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Holiday rentals in Medora

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Top-rated holiday rentals in Medora

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

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Top guest favourite
Flat in Dickinson
5 out of 5 average rating, 32 reviews

Grandpa’s Attic

Take a break in this tranquil loft getaway. Grandpa’s Attic is an open-space studio loft that offers many customary kitchen appliances for a home-like retreat. There is one twin-size and one queen bed to rest and gaze into the hint of an indoor twinkling summer Dakota sky. The private bathroom is fully stocked with a shower, toilet, sink. Get cozy in the corner to watch TV, read, or enjoy a walk in the peaceful area. Do be sure to enjoy the local fares and sights before continuing your journey.

Top guest favourite
The exterior of a two-story building is shown, featuring a blend of stone and smooth surfaces. Large windows with black frames allow natural light to enter. A pair of double doors at the entrance are centered beneath a decorative overhang, offering easy access.
Loft in Dickinson
5 out of 5 average rating, 135 reviews

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.

Guest favourite
A functional kitchen area is highlighted by modern wooden cabinetry and a white refrigerator. A small wooden table with two green chairs creates a dining space. Cooking essentials can be seen neatly arranged on the countertop, ensuring convenience for meal preparation.
Flat in Glendive
4.87 out of 5 average rating, 283 reviews

Cap Rock

This unique and cozy apartment is located in a newly remodeled home located in a nice quiet residential neighborhood close to the heart of downtown Glendive but near parks and hospital. The apartment is on the second floor and has two entrances, one through the open front lobby and up the stairs 12 stairs up, plus 3 to the right). The kitchen is stocked with pots and pans for cooking and coffee and juice. Come enjoy Montana and relax in the comfort of this unique and warm living space.

Top 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.
Campervan/Motorhome in Medora
4.9 out of 5 average rating, 201 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 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, 76 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 covered outdoor patio features two metal chairs with mesh backs, set around a small table. The view overlooks rolling hills and a distant farm, surrounded by greenery, creating a serene environment for relaxation.
Home in Gladstone
4.9 out of 5 average rating, 322 reviews

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.

Top guest favourite
The bright living space showcases a cozy sofa positioned near a modern entertainment unit with a large wall-mounted smart TV. Light-colored walls reflect natural light, while the tiled flooring and wood accents contribute to a warm atmosphere. A small workspace is arranged adjacent to the sofa.
Flat in Dickinson
4.96 out of 5 average rating, 26 reviews

Larry's Leisure Pad

Charming and modern unit offers the perfect balance of comfort and convenience. The bedroom features a queen-sized bed, blackout curtains, and bedside lamps for your comfort. The living space is thoughtfully designed, making it ideal for both relaxation and productivity. Enjoy the privacy of your own entrance and off-street parking. This is the perfect place for travelers, couples, or business professionals. Book your stay today and experience the comfort you deserve!

Top guest favourite
A single-story home features a simple, gray exterior with a blue front door. A well-maintained lawn is visible in front, framed by two small trees. The entrance is approached by a concrete pathway leading from the street to the door.
Home in Glendive
4.94 out of 5 average rating, 182 reviews

Quaint home near Yellowstone River

Small, one story pet-free, smoke-free home available for rent. This house contains 3 bedrooms, 1 bath, kitchen, living area, and laundry. Two bedrooms feature queen size beds while the third offers a twin trundle bed. It is clean and updated with central air and heat. Wi-fi available as well as an outdoor patio with grill enclosed by a privacy fence. Keurig available, bring your favorite K-cups. Parking includes on street parking and one off-street parking space.

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, 11 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.

Top guest favourite
An open-plan living area features a stylish white sofa with blue and red accent pillows. A dining table with black chairs sits nearby, and a kitchen area is equipped with modern appliances. A lofted space overlooks the room, enhancing the sense of height and openness.
Home in Dickinson
4.94 out of 5 average rating, 18 reviews

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.

Top guest favourite
A modern kitchen features white cabinetry and a large sink beneath a window, providing views of the outdoors. Open shelves display decorative items alongside kitchen appliances. Ample counter space is available for meal preparation, with a subtle rug adding comfort to the floor.
Home in Dickinson
4.96 out of 5 average rating, 137 reviews

•Cozy•3•Bedroom• with Hot Tub

Just north of downtown, located in the center of Dickinson, this newly remodeled home boasts plenty of natural light, rustic chic decor, and a great backyard with a brand new hot tub. Located about half a mile from the interstate makes for a quick easy trip to Medora, the gateway to the south unit of Theodore Roosevelt National Park. Medora is also home to the famous Medora Musical, Bully Pulpit Golf Course, Maah Daah Hey Trail, and Sully Creek State park.

Top guest favourite
A log cabin is displayed under a cloudy sky, featuring a metal roof and wooden siding. A large deck surrounds the front, equipped with a grill. Steps lead up to the entrance, with decorative antlers and gravel landscaping enhancing the rustic charm.
Cabin in Grassy Butte
5 out of 5 average rating, 76 reviews

Lone Butte Ranch-Cedar Post

The Cedar Post was built in 2021. This log cabin is one of 3 cabins located on our working cattle ranch. We are located in the heart of the Badlands, only 14 miles south of the Theodore Roosevelt National Park, North Unit, and 65 miles north of the TRNP South Unit. We have miles of hiking trails or riding trails if you prefer to bring your horses. This secluded cabin has it's own private hot tub and all your modern amenities but still has that rustic feel.

Popular amenities for Medora holiday rentals

Quick stats about holiday rentals in Medora

  • Total holiday rentals

    Explore 10 holiday rentals in Medora

  • Nightly prices starting at

    Medora holiday rentals start at ₹9,705 per night before taxes and fees

  • Verified guest reviews

    Over 300 verified reviews to help you choose

  • Wifi availability

    10 of Medora holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Medora rentals

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  4. Billings County
  5. Medora