Luxury Penthouse in Downtown Whitefish with Rooftop Patio and Ski Locker

Whitefish, Montana
$786 avg/night Minimum Stay 1 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 1 nights

Min Stay

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.

The O'Brien building beautifully integrates modern design with a rustic Montana aesthetic. The building has an elevator that provides access to all 3 floors. This penthouse unit has two dedicated, covered parking spaces as well as its own ski locker usable for storing outdoor gear year-round. Relax after a day on the trails, sunbathe, or unwind with your group on the shared rooftop patio - the rooftop offers a common area with outdoor kitchen, grill, seating, gas firepit & incredible views of Whitefish River, Big Mountain & Glacier National Park.

O'Brien Penthouse West is a luxurious 3-bedroom / 3 bathroom, 1835 sq ft. Penthouse condo. As you enter this expansive downtown unit, you are met with high ceilings throughout & a beautiful wood-inlaid vaulted ceiling in the main living area. The open concept kitchen & living room offers plenty of space for your group to connect and enjoy time together. The centerpiece of the living area is a large gas fireplace with beautiful custom stonework. Both sides of the living room feature accordion-style glass doors that open out to two patios with views of Big Mountain, Lion Mountain & the Whitefish River.The fully-equipped kitchen features high-end appliances including a double oven & everything you will need to create memorable meals with your group. The living area also has a wet bar with a wine refrigerator and ice machine.

The three bedrooms and baths are off the main hallway. Bedroom 1, the master suite, is beautifully appointed with high-end furnishings and a cozy king-size bed. The master suite has walk-out access to the north patio. The spa-like master ensuite features custom tile work, double vanity, luxurious steam shower & heated electronic toilet. Bedroom 2, the bunk room, has a twin over full-sized bunk bed with an additional twin trundle underneath. The bunk room also has a full ensuite with a bathtub, double vanity, and a heated electronic toilet. Bedroom 3 offers a queen-size bed with a full ensuite and access to the south patio. The ensuite for this bedroom features a double vanity, steam shower, heated electronic toilet, and also has hallway access to service the main living area.

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!

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.

Your Montana Starts Here!

Key Residence Features:
Located Downtown Whitefish | Open Concept Layout | Air Conditioning | Fireplace | Community Rooftop with Grill and Outdoor Furniture

View and Location:
Downtown Whitefish | Close to Glacier National Park | Close to Whitefish Lake

Bedroom Configuration:
Bedroom 1: Primary Bedroom | King-sized bed | Main Level
Bedroom 2: Queen-size Bed | Main Level
Bedroom 3: Twin-Over-Full Bunk Bed

Bathroom Configuration:
Bathroom 1: Primary En-suite | Double Vanity | Standing Shower | Toilet | Main Level
Bathroom 2: Double Vanity | Standing Shower | Toilet | Main Level
Bathroom 3: Single Vanity | Shower/ Tub Combo | Toilet | Main Level

Kitchen Amenities and Supplies:
Standard Coffee Machine | Bakeware | Cooking Utensils | Basic Spices | Dishwasher | Microwave | Electric Range | Fridge | Freezer

Dining:
Seating for 6 people | Bar Seating for 3 people

What We Provide:
Stay Montana provides a complimentary starter kit of amenities to make your stay more comfortable
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 and Pepper | 2 rolls of paper towels | 10 dishwasher tablets | 1 bottle liquid dish soap | 1 Sponge
Laundry: 10 laundry detergent pods

Inside Amenities:
Fireplace | Washer & Dryer | Fully-stocked kitchen

Air Conditioning:
This home offers air conditioning

Outdoor Amenities:
Private Patio | Outdoor Furniture | Community Gas Grill | In the Heart of Downtown Whitefish

Activities:
Summer: Festivals | Fishing | Fly Fishing | Golf | Hiking | Kayaking | Mountain Biking | Rafting | Rock Climbing | Swimming | Boating | Scenic Drives | Sightseeing | Shopping | Dining
Winter: Cross Country Skiing | Downhill/Alpine Skiing | Ice Skating | Sledding/Tubing | Snowboarding | Snowmobiling | Snowshoeing | Shopping | Dining

Communications:
Wireless Internet (WIFI) - speeds cannot be guaranteed based upon weather or usage in the area | Smart TV

Safety:
Carbon monoxide detector | Smoke alarms | Fire extinguisher

Included Services:
Linens Provided | On-Call Maintenance | Concierge | 24-hour Emergency Line

Policies:
No smoking | No pets allowed | Additional taxes and fees may apply | Minimum Age Requirement - 18 Years old | Required Vacation Rental Agreement to be signed by guest prior to arrival | No outside Fires during Fire Season on any outdoor fire pit | Mid-stay clean required every 36 days if booking long term

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1835 Sq Ft (171 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayaking Nearby Mountain Biking Nearby Power Boating Nearby Rock Climbing Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center In The Mountains Near A Hospital
  • SERVICES AND CONVENIENCES

    Concierge Services Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Laura G.

    Submitted Jul 19, 2025

    Stayed Jul 6, 2025

    This is a beautiful and well maintained condo, and it was perfect for our family of 5. Modern, clean, well decorated, and a well stocked kitchen. My only complaint (and I’m not taking a star off for this bc overall it’s so nice and they were wonderful to deal with) is that there are no light blocking shades in the bedrooms! The sun sets so late and rises so early that it was a real problem for us, especially with a 6 year old, but after a couple of days we had rigged all the bedding to go over the windows. (That was no easy task) Please, fix this bedroom windows issue and we will gladly come back! :)

  • Rachel K.

    Submitted Jul 8, 2025

    Stayed Jun 30, 2025

    We loved this condo; it was actually better in real life than in the pictures. The hosts were extremely responsive and accommodating. The condo had everything we needed, and we could walk to downtown and to the Whitefish River from the condo. Excellent stay. The only thing I'd recommend is blackout shades for the bedrooms--it did not get dark until 11pm in the summer, so the bedrooms had too much light coming in.

  • Erika J.

    Submitted Jul 2, 2025

    Stayed Jun 21, 2025

    Condo had everything we needed - great kitchen. Excellent location. Everything was clean and new and very nice!

  • Dean C.

    Submitted Jun 18, 2025

    Stayed Jun 13, 2025

    Thank you for sharing your beautiful home with us! We had a lovely stay and truly appreciated how well-appointed the house was — everything we needed to be comfortable was provided, and then some. The outdoor seating areas were a favorite for relaxing and enjoying the views, which were absolutely stunning.That said, we did want to share a few bits of feedback that might help future guests. Unfortunately, we had to dispose of a few birds that had flown into the glass windows. It might be worth looking into decals or other deterrents to help prevent this.The technology in the home is a nice touch, but a printed binder with instructions (especially for the washlets) would be very helpful. We thought we’d seen an email with some guidance but couldn’t find it once we arrived. Also, the washlet in the hallway bathroom had a broken flush button when we arrived — while it still seemed to function properly, it may need some attention.We were also hoping to use the grill during our stay, but never heard back on how to operate it, so we ended up making other dinner plans. And while it may be out of your control, we were surprised there wasn’t a recycling option — something we really value when we travel.Lastly, we’re sure you hear this often, but the microwave placement is a bit awkward to access, even with the step stool.Overall, we had a wonderful time. The views of the mountains were breathtaking, being so close to downtown made dining and shopping easy and fun

  • Brittany D.

    Submitted Feb 21, 2025

    Stayed Feb 15, 2025

    We had an amazing time in Whitefish. The penthouse condo was a true gem. The place exceeded our expectations. It had everything we needed and more. The location to downtown Whitefish was perfect. We would love to stay here again.

  • rod h.

    Submitted Jan 4, 2025

    Stayed Dec 29, 2024

    Great place - we will be back

  • Robert B.

    Submitted Nov 30, 2024

    Stayed Nov 25, 2024

    I would give 10 stars if I could!!

  • Dudley M.

    Submitted Sep 8, 2024

    Stayed Aug 22, 2024

    Lovely property

  • Susan W.

    Submitted Jul 28, 2024

    Stayed Jul 23, 2024

    Great location in Whitefish! It was away from the busyness but close enough to walk anywhere. The management company was excellent to work with by providing lots of communication and a couple of extras. Everything was very nice & modern. The only negative I could say is the living room furniture isn’t super comfortable for lounging but we weren't there that much so it wasn't that big of a deal. I would book this unit again.

  • Sam C.

    Submitted Jul 10, 2024

    Stayed Jun 27, 2024

    Great property and terrific property manager with a fantastic location

  • gary w.

    Submitted Jun 20, 2024

    Stayed Jun 15, 2024

    Perfect location for family and friends coming to Whitefish for June 22 wedding. This home provided us comfort and luxury as we prepared for the Wedding. Walking distance from downtown and everything needed for our group. Easy walk to our Son’s home as well. Beautiful home! Thanks The Willoughby’s

  • brian c.

    Submitted Jun 20, 2024

    Stayed Jun 8, 2024

    Great property. We loved the great room and the decks off of each side. One of them got the afternoon sun which was nice. Everyone had their own bathroom. Rachel was nice enough to give us early check-in. The condo was nice and clean. The kitchen was well stocked with everything we needed to make breakfast and snacks. Could have also made dinner if we wanted, but condo was nice and close to town and we walked into town for dinner. Literally only a five minute walk. Great place to stay.

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Total

Includes taxes and fees
$786+
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