Holiday rentals in Sidney

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Top-rated holiday rentals in Sidney

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

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Top guest favourite
Home in Glendive
5 out of 5 average rating, 36 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 favourite
Home in Glendive
4.95 out of 5 average rating, 63 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.

Guest favourite
Flat 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.

Top guest favourite
Campervan/Motorhome in Medora
4.9 out of 5 average rating, 198 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
Home in Glendive
4.94 out of 5 average rating, 180 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
Home in Glendive
4.92 out of 5 average rating, 112 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.

Top guest favourite
Cabin in Grassy Butte
4.98 out of 5 average rating, 54 reviews

Edge of the badlands log cabin

Relax with the whole family at this peaceful place to stay. Unique log cabin with everything you need just bring clothes and food. Maah Daah Hey trail close by for hiking, biking or horse back riding. North Unit Theodore Roosevelt Park just few miles from cabin. Washer/dryer available in separate washroom close to cabin. You will enjoy seeing wildlife turkey, deer right around cabin. Relax on deck under the beautiful wide open skies, or enjoy ND thunderstorm.

Top guest favourite
Cabin in Grassy Butte
5 out of 5 average rating, 75 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.

Guest favourite
Home in Williston
4.9 out of 5 average rating, 40 reviews

River Hacienda

Nestled in farm country, located at the end of the road, the house sits on a bluff overlooking the Missouri River. This cozy home sits in a peaceful and quiet country setting, with amazing views, and a large yard and covered porch. Only a 15-minute drive to the city center, grocery shopping, parks and hospitals. Easy access to several national parks, hunting, fishing and boat launch.

Top guest favourite
Home in Williston
4.94 out of 5 average rating, 249 reviews

The Six One Five

The house is tastefully and simply decorated to be comfortable and inviting. This is a private home so there may be limited closet or drawer space. There is a laundry room that has a clothing rack for guest use. There is a workout facility half a block away, a variety of places to eat within walking distance as well as downtown shopping, parks and if needed a walk in clinic.

Home in Savage
5 out of 5 average rating, 4 reviews

Tiny House in the Country!

Tiny house between Sidney and Savage, MT. Pet friendly with permission. Outdoor kennel for a dog within a fenced area. Quiet room for hiking, close to fishing access sites (Gartside, Seven Sisters, Elk Island.) Great place to stay over while traveling through the area, hunting, visiting relatives, temporary employment, extended stay discounts available.

Top guest favourite
Home in Sidney
5 out of 5 average rating, 30 reviews

Sunrise City R&R

Upper-level dwelling. 3 bedrooms, 1 bathroom, living room has a pull-out couch. Attached sunroom off the kitchen provides extra room! Shared Laundry facilities available on site. Well stocked Kitchen and table with 3 leaf extensions available. Located close to the High School for local events. Sorry, yard and home are not pet friendly.

Popular amenities for Sidney holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Richland County
  5. Sidney