better than this with America's Biggest Skiing right off your back deck! This home was recently renovated and has new furniture, paint and art, throughout.
This exceptional chalet-style home is stylish and sophisticated with a high-end alpine feel. Connect with nature as you embrace breathtaking views of the Spanish Peaks from the living area warmed by a wood-burning fire and the sun beaming through the large windows. While there are many tempting dining out options, you’ll be happy to hang out in this kitchen and share meals at home. A great space to gather, reconnect, and make Big Sky memories.
Moonlight Mountain Homes set the benchmark for Big Sky outdoor living. The large wrap around deck allows for year-round entertainment with outdoor seating perfectly placed to maximize the views, a large BBQ grille, and a hot tub for rest, relaxation, and fun aprés ski!
Boasting 1,700 sq ft of living space, 5 Derringer comfortably sleeps 8 in a stunning en-suite master bedroom with a patio and cozy fireplace, a queen bedroom, and a bonus loft space with a private bathroom. An ideal fit for larger families, groups, or 3 vacationing couples, this high-altitude hideaway has all the comforts of home.
Perched on the sunny slopes in Cowboy Heaven, Moonlight Mountain Homes have direct ski access to the Moonlight and Madison Base areas and are a lift ride away from endless Big Sky outdoor activities. Your luxurious mountain home is beautifully secluded yet only a ten-minute drive to Big Sky’s hub Mountain Village, and a 45-minute scenic drive to the geological wonders of West Yellowstone.
The Moonlight Club has made the decision to prohibit access to guests of all vacation rental homes. The lounge and other amenities are solely for the use of the member, and guest memberships are no longer offered.
Beds & Baths: Sleeps 6 in beds. Up to 6 allowed. Bedroom 1- King bed | private full bath, walk-in shower and soaking tub, toilet, sink | main level Bedroom 2- Queen bed | shared 3/4 bath, walk-in shower, toilet, sink | main level Bonus space- Two Full beds | private 3/4 bath, walk-in shower, toilet, sink | upper level loft 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
Living Room: Fireplace- Wood (firewood and fire starters provided) Main living seating- 5
Outdoor: Private hot tub 6-7 person- on main level deck Propane grill, propane provided- on main level deck (near kitchen)
Additional Amenities: Ski storage in garage Commercial grade Cyclone Boot Dryer (4 pair) Snow removal service provided Fans and humidifiers Gaming system- Wii Sonos Sound System
Ski Access:
Ski Access is king at the Moonlight Mountain Homes, with direct ski-in/ski-out access to Moonlight Basin and Big Sky Resort. Access lift start date varies, but typically early to mid-December. Access lifts may close before Big Sky Resort's closing day depending on snow conditions. No access until lifts open and after lifts close. Direct access to the Madison Base Area Ski School makes morning lessons a breeze.
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 second on the right.
Parking: 4 wheel drive REQUIRED in winter Single car garage 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.
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Amenities
Hot tub
Kitchen
Washing machine
Dryer
Outdoor space
Parking available
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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
About the area
Big Sky
Big Sky is home to this chalet. Big Sky Resort and Headwaters Ski Lift 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. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and sledging.
Bozeman, MT (BZN-Bozeman Yellowstone Intl.) - 71 min drive
Restaurants
Scissorbills Saloon - 8 min drive
Everett's 8800 - 47 min drive
Moonlight Lodge - 4 min drive
Chets, Big Sky, MT - 9 min drive
Horn and Cantle - 17 min drive
Frequently asked questions
Is Big Sky Vacation Rentals: MMH 5 Derringer pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Big Sky Vacation Rentals: MMH 5 Derringer?
As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Big Sky Vacation Rentals: MMH 5 Derringer on 10 June 2026 start from AU$461, 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 Big Sky Vacation Rentals: MMH 5 Derringer?
On-site parking is available at the property.
What time is check-in at Big Sky Vacation Rentals: MMH 5 Derringer?
Check-in begins at 4:00 PM.
What time is check-out at Big Sky Vacation Rentals: MMH 5 Derringer?
Checkout is at 10:00 AM.
Where is Big Sky Vacation Rentals: MMH 5 Derringer located?
Set amidst the mountains, this ski-in/ski-out chalet 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. Headwaters Ski Lift and Iron Horse are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Had an amazing time staying at this home. The views were stunning and the home was in great condition. It felt very homey, would stay again!
JOE C.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 10 Nov 2025
We are so glad to hear you enjoyed your stay and the beautiful views at this home. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
Joe,
We are so happy to hear you enjoyed your stay at Moonlight Mountain Home 5 Derringer and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
We all enjoyed our stay! We already miss the Mountain View!
Aspen H.
Stayed 6 nights in Aug 2020
Response from VrboOwner on 19 Aug 2020
Aspen,
We are so happy to hear you had a great stay at Moonlight Mountain Home 5 Derringer and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Beautiful home, clean, great location, communication from company was quick and helpful. I absolutely recommend this home for a family ski trip.
Whitney D.
Stayed 6 nights in Dec 2024
Response from VrboOwner on 12 Jan 2025
We are glad to hear you enjoyed your stay. We hope to see you again next time you are in Big Sky!
Sincerely,
The Big Sky Vacation Rentals Team
Verified
10/10 Excellent
Kristen G.
6 Mar 2019
Excellent Ski-in/Ski-out Vacation
We loved our time at 5 Derringer! The home was warm and inviting and the views were gorgeous. We will definitely be back!
Kristen G.
Stayed 7 nights in Feb 2019
Response from VrboOwner on 26 Mar 2020
Kristen,
We are so happy to hear you had a great stay at Moonlight Mountain Home 5 Derringer! It truly is a warm and inviting home with BREATHTAKING views and we are thrilled you enjoyed it! We look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
Everything was great. I’m very happy we chose this rental.
Kemper O.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 27 Mar 2023
Kemper, We are so happy to hear you had a great stay at Moonlight Mountain Home 5 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
We loved this property. and Would love an opportunity to stay at it again. The ski in/ski out was great. Well stocked with all the essentials to cook. Beautiful picture window.
House was the perfect size for our family. The view was absolutely incredible.
Gwen H.
Stayed 7 nights in Jun 2021
Response from VrboOwner on 6 July 2021
Yay! We are thrilled you found 5 Derringer to be the perfect size for your family. Of course, we love the views too. We hope to see you again whenever your travel plans return you to our area.
Yours in Hospitality,
Team BSVR
We enjoyed our time in moonlight basin. The cabin was perfect for drinks of the deck, games at the table, and coffee on the couch staring at the Spanish peaks. The cabin was comfortable and cozy. This was exactly what we were looking for and we would without a doubt stay again.
Rachel C.
Stayed 3 nights in Sep 2020
Response from VrboOwner on 3 Nov 2020
Rachel,
We are thrilled to hear you had a great stay at Moonlight Mountain Home 5 Derringer! It truly is the perfect cozy home with breathtaking views of the Spanish Peaks from every angle! 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
coming from Florida, this felt great to be in 40s and 50s and the place was cozy with fireplace and hot tub and yet also huge!. Three levels and a fantastic kitchen
David L.
Stayed 6 nights in Jun 2020
Response from VrboOwner on 28 July 2020
David,
We are thrilled to hear you had a great stay at Moonlight Mountain Home 5 Derringer! It truly is a wonderful home with nice amenities and an amazing hot tub to soak in while taking in the breathtaking views of the Spanish Peaks! 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
Ski in/ski out with easy access to Iron horse lift. Beautiful house looking at the mountains. Hot tub was a plus. Location perfect for us but pretty remote and would require 4 WD in winter months.
C P.
Stayed 7 nights in Apr 2021
Response from VrboOwner on 19 Apr 2021
CP, We are thrilled to hear you had a great stay at 5 Derringer. It truly is a wonderful home with excellent proximity to the slopes and a great hot tub to relax in after a long day on the mountain! 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
Archival
10/10 Excellent
29 Mar 2017
Home was beautiful and kitchen was so well equipped
Our family of 5 loved the house
The view of the Spanish peaks
The easy of going out lower level door to hit the slopes, wood biting fireplace and a well equipped kitchen made our spring ski vacation perfect! Now if only we would have had snow😥
Stayed 5 nights in Mar 2017
Response from VrboOwner on 26 Mar 2020
Thank you for staying with us in Moonlight Mountain Home 5 Derringer. 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
Fantastic property, great ski-in/ski-out location, newer finishes, all essential kitchen, bathroom, and washer supplies provided. Our family of 5 had plenty of space. We really enjoyed the fireplace, hot-tub, and grill. Management was very helpful and responsive. Most importantly the skiing was fantastic! Would definitely stay here again.
Scott R.
Stayed 7 nights in Dec 2019
Response from VrboOwner on 26 Mar 2020
Scott,
We are thrilled to hear you had a wonderful stay at Moonlight Mountain Home 5 Derringer and that our team was very helpful and responsive! This truly is a fantastic property with plenty of space, everything well stocked, excellent amenities and awesome ski in/out access! 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
We had a fabulous Big Sky Ski vacation and this property was amongst the highlights. Amazing views, all amenities were beyond expectations. Great communication with rental company, highly responsive and on point when needed.
This property had everything your family will need. The beds were great, super clean, nothing but high praise. I would definitely recommend this property for your next ski vacation.
ken n.
Stayed 5 nights in Mar 2024
Response from VrboOwner on 4 Apr 2024
We are glad to hear you enjoyed your stay and the views! We hope to see you again next time you are in Big Sky.
Sincerely,
The Big Sky Vacation Rentals Team
We loved the privacy, scenic views and spacious home!! We had a wedding at the Yellowstone Club so didn’t realize we would be so far up and down and up the mountain but it all worked out!! Easy drive into town!! Loved the hot jacuzzi waiting for us when we woke up the next morning!!
Stephanie F.
Stayed 5 nights in Jul 2024
Response from VrboOwner on 5 Sept 2024
We are so glad you enjoyed the home and were able to make use of the hot tub! We hope to see you again next time you are in Big Sky.
Sincerely,
The Big Sky Vacation Rentals Team
David, We are so happy to hear you had a great stay at 5 Derringer and we look forward to welcoming you back to Big Sky soon! Sincerely, The Big Sky Vacation Rentals Team
The house was amazing, especially the view. Everything in the cabin met/exceeded our expectations. Will definitely visit again!
Rachael C.
Response from VrboOwner on 17 Jan 2021
Rachael,
We are so happy to hear you had an amazing stay at Moonlight Mountain Home 5 Derringer and we look forward to welcoming you back to Big Sky soon!
Sincerely,
The Big Sky Vacation Rentals Team
We didnt get to stay in our original booking due to maintenance issue but were moved to a bigger place. Very nice location and beautiful home. Would definitely recommend to people, plus a fox greeted us every morning and evening 😀
Tye E.
Stayed 4 nights in Sep 2020
Response from VrboOwner on 26 Oct 2020
Tye,
We are thrilled to hear that although the orginial home did not work out, you still had a great stay at Moonlight Mountain Home 6 Harvest Moon! It truly is a beautiful home in a wonderful location 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
We loved this house on on 5 Derringer. We have been to Big Sky many times ..this was our favorite place to stay. It was up on the mountain so when it rained it snowed up there...we were delighted ...snow in August...we came from hot, muggy, Ga so we loved it.
Holly and Megan and all the people at Big Sky Vacation Rentals were so attentive and hospitable. When you book with them, they personally call you, email you tons of information and stay in touch with you via text or email to make sure everything is good during your stay. Trust me, this group is on top of their business!
I highly recommend Big Sky Vacation Rentals and we loved the house! They are very knowledgeable they manage a lot of properties in Big Sky so you cannot go wrong booking with them.
8-30-20 through 9-3-20
june b.
Stayed 2 nights in Aug 2020
Response from VrboOwner on 3 Oct 2020
June,
We are thrilled to hear you had a wonderful stay at Moonlight Mountain Home 5 Derringer and that our team delivered such amazing hospitality! This truly is an amazing home up in the mountains perfect for a little dusting of snow in the summer months here and there! The breathtaking views are just another added bonus. 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