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Vacation rentals in Dickinson

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Top-rated vacation rentals in Dickinson

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

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Guest favourite
An open living area is featured, showcasing a comfortable brown sofa facing a mounted TV. The kitchen is visible, equipped with updated appliances and cabinetry. A cozy ambiance is suggested by the light fixture overhead and a lamp on a side table.
Apartment in Hebron
4.94 out of 5 average rating, 51 reviews

Private Apt, welcoming Short & Long Term Stays #3

Unwind in this spacious 1 Bed 1 Bath rental with updated appliances and a homey feel. This brick building offers a cozy and secluded space. Our bedroom offers a large closet space and a modern bedroom set to allow for plenty of room to unpack during your stay. Our living area has an open concept that includes a TV with Firestick to allow for personal streaming on your usual devices. A coffee bar and several other amenities available for use. This apt is setup to welcome short and long term stays

Top guest favourite
Apartment in Dickinson
5 out of 5 average rating, 30 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, 132 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.

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.
Camper/RV 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.

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, 320 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.
Apartment 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
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

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.

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, 135 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.

Guest favourite
Home in Dickinson
4.92 out of 5 average rating, 12 reviews

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!

Guest favourite
A spacious living area features a sectional sofa arranged to promote conversation, accompanied by a cozy armchair. A large area rug lies beneath, and natural light enters through dual windows. Wall art complements the rich wood ceiling and dark accent walls, enhancing the room's modern style.
Home in Dickinson
4.96 out of 5 average rating, 23 reviews

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.

Superhost
The exterior of the twinhome is shown, featuring a light-colored siding and a welcoming front porch with white railings. Two large windows flank the entrance, providing ample natural light. A grassy area is visible alongside the driveway, enhancing the curb appeal.
Home in Belfield
4.88 out of 5 average rating, 303 reviews

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 vacation rentals

Quick stats about vacation rentals in Dickinson

  • Total vacation rentals

    Explore 30 vacation rentals in Dickinson

  • Nightly prices starting at

    Dickinson vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 820 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Dickinson vacation 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

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