Welcome to The Homestead on Home Again

The Homestead on Home Again stands as a flawless retreat nestled in the heart of Whitefish, Montana, offering guests an unrivaled blend of comfort, convenience, and breathtaking natural beauty. With a perfect 5-star rating, this expansive home caters impeccably to families and large groups, providing ample space alongside thoughtful touches that create a genuine sense of belonging.

Located at 103 A Wood Run Dr, the property boasts immediate access to the renowned Home Again trail, making it an ideal base for winter ski vacations at Whitefish Mountain Resort. But the allure extends beyond winter—summer visitors find themselves minutes from Whitefish Lake and Glacier National Park, opening doors to world-class hiking, biking, and water activities. The mountain views visible from the rear deck and hot tub elevate any moment into one of serene reflection or joyful camaraderie.

Guests consistently praise the home’s spaciousness and design. The large living areas, well-equipped kitchen, and cozy fireplace provide a warm haven after active days outdoors. The master suite, complete with an en-suite bathroom featuring a generous shower and freestanding tub, adds a touch of luxury that makes waking up here a pleasure. Practical amenities such as ample towels, blankets, and stocked cooking essentials show a meticulous attention to detail that enhances the overall experience.

What truly sets The Homestead on Home Again apart is the dedication of its hosts, Derek and Melissa. Their responsiveness and warmth transform an already exceptional stay into something memorable and personal. Whether coordinating grocery deliveries, promptly addressing maintenance needs, or providing local insights, their presence quietly reassures and delights.

In essence, The Homestead on Home Again is more than a lodging choice; it’s a place where families and friends gather to make lasting memories against the stunning Montana backdrop. It’s a seamless merge of calming refuge and adventure hub, with every element carefully curated for ease and enjoyment. Returning here feels not just like a tradition but a privilege—a home defined by comfort, community, and the wild beauty outside its doors.

Room 1
Room 2
Room 3
Room 4
Room 5
Room 6
Room 1
Room 2
Room 3
Room 4
Room 5
Room 6

Last Reviews

Sierra Halbur
28 December 2025

This property was more than perfect for my family’s vacation to Montana. It fit all of us very comfortably. It is in a prime location close to Whitefish and not far from the West Glacier entrance. You get a beautiful view of the mountains from the deck where the hot tub is located. The host was very accommodating and helpful. We definitely would stay here again!! (:

Matthew Roling
14 December 2025

The home was fantastic and suited all of our needs, with three families coming together for a winter ski vacation. Proximity to the Home Again trail was super convenient. Derek was a great host!;

Nicky Overgaard
05 December 2025

We absolutely loved our stay. Our host answered any questions promptly and checked in when we arrived to make sure everything was satisfactory for our stay. The house was spacious and well stocked for cooking, towels, blankets, and other small amenities that made our stay feel like home. The fireplace and hot tub were used daily providing a bit of therapy after a long day on the slopes. It’s an easy trip to the ski trail to chair 6 and a short walk to the base lodge and S.N.O.W. shuttle pickup. We will be back here again!

Jonathan Boone
03 November 2025

Perfect home, perfect location!!!! The home is large, well designed and perfectly located for views and access to the slopes via the Home Again trail. Our large group of 18 fit very well and had plenty of space. The views from the living room and rear porch are amazing. Our group loved watching the groomers on the slopes at night roam the mountain tops. The wood burning fireplace was a big hit as well on those cold nights. Derek was awesome and was always there to help. We will definitely be staying here on our next trip which will be very soon. Thanks Derek for all the help and hospitality.

Melissa Jones
20 October 2025

The Homestead on Home again is the perfect place to stay with great ski access to Whitefish Mountain Resort in the winter and biking in the summer. Whitefish lake and Glacier National Park are quick drives for amazing summer recreation. The townhome has well-stocked kitchen, beautiful master bedroom and in-suite bathroom with huge shower and free standing tub. There was plenty of room for our group. The kids loved the bunk room. The house was clean and cozy with wood burning fireplace. The property manager was great to work with us. We will be back to stay soon!

Becca Brielmaier
14 October 2025

We had a lovely stay in Whitefish! We traveled with a group to go skiing. The house is perfectly situated at the base of the mountain, was warm & cozy, and comfortably slept our full group. Quick to get into town too. Thanks for a great stay!

Ben Erickson
22 September 2025

Derek and his team were great! Clean and well furnished accommodations. Very short walk to the ski trail. Hot tub cleaned regularly while we were there.

Mike Anderson
20 September 2025

Whitefish is awesome in general, but Derek and Melissa went above and beyond to help make this trip great. They were responsive to a few requests (we needed a few pack n plays, grocery delivery) and resolved an issue of low water in the hot tub (the low water was our fault) in no time. The house was beautiful and worked well for our large group. Great view, clean and with easy access to home again. Plus they delivered beautiful conditions with fresh snow everyday. Will be staying with them again!

Info (Essential details)

  • Phone
    Phone Number+1 406-200-8565
  • Address103 A Wood Run Dr, Whitefish, MT 59937, United States