
Holiday rentals in Dickinson
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Top-rated holiday rentals in Dickinson
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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!

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.

•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.

Hideaway at Water Tower Hill
Bright, spacious split-level near Water Tower Hill. Enjoy a bright living room with games, dining room opening to a deck with BBQ, and convenient laundry. Downstairs features large bedrooms and a full bath. Detached garage and off-street parking. Just a short, scenic drive to the historic town of Medora and the stunning Badlands- perfect for combining relaxation with adventure!

Happy Camper’s RV
You won’t forget the great surroundings of this unique destination. Just a few minutes from Lake Sakakawea. Right inside Beulah ND. This is a great budget option for a fun place to stay! It is an RV, however, we’ve added a few things to make it feel more like home. First, a tankless water heater. Second, full water and sewer hookups. We also are continuing to upgrade!

Hawks Haus Spacious and charming 6 bedroom/2 bath
Welcome to the Hawks Haus! Dickinson's newest AirBNB located across the street from DSU's Scott's Gym and blocks away from the Henry Biesiot Activities Center. This spacious home is great for large groups or multiple families. Newly remolded and updated throughout. Make this spacious home your next stay while visiting Dickinson and Western North Dakota.

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!
Popular amenities for Dickinson holiday rentals
Other great holiday rentals in Dickinson

2 bedroom townhome with garage and fenced-in yard.

Granny's Corner Suite

Quaint, Quiet and Quality

The Dwell… Room 5 Pet Friendly

King Room

Pet Friendly “Parkway Motel” #28 “The Cottage”

Mini Cowboy Cabin - Tiny House near Medora, ND

Dakota Dreams: Cozy Corner for Long Stays #11
When is the best time to visit Dickinson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 124 | € 120 | € 129 | € 113 | € 141 | € 150 | € 166 | € 155 | € 134 | € 118 | € 129 | € 129 |
| Avg. temp | -9°C | -7°C | -1°C | 5°C | 12°C | 17°C | 21°C | 20°C | 15°C | 7°C | -1°C | -7°C |
Quick stats about holiday rentals in Dickinson

Total holiday rentals
Explore 30 holiday rentals in Dickinson

Nightly prices starting at
Dickinson holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Dickinson holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dickinson rentals

4.6 Average rating
Dickinson stays receive an average rating of 4.6 out of 5 from guests