6 Highpoint Drive | Stunning ᨒ Views|Ski-in/out Home| Hot Tub|Fireplace|2 Min to Resort

5 Bedrooms 5 Bathrooms Sleeps 18 Big Sky

Primary Main Floor King Bedroom

1 King

Primary Main Floor King bedroom with En-suite bathroom

Upper Level Primary King Bedroom

1 King

Upper Level Primary Bedroom with King Bed (Sleeps 2), En-Suite Bathroom with Shower/Tub Combo

Upper Level Queen Bedroom

1 Queen

Upper level Queen Bedroom (Sleeps 2), En-Suite Bathroom with Shower Tub/Combo

Bunkroom with Three Double Bunks

3 Bunk

Bunkroom with Three Double Bunks (Sleeps 12), En-Suite Bathroom with Double Vanity's and Walk-In Shower

Second Guest King Bedroom

1 King

Second Guest Bedroom with King Bed (Sleeps 2), En-Suite Bathroom with Large Soaking Tub and Walk-In Shower

Welcome to 6 Highpoint! This exclusive luxury home features 5 bedrooms and 5.5 en-suite bathrooms, offering ample space for family and friends to gather. Nestled near the base of Big Sky Resort, with access to world-class skiing and hiking. The home boasts jaw-dropping views of Lone and Andesite Mountains, visible throughout. It’s the perfect Big Sky getaway.

In the summer, enjoy Town Center events such as the Big Sky Farmers Market and Music in the Mountains Concert Series, along with Big Sky's premier event: the PBR Rodeo.

For those looking to explore the local trails, the trailhead for the "Hummocks" and "Uplands" trails is only a mile from the home, and the infamous, 'Ousel Falls' waterfall hike trailhead is even closer being less than a mile away! These trails are perfect for hiking or mountain biking and are fun for all skill levels! If you are looking for a relaxing spot to enjoy a coffee or ice cream cone, take a seat on the patio at the local grocery store, "Hungry Moose Market and Deli" and soak in the sun while enjoying views of the mountains!

In the Winter, this central location provides prime access to a multitude of Big Sky's winter activities! If you are looking to downhill ski, take a short ten-minute drive down the hill to Big Sky Resort, home of the "Biggest Skiing in America!". If cross-country skiing is more your cup of tea, it's only a 15-minute drive to Lone Mountain Ranch to enjoy over 80 miles of world-class Nordic trails.

You are less than a 5-minute drive from Big Sky Resort, the proud home of America's biggest skiing. You can also ski out and take the White Otter Lift. This home is not ski-in accessible, but there is not too much walking.

** White Otter opens in mid-December and closes on April 9th. We cannot control the lift schedule for ski access. If you have small children, you may need to shuttle them to the resort as they may not be able to ski the runs.

Home Layout and Details
Sleeps 18, Allows up to 18

Main Floor:
Living Room with Large Wood Burning Fireplace
Dining Room with Seating for 8, Additional Bar Style Seating for 4
Main Level Primary Bedroom with King Bed (Sleeps 2), Large Closet, En-Suite Bathroom with Walk-In Shower and Oversized Soaking Tub
Mud Room with Garage Entry
Laundry Room

Upper Level:
Landing with desk
Upper Level Primary Bedroom with King Bed (Sleeps 2), En-Suite Bathroom with Shower/Tub Combo
Upper level Queen Bedroom (Sleeps 2), En-Suite Bathroom with Shower Tub/Combo

Lower Level:
Bonus Lower Level Living Room with Large Flatscreen TV, Wood Burning Fireplace, Hot Tub Access to Lower Patio
Bunkroom with Three Double Bunks (Sleeps 12), En-Suite Bathroom with Double Vanity's and Walk-In Shower
Second Guest Bedroom with King Bed (Sleeps 2), En-Suite Bathroom with Large Soaking Tub and Walk-In Shower

Property Access:
The private garage is attached to the home, granting internal access to the home. The garage is spacious to hold all equipment in the winter months and all of your hiking gear in the summers! You’ll have easy, secure access to the home via an electronic lock, allowing you to check in and out with ease. After booking, you’ll receive an invitation to our guest portal, where you’ll find our Big Sky Guide Book

What We Provide
Linens: Sheets, Pillows, Blankets, Comforters, Body Towels, Hand Towels
Hygiene: Hand soap, Body Wash, Shampoo, Conditioner, Hairdryers, Iron and Ironing Board
Household: Toilet Paper, Tissues
Kitchen: Garbage bags, Ziplock bags, Reynold Wrap, Saran Wrap, Dishwashing Tabs, Dish Soap, Sponges, Cleaning Supplies
Laundry: Laundry Soap, Dryer Sheets, Vacuum

Amenities

WiFi
Youtube TV
Wine Bar
Wood Burning Fireplace
Gas Fireplace
Washer/Dryer
Heated Garage

We know there is a Chef in every family...
**A full kitchen inventory is available upon request.

Outdoor Features
Private Outdoor Hot Tub

Parking
(1) Car Heated Garage
*Garage has plenty of space to store your outdoor gear!
Driveway

Local Property Management with Personalized Service:
As a locally owned property management company, we’re here in Big Sky to ensure that your stay is as smooth and enjoyable as possible. While we respect your privacy and will not disturb you during your stay, we’re always nearby and available should you need anything.

You’ll have easy, secure access to the home via an electronic lock, allowing you to check in and out with ease. After booking, you’ll receive an invitation to our guest portal, where you’ll find our Big Sky Guide Book—a comprehensive resource to help you plan every aspect of your trip, from outdoor adventures to local dining spots and hidden gems. If you have any questions or special requests during your stay, don’t hesitate to reach out. We’re here to help!

Climate and Comfort
Please note that this home does not have air conditioning, as it is typical in Montana. During the summer months, guests can enjoy the cool mountain air by opening windows to keep the cabin comfortable.

The home is equipped with heat and a fireplace for the cooler months, ensuring a cozy stay year-round.

Things to Know:
Smoking including Vape is NOT allowed anywhere on the property, so we ask that you kindly respect that.
Pets are NOT allowed unless authorized by Two Pines.

Book your stay today and create lasting memories in Big Sky!

Essentials

  • Bed Linens
  • Dryer
  • Essentials
  • Extra Pillows & Blankets
  • Living Room
  • Parking
  • Towels
  • Hair Dryer
  • Hangers
  • Heating
  • Hot Water
  • Iron & Ironing Board
  • Kitchen
  • Private Entrance
  • Shampoo
  • Washer
  • Wifi
  • Garage
  • Fireplace
  • Wood Stove
  • Private Living Room

Home Safety

  • Carbon Monoxide Detector
  • Fire Extinguisher
  • First Aid Kit
  • Smoke Detector

Kitchen

  • Coffee Maker
  • Cooking Basics
  • Dishes & Silverware
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Stove
  • Dining table
  • Area
  • Room
  • Spices
  • Dishes & utensils for kids
  • Crockpot

Accomodations

  • Cleaning: Included

Car

  • Necessary

Facility

  • Free Parking
  • Street Parking

Leisure

  • Bird Watching
  • Horseback Riding
  • Shopping
  • Sledding
  • Wildlife Viewing

Entertainment

  • Television
  • Smart TV

Outdoor

  • Golf

Sports

  • Cross Country Skiing
  • Fishing - Fly
  • Hiking
  • Hunting
  • Ice Skating
  • Mountain Climbing
  • Mountaineering
  • Rafting
  • Rock Climbing
  • Skiing
  • Snowboarding
  • Snowmobiling
  • Spelunking
  • Whitewater Rafting
  • Cycling

Themes

  • Family
  • Romantic
  • Sports Activities
  • Tourist Attractions

Family

  • Fireplace Guards

Local

  • Fitness Center
  • Hospital

Location

  • Mountain View
  • Village
  • Custom Homes

Pool

  • Hot Tub
LEAVE A REVIEW
January 8, 2025 - Airbnb

by Abigail B.

Our stay was fantastic at Two Pines! It has breath taking mountain views and although it is situated between two other large homes it felt so quiet and secluded. The home was well appointed - especially in the kitchen making our family meals extra enjoyable. Responsive support was always just a text away if we needed a recommendation or had an issue. Can't recommend this place enough!

January 3, 2025 - Google

Exceptional

by Kimberly W.

We recently had the pleasure of staying at a property managed by Two Pines Properties on Highpoint Drive in Big Sky, MT, and our experience was nothing short of exceptional.

From the moment we arrived, we were captivated by the cozy ambiance of this beautiful mountain retreat. Nestled in a serene mountain community, the property offered breathtaking views of Lone Peak Mountain that left us in awe. Every morning, we enjoyed our hot chocolate on the deck, soaking in the stunning scenery that surrounded us.

The location was ideal, providing easy access to Big Sky Town Center and nearby local resorts, making our daily adventures seamless and stress-free. Whether we were skiing, sno-go biking, snowmobiling or exploring the vibrant local culture, we couldn’t have asked for a better base.

Inside, the spacious bedrooms were beautifully appointed, offering ample room for our family to relax and unwind after a day of exploring. The chef’s kitchen was a highlight for us; it was not only stunning but also fully stocked with most supplies we needed to prepare meals for our large group. Cooking together became a cherished part of our stay, and the layout made it easy and enjoyable.

We also appreciated how clean and well-maintained the property was. It was evident that Two Pines Properties takes great pride in ensuring their guests have a comfortable and welcoming experience.

Overall, our stay at Two Pines Properties was an unforgettable family getaway. We can’t wait to return to this slice of paradise, and we highly recommend it to anyone looking for a cozy, spacious, and beautifully located retreat in Big Sky. Thank you, Two Pines Properties, for making our vacation so memorable!

December 30, 2024 - Airbnb

Beautiful

by George and Liliana N.

All our group (18 with kids) we enjoyed every minute of our stay, beautiful surroundings around the house, convenient located to the sky slopes and big sky city markets, we will definitely choose again the same house on our trip to Big Sky!

June 30, 2024 - Google

Fantastic

by Sam C.

Have never posted a review before but felt we needed to do this because everyone at Two Pines were so fantastic with their helpfulness, attentiveness, and service. Our group of 8 had a wonderful stay in Big Sky and hope to get back next summer.

June 18, 2024 - Website

Amazing Mountain Retreat with Stunning Views!

by Mike B.
We had an incredible stay at 6 Highpoint Drive! The house is stunning, spacious, and impeccably clean. The views of Lone and Andesite Mountains are breathtaking, and the location is perfect for both summer and winter activities. The kitchen is well-equipped, and the hot tub was a wonderful bonus. The property management team was extremely responsive and helpful. We felt right at home and can’t wait to return. Highly recommend this beautiful mountain escape!
March 15, 2024 - Manual Entry

Beautiful cabin!

by Michael

 

Beautiful cabin, with ski-out access. Short walk up hill to get back into cabin.
March 7, 2024 - Website

THE HOUSE IS TRULY WONDERFUL!

by Stephen E.

 THE HOUSE IS TRULY WONDERFUL AND THE STAFF IS REALLY SUPERB, NOTHING WAS TOO MUCH TROUBLE. YOUR TEAM IS MAGNIFICENT, THEY BENT OVER BACKWARDS TO HELP US WITH SEVERAL MAJOR ITEMS. 

December 2, 2023 - Website

Best of Everything Big Sky

by Zak S
Ive stayed here in both winter and summer months. The views are everything Big Sky is about! High end finishes, uber clean and every ammenity you could want or need. Our experience here has us looking for our own piece of Big Sky. Will stay again! 5 STARS!
December 2, 2023 - Website

Summer or Winter Amazing!!

by Diana
This was our second time staying at this home. It is absolutely gorgeous! There is so much to do in the cold and warm weather. We have been there for both. I am not sure which was more fun. Plus, having luxurious accommodations was a bonus. The house was spotless upon arrival. I never had any issues, however, they were available if I needed anything. We were able to cook meals at home, given the fully stocked kitchen. Getting to the grocery store was not a problem. We stopped on our way in, as well as went to the local grocery store in town. Also had a nice grill on the patio. I will definitely stay here again!! This summer we were there with 3 families. The size of the house made it very comfortable. Everyone had their own room and bathroom. The bunk room downstairs was great for kids! Ski in & ski out is an added bonus in the winter. There are not many properties like this in the area.
November 15, 2023 - Airbnb

Will Stay Again!

by Jasen

 

The house was gorgeous and spacious. The team was very helpful and responsive. We will stay again!
November 8, 2023 - Airbnb

5/5 Stay

by Samantha

Our stay here was amazing. From the views to the house it was a 5/5.
The house was extremely clean and accommodated all of our needs.
We had some trouble with the door codes but two lines was very responsive and got us access immediately. The property management was just as great as the property itself. We would love to come back.

September 19, 2023 - Airbnb

STUNNING

by Nelly

 Incredible experience in the house that keeps on giving! I booked this mountain home for my sister’s bachelorette party. She is not much of a partier and so for her dream bachelorette party she had requested a relaxed weekend in a beautiful mountain home with her closest friends. This dream would not have been so eloquently fulfilled had it not been for this truly “STUNNING” Two Pines property. The views were incredible. The house was spotless clean when we arrived and no matter what we needed (iron, blender, painter’s tape etc.) you name it, this property had it. The hosts were exceptionally accommodating and welcoming. I’m so glad we chose this Two Pines home to celebrate such a momentous occasion. Could not recommend this place more!

 

 
August 22, 2023 - VRBO

Amazing Stay!

by Lauren E.

 

9 adults and 6 kids stayed here in August and it was amazing! The house has high end finishes and furnishings. The house was clean and full of amenities. We woke up to drink our coffee on the patio looking at Big Sky mountain. Amazing views! Close to town, hiking and lots of activities. We will definitely be back!
July 23, 2023 - Airbnb

Would book again!

by Alison

 

This property is gorgeous. The house is spacious, modern and beautifully furnished. The view from the deck is spectacular and the location is convenient to activities at the resort. It was the perfect place for our large family gathering and we all had a fabulous time. We would certainly book this house again!
June 19, 2023 - Website

Perfection!

by Nicole W.

Perfection! You can tell that the property managers are detail oriented and we had an amazing stay! When a last minute water issue popped up at the house we reserved prior to our stay the staff quickly accommodated up in an even better property. We were thoroughly impressed the customer service and property. We would definitely book with Two Pines again  The kitchen was stocked with beautiful flatware and plates. The design was gorgeous and the views were amazing!.

March 22, 2023 - Website

We were so impressed!

by Stevanna H.

We were so impressed by the quality of the house. It was gorgeous and had everything to make a large group comfortable.  Large kitchen and communal space. The team was friendly and helpful. They were responsive to any needs.

March 10, 2023 - Website

Great

by Tyrone B.

Great house, great location. Two Pines was very responsive and easy to deal with. 

February 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10
$1927
11
$1902
12
$1956
13
$1906
14
$2019
15
$1350
16 17 18 19 20 21 22
23 24 25 26 27 28
$3598
 
March 2025
S M T W T F S
            01
$3786
02
$1881
03 04 05 06 07 08
09 10 11 12 13 14 15
16 17
$4129
18
$4040
19
$4101
20
$4114
21
$4085
22
$1801
23
$1692
24
$1619
25
$1646
26 27 28 29
30 31          
April 2025
S M T W T F S
    01 02 03 04 05
06 07
$1050
08
$1050
09
$1050
10
$1050
11
$1103
12
$1050
13
$1050
14
$1050
15
$1050
16
$1050
17
$1050
18
$1050
19
$1050
20
$1050
21
$1050
22
$1050
23
$1050
24
$1050
25
$1050
26
$1050
27
$1050
28
$1050
29
$1050
30
$1050
     
May 2025
S M T W T F S
        01
$1050
02
$1050
03
$1050
04
$1050
05
$1050
06
$1050
07
$1050
08
$1050
09
$1050
10
$1050
11
$1050
12
$1050
13
$1050
14
$1050
15
$1050
16
$1050
17
$1050
18
$1050
19
$1050
20
$1050
21
$1050
22
$1050
23
$1050
24
$1050
25
$1050
26
$1050
27
$1050
28
$1050
29
$1050
30
$1050
31
$1050
June 2025
S M T W T F S
01
$1050
02
$1050
03
$1050
04
$1050
05
$1050
06
$1050
07
$1050
08
$1050
09
$1050
10 11 12 13 14
15 16 17 18 19 20 21
$1561
22
$1488
23
$1488
24
$1594
25
$1692
26
$1728
27
$1808
28
$1071
29 30          
July 2025
S M T W T F S
    01 02 03 04 05
$1115
06
$1050
07
$1050
08
$1050
09
$1083
10
$1166
11
$1207
12
$1251
13 14 15 16 17 18 19
$1190
20
$1077
21
$1054
22
$1062
23
$1097
24 25 26
27 28
$1137
29
$1159
30
$1690
31
$1757
   
August 2025
S M T W T F S
          01
$1826
02
$1828
03
$1214
04
$1074
05 06 07 08 09
10 11 12 13
$1050
14
$1050
15
$1071
16
$1055
17
$1050
18
$1050
19
$1050
20
$1050
21
$1050
22
$1050
23
$1050
24
$1050
25
$1050
26
$1050
27
$1050
28
$1050
29
$1050
30
31            
September 2025
S M T W T F S
  01
$1067
02
$884
03
$900
04
$878
05
$894
06
$879
07
$859
08
$833
09
$820
10
$837
11
$805
12 13
14
$791
15
$777
16
$766
17
$794
18
$815
19
$829
20
$822
21
$753
22
$751
23
$750
24
$748
25
$747
26
$795
27
$787
28
$743
29
$743
30
$742
       
October 2025
S M T W T F S
      01
$741
02
$741
03
$758
04
$756
05
$738
06
$737
07
$736
08
$735
09
$734
10
$748
11
$751
12
$735
13
$735
14
$735
15
$734
16
$734
17
$753
18
$749
19
$730
20
$729
21
$729
22
$729
23
$728
24
$745
25
$745
26
$728
27
$728
28
$728
29
$728
30
$729
31
$746
 
November 2025
S M T W T F S
            01
$746
02
$729
03
$730
04
$730
05
$729
06
$729
07
$746
08
$746
09
$728
10
$727
11
$728
12
$729
13
$731
14
$751
15
$754
16
$738
17
$741
18
$743
19
$745
20
$748
21 22
23
$758
24
$767
25
$761
26
$791
27
$793
28
$795
29
$795
30
$1082
           
December 2025
S M T W T F S
  01
$1050
02
$1050
03
$1050
04
$1050
05
$1050
06
$1050
07
$1050
08
$1050
09
$1050
10
$1050
11
$1050
12
$1050
13
$1050
14
$1050
15
$1050
16
$1050
17
$1060
18
$1566
19
$2335
20
$2335
21
$2335
22
$2335
23
$2607
24
$2711
25
$2783
26
$2713
27
28 29 30 31      
January 2026
S M T W T F S
        01 02 03
04 05
$1352
06
$1348
07
$1354
08
$1364
09
$1410
10
$2335
11
$2226
12
$2211
13
$2208
14
$2224
15
$2250
16 17
18 19
$2895
20
$1426
21
$1464
22
$1506
23
$1546
24
$1553
25
$1521
26
$1470
27
$1547
28
$2108
29
$2169
30
$1958
31
$2009
February 2026
S M T W T F S
01
$1652
02
$1626
03
$1523
04
$1525
05
$2940
06
$2836
07
$2852
08
$2542
09
$1628
10
$1324
11
$1050
12
$1050
13
$2553
14
$2591
15
$2666
16
$2741
17
$1796
18
$2436
19
$3168
20
$2815
21
$2453
22
$2181
23
$2650
24
$2360
25
$2482
26
$2646
27
$2291
28
$2157
Available
Unavailable
Check-In Only
Check-Out Only


Book Now

Book Now

  • By # People
  • By # Families
How many people will be going?
How many rooms?

Detailed Quote
Split Cost Calculator
Add to Favorites
Inquire
Share
Print