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Experience all the Whitefish area has to offer at The Stillwater Mountain Lodge! Get away from it all while enjoying 16 scenic acres, but still be conveniently close to the slopes, Glacier National Park and all that downtown Whitefish has to offer.
Stillwater Mountain Lodge
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Stillwater Mountain Lodge

Whitefish
21 guests
7 bedrooms
5.5 Baths
Starting at
$495.00
per Night
Experience Whitefish with magnificent views at Highland Huckleberry Lodge! Jump off the slopes at Whitefish Mountain Resort and into the neighborhood on the Elk Highlands Lift. At Highland Huckleberry Lodge you'll find a little bit of everything you wanted on your Whitefish vacation.
Highland Huckleberry Lodge
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Highland Huckleberry Lodge

Whitefish
13 guests
4 bedrooms
4.5 Baths
Starting at
$450.00
per Night
NEW

The Paramount penthouse is the newest opulent condo with high end finishes to hit the Whitefish vacation scene. Located on the lively Central Ave., this executive suite affords the convenience of being close to the shopping and great eating that Downtown Whitefish offers while being just a short drive from the beauty of Glacier Park. The views from this luxurious condo have to be seen to be believed! Take in a beautiful sunset right from your deck and prepare for an unforgettable vacation.

If spectacular mountain views are on your "must-see" list, The Paramount penthouse is the place for you! Each bedroom provides an amazing view of Whitefish Ski Resort and the magnificent mountain it sits on. Take it all in before you hit the slopes!

Looking at visiting Whitefish in the summer? The resort is still the place to be! Enjoy exciting zip lines and an alpine slide, exhilarating downhill and cross-country mountain biking, and the unique Walk in the Treetops.

And that’s just the outdoors! The posh penthouse is just as gorgeous as the views it provides. This modern work of art consists of two bedrooms, each with a California king-sized bed and Smart TV as well as a rollaway bed affording one of the newest condos in Whitefish the opportunity to sleep 5. 

The Paramount has everything you need for a worry-free vacation, including a full, naturally-lit kitchen that’s decked out with stainless steel appliances, plenty of space for cooking, and a small seating area that’s perfect for entertaining. Near the kitchen, you’ll find a full private stacked washer and dryer. The spacious living room is perfect for entertaining or relaxing after a busy day outdoors. Additionally, this luxurious penthouse features the largest deck (over 800 sq ft!) in downtown Whitefish that offers incredible views facing west and north towards the mountain as well as a gas grill, gas fire pit, and a large hot tub. Have you ever watched the sunset and the alpenglow on the mountains?

You’ll also receive a designated ski locker as well as a parking spot in the street parking garage, with additional parking along the front of Central Ave. Additionally, there is an elevator that takes you from the front entrance of the garage to the penthouse floor, giving you that “exclusive” feel. You're also next door to the top coffee shop and the best breakfast in Whitefish. The liquor store, Sweet Peaks Ice Cream and shopping are on adjacent blocks.

Complete your dream vacation with a stay at The Paramount, the newest and premiere addition to the Whitefish vacation rental scene! * ONE FREE, ONE DAY LIFT TICKET INCLUDED with each winter reservation! You must be 25 years or older to rent this property. Maximum occupancy at all times is 5 guests and 2 vehicles, unless otherwise approved. Please come and have a good time, but be aware that behavior that is disrespectful or disruptive will result in forfeiting the remainder of your stay. No parties. No smoking or pets are allowed on the property.

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The Paramount

Whitefish
5 guests
2 bedrooms
2 Baths
Starting at
$395.00
per Night
Brown Bear Chalet - Magnificent Mountain Chalet Overlooking Whitefish Mountain Resort; Hot Tub, Game Room, Access to Elk Highlands Private Lift
Top 10 Reasons to Vacation at Brown Bear Chalet:
10 - Splendid Views
The home is situated adjacent to Whitefish Mountain Resort and overlooks the lower mountain from the back windows and deck. Sit back, relax and enjoy the alpenglow views and the snow gently falling on those cold winter days. 
9 - Castaway Master Suite
Brown Bear boasts double master suites. The Castaway Suite is a secluded master suite located above the garage and hosts a king bed, views to the mountain and a full bath. Perfect for a getaway within a getaway!
8 - Fireplace Master Suite
The main master suite is located on the second floor in the main portion of the home and houses a king bed, ample floorspace, fireplace, and large master bath with a double vanity, jetted tub, and a full washer/dryer tucked inside a closet. 
7 - Open Concept Layout on Main Level
While the layout of the bedrooms in the home allow for plenty of â€œaway time” after hours the main level of the home offers an open layout perfect for gathering after a fun day’s adventure. The generous kitchen has plenty of room for multiple cooks in the kitchen, the bartender in your group can man the wet bar, the two-sided fireplace adjoining the living and dining rooms keeps the whole area nice and cozy, the dining table and kitchen island allow for seating for 12. The large flat panel smart TV in the living room offers cable viewing as well as streaming for your viewing pleasure and much needed downtime. The large dining table can also double a game table if your group decides on a game night. The kitchen is fully stocked with a gas stove, microwave, large refrigerator, cookware, utensils, and a drip coffee pot.
6 - The Bunkroom 
If the kids just can’t get enough of their friends or cousins, just check them into the Bunkroom located in the basement. It sleeps 7 comfortably with room to spare. A sliding glass door steps out onto a seasonal (summer only) patio to enjoy some fresh air.  A full bathroom and full washer/dryer are also in the basement so they can just leave all their smelly clothes in the basement, thereby keeping the main level blissfully clean during your stay. Vacation is a break from reality!
5 - The Gameroom
Conveniently located in the Bunkroom downstairs the gamers will find a foosball table, smartTV with DVD and a few family friendly movies, board games, puzzles, Nintendo Wii with several games, and indoor basketball shooting hoop. Kids, the adults are invited too since they’ll be paying for your trip. And YES, adults, there is a door to close to keep all that joyful noise downstairs!
4 - Outdoor Grill
Grilling is always a great way to get some more people on the cooking team, but get some of the cooks out of the kitchen! Bring on the meats and veggies and load the grill full. Propane included. 
3 - Large Six Person Hot Tub & Spacious Deck Overlooking the Slopes
All season outdoor spaces are a definite luxury in mountain towns. In the summer enjoy late evening sunsets and cool breezes and in winter enjoy a relaxing soak in the hot tub. Six jetted seats and a large foot well make this a terrific hot tub for a larger group.
2 - Access to the Elk Highlands Lift & Proximity to the Ski Village
With the nearest ski run (Home Again) just a short ski trail ride through the neighborhood you’ll be at the lift in minutes. When your legs decide it’s time to call it a day just head on over to the private Elk Highlands Lift* to get back to the neighborhood and Brown Bear ChaletThe home is located just a two minute drive to the Base Lodge, the five-star Cafe Kandahar restaurant, and also the Ski Village where you’ll find a small market, ski rentals, and resort restaurants like The Bierstube and Ed & Mully’s.
1 - Main Level Accessibility 
This one could prove important for you aggressive skiers or mountain bikers who end up with a wonky knee or ankle during your stay. The main level houses a half bath and two queen bedrooms that share a joined full bath with a walk-in shower. 

Book your relaxing Whitefish ski vacation at Brown Bear Chalet today with SkyRun Vacation Rentals!

* ONE FREE ONE DAY LIFT TICKET INCLUDED with each winter reservation!

You must be 25 years or older to rent this property. Maximum occupancy at all times is 13 guests and 6 vehicles, unless otherwise approved. Please come and have a good time, but be aware that behavior that is disrespectful or disruptive will result in forfeiting the remainder of your stay. No smoking or pets are allowed on the property.

*Disclaimer:  The Elk Highlands lift operates at the sole discretion of Whitefish Mountain Resort. Snow conditions affect the opening and closing of this lift.  To determine if the ski lift or certain runs are open, please contact Whitefish Mountain Resort directly.  Due to times of openings and closings, this property may not be ski in/ski out.
Brown Bear Chalet
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Brown Bear Chalet

Whitefish
15 guests
5 bedrooms
4.5 Baths
Starting at
$395.00
per Night
Experience Whitefish with magnificent views at Whispering Pines Chalet!

Imagine leaving your daily cares miles away and being transported to your tranquil and luxurious mountain home where the pines whisper in the language of cool mountain air - relax.

Relax and enjoy...
the glorious mountains and softly whispering trees, the hot tub and the gently drifting snow, the luxuriously appointed chef's kitchen and the apres-ski conversations in the open kitchen and dining area,  the crackling fire in the sunken living room, the kids giggling downstairs in the second living area, the peaceful rest in the upstairs master suite, the downstairs hot tub suite, the downstairs queen bedroom, or the downstairs bunk room. 

Awake refreshed and enjoy...
proximity to Whitefish Mountain Resort and the Village; ski-in/ski-out convenience; private  access to the Elk Highlands lift; 25K of groomed nordic trails minutes away at the Big Mountain Trails; short drive to iconic downtown Whitefish.

Location and luxury...two musts for your ski vacation to lovely Whitefish, and both may be found at Whispering Pines Chalet. The newly remodeled and furnished home is located on Big Mountain adjacent to Whitefish Mountain Resort. The home offers seasonal ski/in-ski/out access to the resort and is only minutes away from the Base Lodge, Ed and Mully's, and the Bierstube at the Village.  Downtown Whitefish is a quick ten minute ride down the mountain.

Luxury and convenience are paramount at Whispering Pines Chalet. Beautiful and comfortable furnishings pair nicely with the relaxing views at the home. Multiple living areas can help accommodate a large party with varying interests. Kids will find the bunk room a perfect retreat for hibernating on those long winter nights. Adults and children alike will appreciate a relaxing dip in the hot tub after a long day on the slopes. At Whispering Pines Chalet you'll find convenient and easy ski storage and boot warmers available to make your gear an afterthought rather than a cumbersome battle each day.

*The Elk Highlands lift operates at the sole discretion of WMR. Snow conditions must be favorable to open the lift. 

Book your relaxing Whitefish ski vacation at Whispering Pines Chalet today with SkyRun Vacation Rentals!

* ONE FREE ONE DAY LIFT TICKET INCLUDED with each winter reservation!

You must be 25 years or older to rent this property. Maximum occupancy at all times is 13 guests and 6 vehicles, unless otherwise approved. Please come and have a good time, but be aware that behavior that is disrespectful or disruptive will result in forfeiting the remainder of your stay. No smoking or pets are allowed on the property.

*Disclaimer:  The Elk Highlands lift operates at the sole discretion of Whitefish Mountain Resort. Snow conditions affect the opening and closing of this lift.  To determine if the ski lift or certain runs are open, please contact Whitefish Mountain Resort directly.  Due to times of openings and closings, this property may not be ski in/ski out.
Whispering Pines Chalet
Whispering Pines Chalet
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Whispering Pines Chalet

Whitefish
10 guests
4 bedrooms
3.5 Baths
Starting at
$395.00
per Night
Experience Whitefish in style at breathtaking Stillwater River Escape! Get away from it all while enjoying 20 scenic acres, but still be conveniently close to the slopes and all that downtown Whitefish has to offer.
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Stillwater River Escape

Whitefish
9 guests
3 bedrooms
3.5 Baths
Starting at
$295.00
per Night
NEW

What do you do when you want a vacation that provides all that the great outdoors has to offer while providing the amenities of a big city getaway? You book your vacation at Peloton Penthouse!

Located in the heart of downtown Whitefish on Baker Ave., Peloton Penthouse is the perfect place to stay for a well-rounded and deserved vacation. This impressive unit is within walking distance of the fun that makes up downtown, including art galleries, fine dining restaurants, and some of the most unique shops you’ll ever see. 

Don’t forget to take part in the downtown Whitefish nightlife! When you stay at Peloton Penthouse, you’re just minutes away from some of the best bars, breweries, and distilleries in the area! And while you’re here, be sure to take advantage of the live events including music, theatre, and year-round festivals. There’s always something happening in beautiful downtown Whitefish.

Then there’s what brought you to Whitefish: the incredible outdoors. At Peloton Penthouse, you’re only 15 minutes away from Whitefish Mountain Resort and just 35 minutes away from the west entrance of Glacier National Park. Here, you have access to amazing outdoor activities such as hiking, mountain biking, golfing, water sports, fly fishing, whitewater rafting, and everything else that Flathead Valley has to offer! You’re also two blocks from Baker Park which has access to the river, walking/biking trails, and a playscape for the kids.

The best part about the great Whitefish outdoors? Getting around is FREE and SIMPLE! In Whitefish, we have a Snow Bus that provides FREE shuttle service that will happily take you around Whitefish including up to Big Mountain and back during peak ski and summer season. What could be better? How about a FREE one-day lift ticket during ski season when you book the Peloton Penthouse! Our guests also have one locker at the Base Lodge (during ski season) that they will have access to. Ask for more details.

Now, let’s talk about the inside of this modern Montana penthouse.

Built in 2017, this luxurious downtown development features an open floor plan that includes a great room, a fully equipped kitchen, dining area, living area, and 2 spacious bedrooms making this a comfortable vacation rental for any group.

The inviting living room would make anyone feel at home with its large flat-screen TV and cozy seating courtesy of the king-size sofa that includes a king sleeper for additional guests! The kitchen has everything you need and more including stunning granite countertops, stainless steel appliances, and a coffee pot that is a Keurig/Reg combo.  

The dining area is decked out in rustic charm and is just right for a party of 6. The comfort extends into the bedrooms; the Master bedroom is complete with a King-sized bed while the second bedroom offers a Queen-sized bed. Both bedrooms feature spacious closets and flat-screen Smart TVs, each including Blueray DVD players. This plush penthouse has wireless internet and all TVs can connect to Hulu, Netflix, and more. And did we mention the SONOS sound system? 

Rounding out the 2 bedrooms are 2 full bathrooms, each featuring granite countertops and shower/tub combinations. If a hot tub is more your thing, don’t worry, this house has a large one! After a day on the mountain, enjoy the pleasure of relaxing in a nice, large hot tub on a large private balcony while taking in the spectacular views of Whitefish Mountain. 

The private balcony also includes a gas grill and a gas fire pit perfect for cozying up with your favorite drink and favorite people. Too hot for the fire pit? Enjoy the coolness of the indoors as this home offers Air Conditioning. To complete the penthouse, this unit also includes a full washer and dryer for your convenience.

For an unforgettable vacation stay that includes convenience, comfort, adventure, and gorgeous sunsets, the Peloton Penthouse is the place for you! Book your vacation today!

 **Items to note: You must be 25 years or older to rent this property. The penthouse is located on the 3rd floor. There are no elevators, instead, there are 2 flights of stairs. Maximum occupancy at all times is 6 guests. The unit has one compact reserved parking space; additional street parking is available on East 3rd Street and Baker Ave. No smoking or pets allowed on the property. Please be aware that disrespectful or disruptive behavior will result in forfeiting the remainder of your stay.

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Peloton Penthouse

Whitefish
6 guests
2 bedrooms
2 Baths
Starting at
$199.00
per Night

Morning Eagle 411 Condo at Whitefish Mountain Resort awaits for your next friend or family getaway ski vacation!

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Morning Eagle 411

Whitefish Mountain Resort
8 guests
3 bedrooms
3 Baths
Starting at
$150.00
per Night
Experience all the Whitefish area has to offer at The Great House at The Stillwater Mountain Lodge! Get away from it all while enjoying 16 scenic acres, but still be conveniently close to the slopes, Glacier National Park and all that downtown Whitefish has to offer.
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
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The Great House at Stillwater Mountain Lodge
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The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge
The Great House at Stillwater Mountain Lodge

The Great House at Stillwater Mountain Lodge

Whitefish
10 guests
3 bedrooms
2.5 Baths
Starting at
$145.00
per Night
Located only two blocks from the heart of downtown Whitefish, Walker's Cottage, a charming and historic railroad house, has been completely renovated and newly furnished.
Walker's Cottage
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Walker's Cottage

Whitefish
4 guests
1 bedrooms
1 Baths
Starting at
$135.00
per Night

Downtown Whitefish

Whitefish Mtn Resort

The Pines                            Kintla
Morning Eagle
Ridge Run
Elk Highlands
Wood Run                                 Moose Run                             Slopeside

Whitefish Lake

Columbia Falls

BigFork/Flathead Lake

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