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Holiday rentals in Billings County

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Top-rated holiday rentals in Billings County

Guests agree: these stays are highly rated for location, cleanliness and more.

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A spacious living area features a sectional sofa and two recliners arranged around a coffee table. A wall-mounted TV is visible across from the seating, and light is provided by a ceiling fan and nearby table lamp. Textured wood paneling adds visual interest.
Apartment in Medora
4.69 out of 5 average rating, 54 reviews

'Badlands Suite' < 1 Mi to Teddy Roosevelt Park!

Rest, relax, and connect with nature when you stay at the 'Badlands Suite.' Less than a mile from the south entrance of Theodore Roosevelt National Park and walking distance to downtown Medora, this vacation rental is the perfect home base. Enjoy all the comforts of home during your stay at this 2-bedroom, 1-bath condo including an equipped kitchen, free WiFi, and a Smart TV. Spend afternoons enjoying the great outdoors and fire up the grill to have a BBQ feast outside in the shared picnic area.

Guest favourite
Cabin in Fairfield
5 out of 5 average rating, 8 reviews

Halfway Haven at Oleo Acres

Reconnect in this escape we call the Half Way Haven! Our comfortable; NEWLY REMODELED family project: a single-level, tiny-home! Ideal for families, groups, and friends. Visit both N & S units of Theadore Roosevelt National Park, Historic Medora, Maah Daah Hey Trail, Elkhorn Ranch and Enchanted Highway. We also welcome hunters for easy access to prairie where there are deer, antelope, elk, quail, duck and other wildlife. Use the vast open spaces of the park to escape city life @ Oleo Acres.

Superhost
A single-story log cabin features a wooden deck with stairs leading to the entrance. Several large windows offer natural light, while the exterior showcases a combination of gray and white siding. The surrounding landscape includes open prairie and a few trees.
Cabin in Belfield
4.64 out of 5 average rating, 28 reviews

Teddy's Log Cabin

Keep it simple at this peaceful and centrally-located place. Teddy's Log Cabin is located at The Crossings Campground in Belfield, North Dakota. The campground is 15 miles from the entrance of the famous Theodore Roosevelt National Park. The campground sits close to town but also gives you a secluded prairie feel. There, you will see a fully furnished log cabin where you can relax ad have fun at the same time with your family or your friends near the famous national park. We hope you enjoy!!

Guest favourite
A welcoming living area features comfortable seating with a leather couch and two accent chairs, arranged around a wooden coffee table. Natural light enters through large windows, and decorative elements like a patterned area rug and wall art enhance the cozy ambiance.
Home in Medora
4.98 out of 5 average rating, 62 reviews

Cozy Medora home for family gatherings and fun!!

Bring your entire family and your friends to this cozy, 4 bedroom, 3 bathroom home, furnished with an additional 3 sets of bunkbeds! Nestled in the historic streets of beautiful Medora, ND, dining, shopping, and various forms of entertainment are all a short stroll from your front door. Enjoy a dip in the hot tub, cook out on the BBQ grill, or with a cup of coffee in your hand, enjoy the beautiful sunrises and sunsets from the patio in the large backyard that borders the beautiful Badlands.

Guest favourite
A comfortable seating area features a dark grey sofa adorned with decorative cushions. Light is allowed to enter through large windows, providing a view of the outdoor scenery. Nearby, a wooden dining table with chairs complements the space, enhancing the homey atmosphere.
Camper van/Motorhome in Medora
4.88 out of 5 average rating, 216 reviews

King's Guest Ranch Vacation Heaven

Our ranch is close to Theodore Roosevelt National Park, Medora, Medora Musical, Maah Daah Hey trail and restaurants. We offer a different experience than you will get it Medora. The ranch is a peaceful retreat while being an easy 8 mile drive from town. Guests routinely tell us the ranch rivals the national park for scenery and its right out their door. An added bonus, the drive to town is spectacular. If you need Wifi we have free Wifi in our guest lounge/gift shop in our garage.

Top guest favourite
A rustic cabin with a red metal roof is surrounded by greenery and open fields, set against the backdrop of rolling hills. The structure features a covered porch and is accompanied by a small outbuilding, indicating a comfortable retreat in a natural landscape.
Cabin in Medora
5 out of 5 average rating, 86 reviews

DAVIS CREEK CABIN --Medora, ND

DAVIS CREEK CABIN - 3934 East River Road "Embrace the Wonder...Find your Experience...Make Memories Happen!" There is nowhere on earth quite like the North Dakota Badlands and the magic that surrounds historic Medora. Theodore Roosevelt National Park, Maah Daah Hey Trail (which crosses our ranch not far from the Cabin), Bully Pulpit Golf Course, ND Cowboy Hall of Fame and so much more. Experience history and rich traditions in every corner. "Home" for now. Memories forever!

Guest favourite
A rustic two-story house features large windows and a metal roof, surrounded by gravel and natural landscape. The outdoor area includes a fire pit and seating around a stone circle, with hilly terrain visible in the background under a cloudy sky.
Cabin in Medora
4.83 out of 5 average rating, 119 reviews

Breath taking views!

Nestled in the beautiful Badlands of Medora, ND this gorgeous property is sure to impress! Overlooking the Chateau De Mores, the Little Missouri River, and the gorgeous badlands you will have no problem disconnecting from the busy world to enjoy the beauty around you! Located just minutes away from the famous Bully Pulpit golf course, hiking trails, the Medora Musical, bars, and restaurants! Pets allowed case-by-case basis. Please reach out to us first before booking

Top guest favourite
An open-concept living area features a large round table surrounded by dark wooden chairs. Floor-to-ceiling windows provide expansive views of the green landscape and Badlands in the distance. A pendant light hangs above the table, while two comfortable chairs invite relaxation.
Home in Medora
5 out of 5 average rating, 24 reviews

Chalet Roosevelt

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.

Flat in Medora
5 out of 5 average rating, 4 reviews

The L'Amour Loft

Enjoy this spacious five-bedroom apartment in the heart of downtown Medora, perfectly located within walking distance to all the fun. Thoughtfully designed to welcome everyone, this cozy yet open space offers plenty of room to relax, gather, and feel at home. Whether you’re visiting with family, friends, or a group, you’ll love being right in the center of it all while having a comfortable place to unwind together.

Guest favourite
A modern cabin exterior is captured under a bright sun, surrounded by open fields. The building features a two-story design with a sloped roof, light-colored siding, and a welcoming front door. A garage is visible on one side, blending with the natural landscape.
Cabin in Medora
4.92 out of 5 average rating, 49 reviews

Medora Cabin - Trailhead of Maah Daah Hey

Escape to a picturesque retreat surrounded by breathtaking natural beauty of the Badlands. Welcome to our charming 3-bedroom, 3-bathroom cabin, ideally situated near Medora and Bully Pulpit Golf Course, with the Maah Daah Hey trailhead right at your patio. With a generous sleeping capacity for 12 guests, this cabin is the perfect haven for families and friends seeking an unforgettable outdoor adventure.

Top guest favourite
A spacious camper is set against a backdrop of rolling hills and a clear blue sky. An extended awning provides shade over a picnic table and a fire pit, creating an outdoor gathering space. The surrounding grassy area enhances the sense of openness.
Farm stay in Medora
4.95 out of 5 average rating, 39 reviews

Immaculate camper in beautiful ND Badlands

Spacious and immaculate camper with all the comforts of home located in the beautiful and remote North Dakota Badlands. Perfect for a quick get-away or an extended stay in the great outdoors. Area activities include hunting, fishing, hiking, mountain biking, horseback riding, snow shoeing, and exploring the three national park units in the area.

Guest favourite
Home in Medora
5 out of 5 average rating, 7 reviews

The Medora Retreat

Whether it be a family vacation, golf trip or friendsgiving, this house is the perfect fit for you! Just minutes away from a world-class golf course and two miles south of the historic attractions of Medora, this house is ideal for making memories that will last a lifetime! Enjoy 4 free Medora musical tickets with each reservation!

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