Chalet Roosevelt - Minutes from the National Park and Hiking trails!
This modern, art-filled guesthouse is Medora’s most stylish stay—just minutes from the Maah Daah Hey Trail, Bully Pulpit Golf Course, and Theodore Roosevelt National Park. With two serene queen bedrooms, a fully equipped kitchen, spacious living areas, and a lower level with four twin XL murphy beds and a ping pong table, it’s designed for high-comfort living. Thoughtful family amenities and sweeping Badlands views make it a perfect place to relax and recharge. The space Welcome to your perfect Badlands basecamp—a modern two-story guesthouse just minutes from downtown Medora and Theodore Roosevelt National Park. Nestled near the Bully Pulpit Golf Course and the Maah Daah Hey Trailhead, this spacious and thoughtfully designed retreat is the ideal spot to launch your Medora adventure—or simply kick back and soak up the views.
Upstairs, you’ll find two cozy queen bedrooms, a well-equipped kitchen perfect for everything from morning pancakes to late-night snacks, a bright and colorful bathroom, and a sunny living room with panoramic Badlands views that stretch for miles. The open-concept layout is light and airy, with modern finishes, fun TR artwork, and just enough personality to make the space feel like home (but cooler).
The lower level is another bedroom/flex space built for both rest and play. It features four Twin XL Murphy beds that tuck away when not in use, a comfy TV area with room for everyone to relax, a ping pong table for friendly matches, and a dedicated workspace with a desk—perfect for remote work or study time. There’s also a second full bathroom with a walk-in shower, and a large-capacity washer and dryer for your convenience.
Traveling with kids? We’ve got you covered. The home includes a pack-and-play crib, baby gate, high-chair, kids’ dishware, books, puzzles, and toys—all carefully tucked into the space so the home stays stylish and uncluttered. It’s designed to be both grown-up-friendly and kid-ready, whether you’re here for a week or a weekend.
What really sets this place apart are the creative touches throughout. The home features original art that celebrates the landscape, history, and a bit of quirky fun—think Teddy Roosevelt meets modern mountain lodge. The vibe is relaxed and welcoming, with clean lines, cozy corners, and little surprises that make you smile.
Step outside and you’re close to everything. Medora’s charming shops, restaurants, and family-friendly attractions are just a short drive away. You’ll also be minutes from epic hiking and biking trails, scenic drives, and the wild beauty of the Badlands. Whether you’re teeing off at Bully Pulpit, spotting bison in the national park, taking in The Medora Musical, or riding bikes with the kids through town, adventure is never far.
We’ve poured a lot of love and thought into this space, and we hope you’ll feel it from the moment you walk in the door. It’s more than a place to stay—it’s a place to make memories. Whether you’re here to explore, recharge, or reconnect, our guesthouse is designed to make your stay easy, comfortable, and fun.
So settle in, stretch out, and enjoy everything this unique corner of North Dakota has to offer—we can’t wait to host you!
Guest access You’ll have the entire home to yourself with easy self-check-in, room to spread out, and everything you need for a great Badlands stay.
Other things to note We designed this space to feel like home—from quality furnishings and fast Wi-Fi to a full kitchen and washer+dryer. Throughout the home, you’ll find helpful touches and thoughtful details that will make your stay smooth and enjoyable. Whether you're here for adventure, relaxation, or a bit of both—you can book with confidence.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 4713931vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Medora
Located in Medora, this holiday home is in a rural area and near theme parks. The area's natural beauty can be seen at Theodore Roosevelt National Park and Sully Creek State Park, while Billings County Court House Museum and Harold Schafer Heritage Center are cultural highlights. Practise your golf swing on a nearby course, or enjoy other activities in the great outdoors, such as hiking/biking trails, horse riding and mountain biking in the area.
Theodore Roosevelt National Park South Unit Visitor Center - 7 min drive - 5.3 km
Theodore Roosevelt National Park - 7 min drive - 5.3 km
Painted Canyon Overlook - 15 min drive - 19.9 km
Getting around
Dickinson, ND (DIK-Theodore Roosevelt Regional) - 51 min drive
Restaurants
Little Missouri Saloon & Restaurant - 7 min drive
Medora Uncork’d - 7 min drive
Hidden Springs Java - 8 min drive
Theodore's at the Roughrider Hotel - 8 min drive
Boots Bar & Grill - 7 min drive
Frequently asked questions
Is Chalet Roosevelt - Minutes from the National Park and Hiking trails! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Chalet Roosevelt - Minutes from the National Park and Hiking trails!?
As of 20 June 2026, prices found for a 1-night stay for 2 adults at Chalet Roosevelt - Minutes from the National Park and Hiking trails! on 30 Sept 2026 start from AU$1,200, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Chalet Roosevelt - Minutes from the National Park and Hiking trails!?
On-site parking is available at the property.
What time is check-in at Chalet Roosevelt - Minutes from the National Park and Hiking trails!?
Check-in begins at 3:00 PM.
What time is check-out at Chalet Roosevelt - Minutes from the National Park and Hiking trails!?
Checkout is at 11:00 AM.
Where is Chalet Roosevelt - Minutes from the National Park and Hiking trails! located?
This family-friendly Medora holiday home is located in a rural location, within 3 mi (5 km) of Sully Creek State Park and Theodore Roosevelt National Park. Billings County Court House Museum and Harold Schafer Heritage Center are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This property is incredible. Check in was easy and the accommodations are literally breath taking. We have never stayed in a cleaner property- it was spotless! Beds were so comfortable and our 2 nights stay at the Chalet Roosevelt were the best nights of my families 8 night trip- the highlight for sure. My kids are asking to go back! Can’t say enough good things.
Holly E.
Stayed 2 nights in Mar 2026
Response from VrboOwner on 27 Mar 2026
We are overjoyed that you loved your stay! We would be happy to welcome you back any time!
The pictures of this home do not do it justice. It was beautiful, clean, and comfortable. I would definitely stay here again. It was also conveniently located to town and Theodore Roosevelt National Park.
Robin R.
Stayed 4 nights in May 2026
About the host
Hosted by Jordin Leier
We are a husband + wife duo who love making music and traveling with our three kids, cooking, spending time outdoors (hiking, biking, golfing, skiing), and hosting family and friends both in Bismarck and Medora, ND! We hope you find inspiration and restoration at our home in the Badlands, just like Teddy Roosevelt did back in the 1880s.
Why they chose this property
The Badlands hold a special place in our heart, and we chose the location of our property placed perfectly between Bully Pulpit Golf Course, the city of Medora, and with easy access to hiking trails! You also can't beat the breathtaking views of the buttes!
What makes this property unique
We designed this space to feel like home—from quality furnishings and fast Wi-Fi to a full kitchen and washer+dryer. Throughout the home, you’ll find helpful touches and thoughtful details that will make your stay smooth and enjoyable. Whether you're here for adventure, relaxation, or a bit of both—you can book with confidence.