Looking for the perfect ski-in ski-out Whitefish rental? These are the 14 best options for the 2024/25 season. From cozy cabins to luxurious lodges, all properties in this guide promise direct slope access.
Known for its world-class ski terrain, it’s no surprise that Whitefish, Montana, was recently ranked as one of the top ten ski resorts in the U.S. by Ski Magazine. The powder conditions, après-ski scene, and laid-back vibe make it a firm favorite among skiers and boarders of all skill levels. Add in stunning views of Glacier National Park, uncrowded runs (compared to the likes of Aspen and Park City), and friendly locals, and we can wholly recommend it for your next winter break.
Fortunately, we’ve done the legwork for you. As with all our lodging guides, we’ve included options for all budgets and group sizes and have catered to a variety of travel styles. We’ve even added an interactive map to help you pinpoint where each rental is in relation to the base lodge and lifts.
Whitefish Montana Ski In Ski Out Rentals
Table of Contents
- Whitefish Ski Season Dates
- Whitefish Ski In Ski Out Map
- Best of Ski In Ski Out Whitefish
- Whitefish MT Ski In Ski Out Rentals
- Ponderosa Chalet – Sleeps 6
- Mountain Dream – Sleeps 10
- Glades Chalet – Sleeps 12
- Lake Estate – Sleeps 12
- Northern Sunrise – Sleeps 11
- Ski-In, Walk-Out – Sleeps 6
- Zero Steps to Ski – Sleeps 24
- Chair 9 Townhome – Sleeps 10
- Bitterroot 06 – Sleeps 6
- Wood Run – Sleeps 9
- The Tamarack – Sleeps 20
- Pioneer Peak – Sleeps 15
- Inspiration Slope – Sleeps 12
- Moose Jaw – Sleeps 12
- Cedar Chalet – Sleeps 10
Whitefish Ski Season Dates for 2024/25
The 2024-25 ski season at Whitefish Mountain Resort opens on December 5th, 2024, and is scheduled to run through April 6th, 2025, conditions permitting.
Whitefish Ski In Ski Out Map
See where Whitefish Montana ski in ski out rentals are in relation to lifts and the base lodge.
Copy as a new map in Google and add your own points of interest to see which rentals best suit your trip!
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Best of Ski In Ski Out Whitefish!
The best of the best. Our Whitefish Ski In Ski Out Shortlist.
- Best Overall: Inspiration Slope – Sleeps 12
- Runner Up: Chair 9 Townhome – Sleeps 10
- Best Value: Great Northern Sunrise – Sleeps 16
- Best Location: Ponderosa Chalet – Sleeps 6
- Most Luxurious: The Tamarack – Sleeps 20
- Best For Couples: Bitterroot 06 – Sleeps 6
- Best for Families: Moose Jaw – Sleeps 12
- Best for Small Groups: Wood Run – Sleeps 9
- Best for Large Groups: Zero Steps to Ski – Sleeps 24
- Wheelchair Accessible: The Tamarack & Zero Steps to Ski
- Pet-Friendly: Ponderosa Chalet – Sleeps 6
Best Whitefish MT Ski In Ski Out Rentals
Ponderosa Chalet
Rated 10 out of 10 on Vrbo
Sleeps 6 | 2 Bedrooms | 2 Bathrooms
Ponderosa Chalet is part of Snow Bear Chalets, named one of TIME Magazine’s 100 World’s Greatest Places in 2018. Just a 30-second ski to Chair 3, the location is truly unbeatable. The treehouse comes with a master bedroom with a king bed and memory foam mattress, a loft bedroom perfect for the kids, and a gourmet kitchen with Bosch appliances. There are stunning views of the slopes from the turret (adorned with 600 fiber optic twinkle lights) and the private hot tub. Private storage for skis and snowboards is available on the balcony. Shall we keep going?…
Rates average $957 per night. Check availability and book on Vrbo.
No availability for your dates? Try the sister chalet.
Fine Print: Suitable for children of all ages. Pet-friendly but additional fees may apply. Chalet is not wheelchair-accessible.
Mountain Dream
Rated 10 out of 10 on Vrbo
Sleeps 10 | 4 Bedrooms | 4.5 Bathrooms
True to its name, Mountain Dream is an ultra-luxurious ski-in ski-out home with direct access to Chair 6 and the base lodge. Entering the main level, you’ll find an open-plan living area with a stone fireplace, floor-to-ceiling windows, and a top-of-the-line kitchen with stainless steel Viking appliances. The master bedroom comes with a king bed, in-room fireplace, private balcony, and ensuite bathroom (with a jetted tub and walk-in shower). Two additional bedrooms also have king beds and ensuite bathrooms, while the fourth is a bunk room for kids. And, of course, the private hot tub comes with some of the best views in the Flathead Valley!
Rates average $606 per night. Check availability and book on Vrbo.
Fine Print: Suitable for kids of all ages. Pets are not allowed. Rental is not wheelchair-accessible.
Glades Chalet
Rated 10 out of 10 on Vrbo
Sleeps 12 | 4 Bedrooms | 3.5 Bathrooms
Glades Chalet is a brand-new ski in ski out mountain-modern townhome that comfortably sleeps 12 across three king bedrooms and a bunk room-living room combo. The property has an open-concept living area with a natural stone fireplace, a fully stocked kitchen with a breakfast bar, and a private hot tub on the back deck. The one-car garage provides ample ski and board storage and includes an industrial-sized boot dryer. It’s one of our favorite rentals on this list.
Rates average $999 per night. Check availability and book on Vrbo.
Fine Print: Suitable for kids of all ages. Pets are not allowed. Chalet is not wheelchair-accessible.
Whitefish Lake Estate
Rated 10 out of 10 on Vrbo
Sleeps 12 | 6 Bedrooms | 5.5 Bathrooms
The pinnacle of mountain living, Whitefish Lake Estate is a luxurious ski-in ski-out retreat located in a community with access to its own designated ski lift (Elk Highlands chairlift). It offers six spacious bedrooms (including a handcrafted bunk room for kids), a game room, and a brand-new in-home gym. The living area has a well-equipped kitchen, high vaulted ceilings, and a natural stone fireplace. The lake and mountain views from the wrap-around deck are second to none, and there’s a private hot tub for soaking sore muscles after a day on the slopes.
Rates average $1,217 per night. Check availability and book on Vrbo.
Fine Print: Family-friendly. Pets are not allowed. Home is not wheelchair-accessible.
Great Northern Sunrise
Rated 10 out of 10 on Vrbo
Sleeps 16 | 5 Bedrooms | 3.5 Bathrooms
One of the top-rated ski in ski out rentals in Whitefish, Great Northern Sunrise offers direct access to Home Again Ski Run at Whitefish Mountain Resort. The property sleeps 11 and includes a king master suite with a huge jetted tub and a reading loft. Kids will love the basement bunk/movie room, while adults can relax around the fireplace. With three decks offering beautiful valley and mountain views, it’s hard to beat in terms of value for money.
Rates average $650 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Rental is not wheelchair-accessible.
Ski-In, Walk-Out
Rated 10 out of 10 on Vrbo
Sleeps 6 | 2 Bedrooms | 2.5 Bathrooms
This uber-affordable, newly renovated condo promises easy walk-out access to Chair 3 and a ski-in route from Hailey’s Run. The unit has a king master bedroom and a second bedroom with queen-size bunk beds, making it perfect for families. There’s a wood stove in the living area, as well as a full kitchen (with a Keurig and dishwasher), a private deck with a grill, and electric heating in all rooms. Dedicated guest parking and simple keypad check-in are the cherries on top.
Rates average $207 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed.
Zero Steps to Ski
Rated 10 out of 10 on Vrbo
Sleeps 24 | 7 Bedrooms | 7 Bathrooms
Zero Steps to Ski sits adjacent to Home Again Ski Trail and comfortably sleeps 24 guests across seven bedrooms. The top level includes two master suites with king beds, in-room fireplaces, and ensuite bathrooms (with air jet tubs and steam showers). A gourmet kitchen, game room, and fitness room ensure off-slope entertainment, while the large ski room with electric boot and glove dryers caters to gear needs. Enjoy meals with a view of the skiers gliding by (literally!), or cozy up with a book by the large fireplace. With a kitted-out bunk room and a dedicated ADA-friendly bathroom on the lower level, the property is a fantastic option for groups.
Rates average $3,200 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Home is wheelchair accessible with an elevator and roll-in shower.
Chair 9 Townhome
Rated 10 out of 10 on Vrbo
Sleeps 10 | 4 Bedrooms | 3.5 Bathrooms
This luxurious ski in ski out townhome is directly across from Chair 9 (and close to the new 6-person chair lift that stops right on top of the mountain). It has four bedrooms, including a master suite with a king bed, an ensuite bathroom, a private deck, and a bunk room/game room combo downstairs for the kids. The living area has 16-foot vaulted ceilings, floor-to-ceiling windows, and a gas fireplace, and outside, there’s a deck with a large hot tub.
Rates average $850 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Vacation rental is not wheelchair-accessible.
Bitterroot 06
Rated 10 out of 10 on Vrbo
Sleeps 6 | 1 Bedroom | 2 Bathrooms
Impossible to beat in terms of value for money, Bitterroot 06 is a recently remodeled top-floor condo with stellar mountain views and ski-in walk-out slope access. Its single bedroom comfortably sleeps four with a queen bed and bunk beds separated by a partial wall. The unit has been updated throughout, with granite countertops in the bathrooms and a fully equipped kitchen with modern stainless steel appliances. Outside, there’s a deck with Adirondack chairs and a gas BBQ, and the building has a large ski locker room and shared indoor hot tub. Just note that the condo can only be accessed via stairs.
Rates average $289 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Condo is not wheelchair-accessible.
Wood Run
Rated 10 out of 10 on Vrbo
Sleeps 9 | 4 Bedrooms | 4.5 Bathrooms
Each bedroom in this ski in ski out Whitefish townhome has its own private bathroom, making it a fabulous option for groups of friends. Three bedrooms have king beds, while a fourth has a bunk bed with a queen and twin configuration. A well-stocked kitchen and vaulted living room (with a fireplace) are on the main floor, while the third level has a deck with a hot tub. The townhome offers direct access to Home Again Trail. With keyless entry and space for up to two vehicles, it perfectly combines luxury, location, and convenience.
Rates average $561 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Townhome is not wheelchair-accessible.
The Tamarack
Rated 10 out of 10 on Vrbo
Sleeps 20 | 6 Bedrooms | 6.5 Bathrooms
Where to begin? The Tamarack is a newly built luxurious Whitefish retreat with ski-in ski-out access to Home Again Trail. It features 6,300 square feet of living space spread across four levels accessible via stairs or a private elevator. The kitchen has dual dishwashers and a double oven, and the living room has a gas fireplace, a 75″ TV, and stunning mountain views. The master suite is second to none with a king bed, in-room fireplace, walk-in closet, blackout shades, and ensuite bathroom (complete with a soaking tub, custom steam shower, and heated floor). The heated patio outside has a hot tub, while the ski room has built-in lockers, boot and glove warmers, and heated floors. The driveway and two-car garage are also – you guessed it – heated, and there’s a Tesla charger available.
Rates average $2,310 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Home is wheelchair accessible.
Pioneer Peak
Rated 10 out of 10 on Vrbo
Sleeps 15 | 6 Bedrooms | 4 Bathrooms
Pioneer Peak offers ski-in ski-out access from the back door and is located next to the new highspeed 6 Pack Chairlift (“Snow Ghost Express”) and Chair 9. The rental has a large open living room with a fireplace that connects to a modern kitchen and dining area. Adjacent to the kitchen is a covered balcony with a fireplace, dining table, and hot tub, perfect for lounging after a day on the slopes. Still, our favorite space may be the master suite, which comes with a king bed, walk-in closet, and ensuite bathroom with a deep soaking tub and walk-in shower. Additional amenities include ski racks, boot dryers, full laundry facilities, and an extra-length single-car garage.
Rates average $937 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Townhome is not wheelchair-accessible.
Inspiration Slope
Rated 10 out of 10 on Vrbo
Sleeps 12 | 4 Bedrooms | 3.5 Bathrooms
Perhaps our favorite of all ski in ski out Whitefish rentals, Inspiration Slope has direct access to the new high-speed chairlift that shoots straight to the top of Inspiration Ridge and is one of the closest properties to the Base Lodge. The kitchen is a chef’s dream, featuring a massive quartz island and stainless steel appliances, and the great room – with vaulted ceilings, floor-to-ceiling windows, and a fireplace – leads out to a deck with a hot tub offering incredible views of the mountain and nearby lifts. The master suite is on the top floor and has an ensuite with a deep soaking tub and walk-in shower. Added perks like a dedicated workspace, ski racks, and boot dryers seal the deal.
Rates average $779 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Vacation rental is not wheelchair-accessible.
Moose Jaw
Rated 10 out of 10 on Vrbo
Sleeps 12 | 5 Bedrooms | 5.5 Bathrooms
This mountain-chic townhome comes with a king suite, three queen bedrooms, and a bunk room for kids. It offers direct ski in ski out access to Home Again Trail. The open-plan living area features a kitchen, dining area, and vaulted living room with a gas fireplace, while a second lower-level living room doubles as an entertainment room and includes a flat-screen TV, Pacman arcade, and game table. After a day on the slopes, unwind in the private hot tub or gather around the outdoor gas firepit. Ski equipment storage and boot dryers are available on the lower level, and an attached two-car garage (with a driveway that can accommodate an additional two vehicles) offers ample parking.
Rates average $1,350 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Rental is not wheelchair-accessible.
Cedar Chalet
Rated 10 out of 10 on Vrbo
Sleeps 10 | 3 Bedrooms | 4 Bathrooms
Pictures don’t do it justice. This treehouse-inspired rental is a mere 60 feet from the slopes. Part of Snow Bear Chalets (formerly honored by TIME Magazine as one of the ‘100 World’s Greatest Places’), it offers a 100% ski-in ski-out experience. The interior features cathedral ceilings, floor-to-ceiling windows, a custom stone fireplace, three bedrooms with luxury bedding, and a circular viewing room at the top of the turret illuminated by fiber optic twinkle lights. Outside, a large wrap-around deck offers stunning forest views, best enjoyed from the private hot tub.
Rates average $1,029 per night. Check availability and book on Vrbo.
Fine Print: Suitable for children of all ages. Pets are not allowed. Treehouse is not wheelchair-accessible.
All photos courtesy of the hotel, cabin, booking, or information sites
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