Vacation rentals in Prairie County

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Top-rated vacation rentals in Prairie County

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Top guest favorite

A spacious living area features a cozy seating arrangement with a textured sofa, complemented by wooden beams overhead. A stone fireplace serves as a focal point, with a Smart TV mounted above. Large windows provide natural light and views of the outdoors.

Home in Glendive

5 out of 5 average rating, 33 reviews

Western Ranch Getaway

Experience the spirit of the West in this beautifully renovated 3-bedroom home nestled in the heart of Glendive, Montana but away from all the hustle & bustle. Surrounded by sweeping views of the Badlands and Big Sky horizons, this spacious retreat blends modern comfort with rustic charm. Perfect for families, hunters, road-trippers, or anyone looking to soak in the quiet beauty of Eastern Montana. Minutes from Makoshika State Park and downtown Glendive, your basecamp for adventure starts here!

Guest favorite

A small cabin with a welcoming porch features wooden siding accented by gray and orange tones. Steps lead to the entrance, framed by black railings. The cabin is situated on gravel, surrounded by trees, providing a serene outdoor setting.

Home in Glendive

4.95 out of 5 average rating, 60 reviews

*New* tiny house 1 mile from Makoshika State Park

This cabin//tiny house (12’ x 33’) is located only 1 mile from the base of Makoshika State Park. Located in a small RV park. Amenities include: Microwave, Refrigerator, Keurig; k-cups, Hot water kettle, tea, Clothing Steamer, Shower with an on-demand water heater, smart TV, Netflix, Free Wi-Fi, Free parking, and porch. Pull-out couch that sleeps 2 and 2 twin mattresses in the loft. 📣As of 7/11/25: Brown leather couch is temporarily out of order so new pull-out couch provided is white cloth.

A modern kitchen features a sleek island with two metal bar stools. Exposed brick walls provide a rustic touch, complemented by open shelving displaying kitchen essentials. Natural light streams through the window, illuminating the stainless steel appliances and countertop.

Apartment in Glendive

4.71 out of 5 average rating, 96 reviews

Charming newly renovated one bedroom apartment!

This newly, completely renovated space is located in downtown and is walking distance to some unique shopping & hometown bars. It is also a nice bike ride away from Makoshika State Park or the Yellowstone River, both must see attractions while on your visit here. This space is beautifully lit by the natural light that floods its large windows. It's serene while energizing, effective in helping one get work done but also to relax. Netflix, Disney+, extra air mattress, & infant equipment provided.

Top guest favorite

The front exterior of the single-story home features a grey siding facade and a new asphalt roof. A small porch area is visible, complemented by a manicured lawn and flower beds. Several trees line the street, contributing to the tranquil neighborhood setting.

Home in Glendive

4.91 out of 5 average rating, 11 reviews

Glendive Makoshika View Home

Relax with the family at this peaceful retreat featuring three bedrooms and one and a half baths. Two main-level bedrooms include queen beds, with one also offering a futon. The basement has an additional bedroom (no egress window) with a queen bed and half bath. The home has many updates while retaining vintage charm. Just minutes away from Makoshika State Park and the Yellowstone River, you'll have easy access to outdoor adventures. Plus, steps away a park with a splash pad and playground.

Top guest favorite

An inviting space features a wooden table accompanied by two high-top stools, placed next to a large artwork depicting horses. Natural light enters through two windows, complementing the rustic charm of the room with metal accent walls.

Farm stay in Kinsey

5 out of 5 average rating, 25 reviews

Cowboy Country Bunkhouse/Guesthouse Modern, Quiet

Take it easy at this unique, quiet, tranquil getaway, just a short drive from Miles City, Cow Capitol of the world! You'll pass by several active farm and ranches on your drive and have horses right out your back door. The Yellowstone River is close by for boating or fishing. Bunkhouse - Brand new one queen bed bunkhouse, just finished! Parking - Gated gravel drive with parking space next to the bunkhouse. Plug-ins available. Plenty of room for trailers or campers. Safe and secure site

A charming one-story home features a welcoming front porch and neatly trimmed landscaping. The exterior showcases a combination of light and dark tones, with a well-maintained lawn and trees flanking the front. The property is set within a peaceful residential neighborhood.

Home in Glendive

4.47 out of 5 average rating, 30 reviews

Yellowstone River Get-Away

Relax with the whole family at this peaceful place to stay. This home is a 100 yrs old & has been a labor of love. It has countless dents, dings, squeaks & flaws but it is cozy & so much better than a hotel room. Glendive offers dinosaur adventures, agate & arrowhead hunting, Yellowstone River & Makoshika State Park. This is not a resort property so please know renovations are still underway (hence the price discount). We hope you will come to rest, rejuvenate, slow down & enjoy the big sky!

Guest favorite

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.

Apartment in Glendive

4.87 out of 5 average rating, 282 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.

Guest favorite

The living area features a comfortable seating arrangement with a recliner chair and a sofa, accented by a coffee table. A television is positioned beside the stone electric fireplace, while a dining table is visible in the background. Natural light enters through multiple windows.

Cottage in Glendive

5 out of 5 average rating, 32 reviews

Glendive Getaway w/ Yellowstone River Access!

Discover the beauty of Montana at this charming 2-bedroom, 1-bath vacation rental cottage. As this home's just minutes away from Makoshika State Park and the Glendive Dinosaur and Fossil Museum, adventure awaits right outside your doorstep. Spend the day paddling on Yellowstone River, then unwind on the deck or get cozy by the electric fireplace for a night of relaxation. With its prime location and comfortable amenities, this cottage is an ideal home base for your Glendive getaway.

Guest favorite

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, 178 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.

Guest favorite

A single-story house is shown with a welcoming red door and a covered entrance. Surrounding greenery adds a touch of nature, while a well-kept lawn presents a spacious grassy area. The structure is designed with contrasting colors, featuring light siding against a darker roof.

Home in Glendive

4.92 out of 5 average rating, 107 reviews

Comfy with views of the badlands

This location borders Makoshika State Park. You'll enjoy views of the badlands right outside your windows. This park offers a variety of activities, from hiking, disc golf, guided dinosaur adventures, and other events throughout the summer months. You will also be close to the downtown area, where boutique shopping, coffee shops, and bars are located. The Yellowstone River is also right there, offering trails and agate & hunting. We also welcome hunters to the area.

Superhost

A cozy living area features a light gray sofa adorned with decorative pillows, accompanied by a striped armchair and an ottoman. A decorative area rug is situated beneath, complemented by rich wooden flooring and warm log walls, creating a tranquil setting.

Bungalow in Terry

4.72 out of 5 average rating, 18 reviews

Tin-Can Cabin

Internet provided. The Tin-Can Cabin is on private property, with plenty of parking. The cabin is quant, peaceful, with new interior. Warm & cozy for a peaceful retreat after a day of hunting, fishing, sightseeing or rock exploring. Nestle up and take personal time at this tranquil and unique get-away. The Cabin is with-in five blocks of down-town, with social events & sites to visit. Keeping it simple while making memories.

Guest favorite

A two-story historic home features a green exterior with brown trim and a pointed roof. The front porch is framed by large windows, allowing natural light to enter. Flower pots add a touch of color to the entrance, which is approached by a concrete walkway.

Home in Glendive

4.8 out of 5 average rating, 49 reviews

Historic 2 story bungalow 4b1b

Welcome to our cozy 1902 home, just half a mile from Makoshika State Park! You’ll have plenty of space with 2 living rooms (one with a queen sleeper), a fully equipped kitchen, dining room, 1 bedroom, and a bathroom all on the main floor. Upstairs has 3 more bedrooms, including one with a desk for quiet work time. Relax on the enclosed porches and enjoy unlimited fast Wi-Fi—perfect for families, friends, or a comfy work getaway!