Timberline Lodge | Grand Ski Retreat | Hot Tub, Fireplace + Views!

6 Bedrooms 5 Bathrooms Sleeps 18 Big Sky

Upstairs Primary Bedroom

2 King

King Bed with En-Suite Full Bathroom

Upstairs Wolf Bedroom

1 Queen

Queen Bed, with Shared Bathroom

4 Twin

4 Twin Beds, 2 with Twin Trundle Beds Under. Sleeps 6

2 Twin

4 Twin Beds, 2 with Twin Trundle Beds Under. Sleeps 6

Nautical Bedroom

1 Queen

Downstairs Left: Queen Bed (sleeps 2) and En-Suite Full Bath. Access Door to Hot Tub

Moose Bedroom

1 Queen

Downstairs Right, Queen Bed (sleeps 2), with En-Suite Full Bath

Bunk Bedroom

1 Bunk

Downstairs right, twin over twin bunkbeds (sleeps 2)

Welcome to Timberline Lodge at 30 Middle Rider, a luxury six-bedroom retreat with four full and two half baths. Enjoy a grand living room with soaring ceilings, a lower-level den with bar, and split-level bedrooms for comfort and privacy. With mountain views, garage and driveway parking, and ski accessibility, close access to hiking and Town Center, Timberline Lodge is the perfect Montana getaway.

What You'll Love:
After a day exploring Big Sky, unwind in the spacious hot tub, thoughtfully tucked away with privacy walls on three sides while leaving one side open to sweeping views of Lone Peak. Inside, gather in the grand living room with soaring ceilings, a stone fireplace, and picture windows, or retreat to the lower level den with its built in bar and bar seating. The split level layout offers bedroom privacy while keeping inviting communal areas at the heart of the home. A fully equipped chef's kitchen, luxury finishes throughout, ample garage and driveway parking, and a prime location near skiing, hiking, fishing and Town Center complete the experience.

Outdoor Adventure Year-Round:
Big Sky offers year-round outdoor excitement, with something for everyone. In the winter, the resort, just a quick 10 minute drive away, boasts over 5,800 acres of skiable terrain, perfect for skiers and snowboarders of all levels. After a day on the slopes, unwind in the private hot tub or relax indoors. In the summer, Big Sky transforms into a mountain biking haven, and nearby hiking trails—some just a mile from the home—offer scenic routes for all abilities. For more adventure, Yellowstone National Park is a short drive away, with opportunities for hiking, wildlife watching, and exploring natural wonders like Old Faithful. Plus, with white-water rafting, fly fishing, zip-lining, horseback riding, and pickleball all less than 15 minutes from the home, the possibilities for adventure are endless.

Ski Accessible:
Located in the beautiful Beehive Basin neighborhood of Big Sky, this home offers excellent ski access without being fully ski in/ ski out. Guests can take a short walk to the nearby residential lift, which provides direct access to Big Sky Resort. Skiing back is even easier, with designated cat-tracks guiding you to the top of the road, with a short ski back to the lodge. For beginner skiers or snowboarders, or groups with mixed ability levels, the main base area is just a quick 10 minute drive away, ensuring everyone can enjoy the slopes at their own pace.

Perfect for Groups or Families:
This custom home is thoughtfully designed for families and larger groups, with a layout that balances privacy and togetherness across all three floors. Upstairs, the Wolf Bedroom with a queen bed shares a bathroom with the Cub Bedroom, which features 4 twin beds with 2 having twin trundles, ideal for kids to be close while parents are just steps away. The upstairs also includes the Primary Suite with its own en-suite bathroom, offering comfort and convenience. On the main floor, the heart of the home unfolds with a chef's kitchen and dining space that seats 10 at the table and 6 more bar-style at the island, making it easy to gather over meals. The Cowboy Room provides a cozy additional sitting area with a Smart TV, futon, and full bathroom.

The lower level functions almost like a second home within the home, perfect for another family or group to spread out. Here, the spacious den offers ample seating , a large Smart TV, and access to a bar with seating for three and a mini fridge. Bedrooms on this level include the Nautical Room with hot tub access and en-suite full bath, the Moose Room with another en-suite full bath, and a bonus Bunk Room with a twin/twin setup. With communal living rooms on both levels and bedrooms split between them, this layout makes it easy for multiples families or generations to share the same home while still enjoying their own private spaces.

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 for the cooler months, ensuring a cozy stay year-round.

Access:
You’ll enjoy easy, secure entry with an electronic smart lock, making check-in and check-out simple and seamless. Before arrival, you’ll also receive an invitation to our guest portal, where you’ll find our Big Sky Guide Book filled with trip-planning resources, local dining, and hidden gems. The Lodge sits on a quiet road just off Lone Mountain Trail and includes a private attached garage with internal access, offering plenty of space for ski gear in winter and hiking gear in summer. If you need anything during your stay, our local team is always nearby to help.

Things to Know: Smoking is not permitted anywhere on the property. Pets are not allowed unless prior authorization from Two Pines is granted. The home is decorated with high-end furnishings, artwork, and unique pieces that create a luxury feel. Families are always welcome, though the space is generally best suited for groups with older children or little ones who are comfortable in a home with valuable décor.

Starter Size Supplies Provided:
Kitchen trash bags
Dishwasher pods
Dish soap and sponge
Paper towels (2 rolls)
Foil, cling wrap, Ziploc storage bags
Coffee filters (coffee not supplied)
Toilet paper (2 rolls per bathroom)
Kleenex (1 box per bathroom)
Laundry detergent pods
Dryer sheets
Cleaning solution
Shampoo
Conditioner
Body wash
Body lotion

Amenities:
Smart TV's, Wi-Fi, and Heat.

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