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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Top guest favourite
A cozy living area features a white sectional sofa adorned with a decorative throw and cushions. Two elegant lamps provide soft lighting beside the spacious windows, draped with light-colored curtains. A small side table holds a glassware set, adding functionality to the inviting space.
Apartment in Dickinson
4.93 out of 5 average rating, 90 reviews

Granny's Corner Suite

Welcome to Granny’s Corner! Enjoy a private 2 bdr suite in a quiet, walkable area. Supplied linens, towels, soaps, and some breakfast foods and snacks. WIFI, guest mode ROKU TV for your streams or many free channels. There are many nearby restaurants, shops, 2 playgrounds. The hospital is only 10 blocks away. Stocked shared laundry is just behind your back door. DKU (university) is across the street. Seasonal Medora Musical and year-round Theodore Roosevelt National Park are 35 minutes West

Top guest favourite
The exterior of the home is showcased, featuring a two-car garage and a basketball hoop on the driveway. A spacious yard is present, adorned with green grass and mature trees, creating a peaceful ambiance. The house presents a blend of brick and blue siding, under a clear sky.
Home in Dickinson
5 out of 5 average rating, 13 reviews

Country in the Middle of Town

Enjoy this spacious 3,600 sq. ft. home on a 0.63-acre yard, blending country tranquility with town convenience. Sleeps 12 comfortably with 4 bedrooms(6 beds) and 4 bathrooms. Futon, cot, and couches also available. Dogs are welcome. The fenced backyard features a trampoline perfect for kids. Located just 4 blocks from the Rec Center, 3 minutes from restaurants, and 35 minutes from Medora and the Badlands. A perfect getaway location for all. Vacation, hunt or fish, this is the place for you.

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, 140 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, 327 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
Home in Dickinson
4.96 out of 5 average rating, 139 reviews

•Cozy•3•Bedroom• with Hot Tub

**I’ll be adding two more properties that will be ready Spring 2026– Located directly behind, and across the street from this property!** 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.

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, 27 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-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
4.95 out of 5 average rating, 22 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.

Guest favourite
A two-story building is depicted, characterized by a mix of siding materials. A wooden deck with steps leads up to the entrance. Windows are evenly spaced, providing natural light, while greenery surrounds the base, creating an inviting outdoor space.
Home in Dickinson
5 out of 5 average rating, 12 reviews

•Beautiful Downtown Home•Close To Everything•

Welcome to Affinity on 1st! You will have all the comforts of home at this downtown property. Just steps away from bars, restaurants, shopping, groceries, a playground and more. Theodore Rosevelt National Park is a 40-minute drive. Dickinson State University is just minutes away. There is also a large private parking lot to accommodate multiple or large vehicles and green space for your four legged companions.

Guest favourite
Home in Dickinson
4.89 out of 5 average rating, 18 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
Cabin in Fairfield
5 out of 5 average rating, 8 reviews

The Bunkhouse at Oleo Acres

This is a cozy cabin ideal for guests wanting to visit the North and South units of Theadore Roosevelt National Park and Historic Medora. It is located in the middle between both units of the park. The cabin has easy access off of highway 85. It is ideal for a couple wanting a base camp for the National Parks, Mah Dah Hey Trail, Enchanted Highway and National Grasslands.

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, 28 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.

Popular amenities for Dickinson vacation rentals

When is the best time to visit Dickinson?

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Avg. price$200 CAD$193 CAD$207 CAD$182 CAD$228 CAD$241 CAD$186 CAD$214 CAD$196 CAD$207 CAD$207 CAD$207 CAD
Avg. temp-9 °C-7 °C-1 °C5 °C12 °C17 °C21 °C20 °C15 °C7 °C-1 °C-7 °C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Dickinson?

    Dickinson has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Dickinson?

    Experience the best of Dickinson with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Dickinson?

    Yes! Work meets play with ease at over 10 vacation rentals in Dickinson featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Dickinson?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Dickinson have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Dickinson. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dickinson have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Dickinson. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dickinson have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Dickinson. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dickinson have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Dickinson. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Dickinson

  • Total vacation rentals

    Explore 40 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 930 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Dickinson vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dickinson rentals

  • 4.7 Average rating

    Dickinson stays receive an average rating of 4.7 out of 5 from guests

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