Holiday rentals in Sidney

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Top-rated holiday rentals in Sidney

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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.

Guest favourite
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.
Flat in Glendive
4.87 out of 5 average rating, 286 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 favourite
The exterior of the home features a single-story design with a warm, inviting entrance. Flower planters adorn the windows, and a well-maintained garden borders a paved walkway leading to the front door. A lush lawn complements the overall welcoming atmosphere.
Home in Williston
4.95 out of 5 average rating, 256 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. As a reminder: the house is a smoke free environment. If you choose to smoke outdoors please be mindful of debris.

Top guest favourite
Home in Glendive
4.93 out of 5 average rating, 121 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
A log cabin is displayed under a cloudy sky, featuring a metal roof and wooden siding. A large deck surrounds the front, equipped with a grill. Steps lead up to the entrance, with decorative antlers and gravel landscaping enhancing the rustic charm.
Cabin in Grassy Butte
5 out of 5 average rating, 81 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
A cozy living area is featured, showcasing a light gray sofa and a comfortable armchair. A low, wooden coffee table is adorned with seasonal decor, while a large window allows natural light to brighten the space. A floor lamp completes the inviting atmosphere.
Flat in Williston
4.93 out of 5 average rating, 14 reviews

Comfy & Central • 2BR Near Shops & Bites!

Welcome to Your Cozy Retreat in the Heart of Williston! Enjoy comfort and convenience at this centrally located gem—just minutes from Williston’s top attractions, shopping, and dining spots. Whether you're in town for a weekend getaway, business trip, or extended stay, this well-appointed 2-bedroom space offers the perfect home base to relax, recharge, and explore. Find us by searching 'StayML' online for the best rates and availability!

Superhost
Flat in Williston
5 out of 5 average rating, 3 reviews

Welcome to the Prickly Pear at the Cozy Cactus.

Welcome to The Prickly Pear at The Cozy Cactus! This freshly remodeled 2 bedroom, 1 bath retreat offers high-end bedding, cozy furnishings, Wi-Fi, and TVs in every room. Enjoy a fully stocked kitchen, free laundry, and a private patio perfect for BBQs or relaxing dinners. Fabulous location—walk to the hospitals and just minutes from Highway 2 for easy access to work, dining, and local attractions.

Superhost
Home in Williston
4.89 out of 5 average rating, 46 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.

Guest favourite
The exterior of a tiny house is captured during twilight, showcasing a brick pathway leading to the entrance. Wooden steps, accompanied by two chairs, are visible at the home's front. Nearby, a fire pit area is surrounded by trees, with the moon shining in the sky.
Home in Savage
5 out of 5 average rating, 7 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
A welcoming entrance area features a circular mirror reflecting soft light. A green plant stands beside a decorative glass vase holding dried flowers. A small gold stand displays a sign with "hello," and a binder marked "welcome" rests on the dark table, inviting guests.
Home in Sidney
5 out of 5 average rating, 34 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.

Guest favourite
Home in Glendive
4.95 out of 5 average rating, 75 reviews

Private quiet Tiny Cabin Near Makoshika | WiFi

Private, modern tiny cabin just minutes from Makoshika State Park and Glendive. Thoughtfully equipped with a private bath, stocked kitchenette, fast Wi-Fi, smart TV, and comfortable sleeping for up to four. Includes a queen bed plus two twin loft beds, making it ideal for couples, small families, or longer stays.

Guest favourite
A cozy corner of the cabin features wooden walls, enhancing the rustic charm. A comfortable recliner is positioned next to a small table with two stools, while a flat-screen TV is mounted on the wall, providing entertainment options.
Cabin in Lambert
4.89 out of 5 average rating, 9 reviews

Cabin on the prairie

The "Cabins", though very small, are fully accessorized with complete kitchen , bathroom with shower and modern construction. Full size bed. Western decor with Wifi (fiber optic) Smart TV with your subsciptions. Parking on Main Street immediately in front. Take a break and unwind at this peaceful hometown oasis.

Popular amenities for Sidney holiday rentals

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