O'Brien Penthouse West
Just steps from downtown Whitefish, this refined penthouse offers an exceptional blend of modern design, comfort, and convenience, all within easy reach of the area’s top attractions. The open-concept living space is elevated by vaulted ceilings with custom wood inlays, expansive windows, and a striking stone fireplace that anchors the room. Accordion-style glass doors lead to private patios on both sides, showcasing sweeping views of Big Mountain, the Whitefish River, and surrounding peaks. A thoughtfully designed kitchen with high-end appliances, double ovens, and a spacious layout makes gathering and entertaining effortless, complemented by a wet bar for added enjoyment. Three well-appointed bedrooms provide both comfort and privacy, including a serene primary suite with patio access and a spa-inspired ensuite featuring a steam shower and refined finishes. The building’s rooftop terrace adds another layer of experience, offering a shared space with outdoor seating, a firepit, and panoramic views that stretch across the valley. With dedicated parking, a ski locker, and close proximity to Whitefish Lake, Glacier National Park, and the mountain resort, this penthouse delivers a seamless balance of elevated living and year-round adventure.
Our promise
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KEY Curation Notes
Amenities
Bedroom details
Location
Inside the destination
Neighborhood: Downtown Whitefish - The O’Brien St. Condos offer quick access to all that Whitefish has to offer! With downtown Whitefish shops and restaurants just a couple of blocks away, you are a quick walk to all the excitement while being tucked away from the traffic and noise of the main downtown streets. Enjoy easy access to Big Mountain Resort for skiing & summer activities - it is a 15-minute drive, or you can catch the free S.N.O.W. Bus shuttle. Big Mountain Resort is home to 3,000+ acres of award-winning ski slopes! The bike path entrance leading to Whitefish Lake is right at the end of the street, making for a 20-minute walk or 10-minute bike ride to Whitefish Lake’s City Beach. Glacier National Park is a 45-minute drive and boasts breathtaking vistas & endless opportunities for adventure. - In the winter, downhill skiing at Whitefish Mountain Resort provides 3,000+ skiable acres, 14 lifts with terrain for all skill levels and stunning views. The resort was recently ranked #3 in the West by Ski Magazine readers! There are plenty of other winter activities from snowmobiling, cross-country skiing, ice fishing, hiking, snowshoeing and more. Of course, you’ll also want to explore downtown Whitefish eateries and galleries and don’t miss Winter Carnival with a parade and skijoring! - In the summer, enjoy all the watersports imaginable at Whitefish Lake, or any of the 100+ lakes & rivers within 100 miles, including Flathead Lake, the largest freshwater lake west of the Mississippi in the lower 48! Whitefish Mountain Resort also provides endless activities such as mountain biking, hiking, zip-lining, ropes courses, alpine slides, and scenic chair or gondola rides (with Glacier National Park views). Speaking of Glacier National Park, it’s only 45 minutes away from Whitefish! Don’t miss the breathtaking Going-To-The-Sun road, Lake McDonald, and 70+day hikes! You'll also want to take advantage of the Whitefish Trail system with 43 miles of hiking & biking trails, as well as great restaurants, art galleries, breweries, distilleries, a train museum, golf courses and local events such as Huckleberry Days, farmer’s markets, rodeos and Under the Big Sky music festival!
Parking information
This penthouse unit has two dedicated, covered parking spaces as well as its own ski locker usable for storing outdoor gear year-round.
Getting to the property
- Montana is Big Sky Country and the best way to explore all its beauty is to have your own car. We highly recommend a 4WD vehicle in the winter and guests of Big Sky & Whitefish do have several shuttle options if your preference is not to drive. Make sure to reserve your rental car early. - Getting around Whitefish and to Whitefish Mountain Resort is a breeze with the FREE snow bus! The snow bus is a free shuttle service during peak winter and summer seasons. There are stops all around town and on the mountain. Whitefish also has Uber, Lyft and Taxis.
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Reviews
Fantastic stay in Whitefish! Condo was even better than advertised with everything you need. We enjoyed walking the town, golfing Whitefish CC and fishing Flathead Lake. We look forward to coming back in the future.
Policies
Cancellation policy
Plans change, we get it.
Enjoy peace of mind when booking with KEY.co.
94% Refund: Receive a 94% refund when you cancel your reservation at least 30 days before check-in.
No Refund: Reservations canceled 29 days or less before check-in are not eligible for a refund.
Refunds subject to a 5% processing fee of the total.
Things you need to know
The rooftop offers a common area with outdoor kitchen, grill, seating, gas firepit & incredible views of Whitefish River, Big Mountain & Glacier National Park.
A complementary starter kit of amenities to make your stay more comfortable are provided.
- Linens: Sheets | Pillows | Blankets | Comforters | Body Towels | Hand Towels
- Hygiene: 1 individual travel-sized Bee Kind by Gilchrist & Soames soap, shampoo and conditioner per bathroom.
- Household: 2 rolls of toilet paper per bathroom | 2 extra trash bags per can
- Kitchen: Salt & Pepper | 2 rolls of paper towels | 10 dishwasher tablets | 1 bottle liquid dish soap | 1 Sponge
- Laundry: 10 Laundry detergent pods
No outside fires during fire season on any outdoor fire pit.
Mid-stay clean required every 36 days if booking long term.
Wireless Internet (WIFI) - speeds cannot be guaranteed based on weather or usage in the area.
Restrictions
Guests & Occupancy
- Primary Guest must be 18+, must match the credit card holder, and must stay at the property for the duration of the reservation. Reservations for unaccompanied minors are prohibited and will result in eviction with forfeiture of all charges.
- Occupancy must not exceed the number stated on the reservation; no exceptions.
- Primary Guest is responsible for all occupants and invitees, including damages, violations, and charges.
- Additional unapproved guests may result in extra per-person charges, fines, or eviction without refund.
- Residential use only. No parties or gatherings unless pre-approved in writing. Violations may result in eviction and additional charges.
- Property must be used lawfully and with care; misuse of appliances or systems resulting in damage will be charged.
Events & Noise
- Parties and gatherings are strictly prohibited unless pre-approved in writing.
- Quiet hours: 10:00 PM – 8:00 AM. Violations: $250 fine after first warning; third violation = eviction without refund.
- Excessive noise, illegal activity, or disturbances may result in immediate eviction and additional charges.
- Guests must follow all HOA rules; any fines are the Guest’s responsibility.
Prohibited Activities
- Pets: Only allowed in designated pet-friendly properties with prior written approval + $200/pet fee. Unauthorized pets: $1,000 cleaning fee + eviction without refund.
- Service animals: Allowed with required documentation; Guest responsible for any damages or additional cleaning.
- Smoking/vaping: Strictly prohibited. Evidence of smoking results in a $1,000 cleaning fee. No incense or oil lamps.
- Illegal activity: Strictly prohibited; may result in eviction without refund and additional charges.
- Fire hazards: No candles (except approved outdoor/emergency use).
- Vehicles: No RVs, trailers, or campers. No vehicle repairs on-site.
- Other restrictions: Violations of the agreement may result in fees up to 3× the daily rental rate and/or eviction.
Equipment & Amenities
- Seasonal/vehicle requirements: 4WD/high-clearance vehicles recommended; no refunds for road/weather conditions.
- Hot tubs _(if equipped)_: Use at your own risk. No children under 16 without adult supervision. Misuse or excessive dirtiness: $50 service fee; damaged cover = replacement cost.
- Appliances & systems: Must be used properly; Guest is responsible for misuse, damage, and repair costs.
- Internet/WiFi: Speeds not guaranteed; no refunds or relocation for connectivity issues.
- Equipment issues: Must be reported immediately; failure to report may result in charges.
- Parking: Only designated areas allowed. Violations may result in towing at the guest's expense. Lost parking pass: $300 fee.
- Access & inspections: Entry may occur for maintenance, inspections, or disturbances.
- Security: Exterior cameras may be present.
- No refunds for malfunctions: No compensation for failure of HVAC, hot water, appliances, WiFi, hot tubs, or other amenities.
Checkout & Care
- Cleaning expectations: Property must be left reasonably clean; excessive cleaning will incur charges.
- Furniture & property care: Do not move furniture or alter setup; restoring systems/furniture may result in charges.
- Trash & general care: Guests must follow all checkout instructions in the digital guide.
- Key/parking pass return: Parking pass must be left in unit; $300 fee if lost.
- Checkout time: 10:00 AM. Late checkout without approval: hourly fees (minimum 1 hour); after 2:00 PM = full day charge.
- Early arrival: Unauthorized early entry may result in a fee up to 50% of one night’s rate.
- Damage reporting: Must be reported before checkout to qualify under damage waiver (up to $3,000).
Liability & Disclaimers
- Guests must lock doors and windows when leaving the property and assume responsibility for the property, contents, and personal belongings during their stay.
- Not liable for lost, stolen, or damaged personal property.
- Use of property, hot tubs, appliances, and amenities is at the Guest’s own risk.
- Not liable for outages or malfunctions; no refunds provided.
- No refunds for weather, road conditions, lack of snow, or natural disasters. Travel vouchers may be issued in limited qualifying cases.
- Not liable for external disturbances; no refunds or relocation.
- Furnishings and features may change without notice; no refunds for preference dissatisfaction.
- No liability for illness, allergens, or environmental conditions.
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