Vacation rentals in South Billings

Lovely 2-bedroom loft w/fireplace & chef’s kitchen

Located in the heart of downtown Dickinson our loft is the perfect place to call your home away from home. Whether you’re in town to visit friends and family or need a place to relax after visiting Medora and the North Dakota badlands, you can cozy up in our two bedroom two bath loft. Our loft also has a beautiful chef’s kitchen where you can prepare home cooked meals if you like to cook or is in walking distance to several great places to eat if you want someone to do the cooking for you.

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.

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.

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 Favorite Gladstone Valley, two bedroom B&B

This stylish country place is close to the enchanted Hwy, which has 70 to 80 ' high sculptures along the road. When you take the I-94 Gladstone exit you will see the 80 ' high "Birds in Flight" sculpture. At the end you will be at the enchanted castle. We are 40 miles from Medora & Roosevelt National Park a must-see destinations. You have a private entrance & patio. A BBQ bar with a pizza oven on the upper deck. Outdoor fire pit & (3) kayaks to use on the Heart River below.

Roosevelt Chalet

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.

Lakeside Haven

Relax with friends and family at this quaint peaceful cottage nestled between the lake and the golf coarse. Walk out the back door and enjoy the great walleye fishing, boating, swimming or an adventure of your choice. Take a 5 minute drive and explore Dickinson with its many opportunities. Or if you want to see the #1 attraction in North Dakota, visit Medora a short 39 min away. If golf is more your style visit Heart River Golf Course just around the corner.

A Meadowlark Stay

Cozy 3-bedroom prairie home in a quiet Dickinson neighborhood with a large fenced backyard and easy interstate access. Minutes from downtown, Walmart, August House wedding venue, and a short drive to Medora and Theodore Roosevelt attractions. Features handmade quilts, vintage charm, oak furnishings, and calm neutral decor throughout. Ideal for families, wedding guests, sports travel, and remote work. Clean, peaceful, and welcoming.

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.

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.

3 bed, 2 bath near TRNP, Medora and Dickinson

Feel at home at this 3 bedroom, 2 bathroom twinhome. There is a fenced yard- so you can bring your animals too (there is a pet fee, please make sure you add you have them coming). This home is in the middle of Medora & Dickinson- so perfect location! Close to national parks and probably hunting too!

Longhorn Lodge

Kick back and relax in this calm, stylish space just 15 minutes southwest of Historic Medora. Breath taking views in a secluded location. Just a quick drive to the Theodore Roosevelt National Park entrance and minutes to the Maah Daah Hey Trail. Great for family or a quiet couples getaway.