Holiday rentals in Pryor

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Top-rated holiday rentals in Pryor

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Guest favourite
An outdoor dining area features a black metal table with four decorative chairs and plates set for a meal. A grill is positioned nearby, surrounded by lush greenery, creating a peaceful setting for al fresco dining.
Cabin in Red Lodge
4.97 out of 5 average rating, 438 reviews

Sanctuary log cabin on Rock Creek w/ Hot Tub

Welcome to romantic, rustic log cabin sanctuary. NO SMOKERS/PETS. Relax surrounded by rushing waters and nature. Inside, cozy warmth, fluffy robes, bottle of wine, & snack. Upstairs is open living with gas fireplace. Each of the lower bedrooms have views of creek and woods. Outdoor decks with comfortable seating, hot tub, and fire pit are just steps from the creek. The cabin feels secluded but is only 3 miles to town, surrounded by hiking trails, and close to ski mountain. RIVER DANGER FOR KIDS.

Top guest favourite
A rustic log cabin is set amidst lush greenery, featuring a welcoming front porch supported by sturdy wooden beams. Nearby, a stone patio is complemented by picnic tables, inviting outdoor gatherings. The surrounding landscape includes trees and well-maintained grass, creating a serene setting.
Cabin in Roberts
4.99 out of 5 average rating, 144 reviews

Private Luxury Log Cabin near Red Lodge, MT

Private luxury one (queen) bedroom log cabin with a queen sofa bed, full bathroom (shower), radiant floor heat, ceiling fans, beautiful rustic furnishings, and a kitchenette. This beautiful cabin sits on 10 pristine acres that border Rock Creek (prime fly fishing) and Red Lodge ski mountain is only minutes away. Enjoy camping and hiking in the summer and drive over the scenic Beartooth Pass to get to Yellowstone Nat'l Park. This truly is a one-of-a-kind location to spend with friends & family!!

Top guest favourite
A modern tiny house is depicted with its natural wood exterior, featuring a welcoming covered entrance. A wooden deck extends into the landscape, adorned with outdoor seating and surrounded by trees, creating an inviting connection to nature.
Tiny home in Billings
4.99 out of 5 average rating, 215 reviews

Boho Bungalow @ Old Pine Retreats

If you can imagine a getaway in a uniquely designed tiny house that is built on 60+ acres of wide open and stunning landscape, then you have captured a glimpse of this rare find. This beautiful tiny house is all yours to enjoy such amenities as a glass garage door that can be opened to experience nature from your kitchen table or a fireplace to cozy up to when the temps are cold. You can enjoy coffee in the morning from your private deck and keep your feet warm in the winter with heated floors.

Top guest favourite
A rustic cabin entrance is framed by wooden beams, showcasing a cozy porch with two chairs and a barbecue grill. Potted flowers add a touch of color at the base, while a gravel path leads to the door, inviting visitors to explore the surrounding nature.
Tiny home in Billings
4.96 out of 5 average rating, 257 reviews

Cozy Creekside Cabin Near Billings

Enjoy this beautiful fully furnished cabin just minutes outside the Billings city limits. Check in and then unwind with a walk on the private trails just out your front door. We are located a simple drive to the Metra for concerts and events, Ah-Nei State Recreation Area with ATV, walking, and horse trails, historic Pompey's Pillar, the Yellowstone river with fishing accesses, and Lake Elmo State park. Caretakers reside onsite and also host our four-legged friends through their pet resort.

Top guest favourite
Cabin in Roberts
4.99 out of 5 average rating, 287 reviews

Renovated Historic Cabin w/ Hot Tub Near Red Lodge

*Pls see other listing for winter bookings ! Only sleeps 2 in winter. Nestled in the town of Roberts, a short drive from Red Lodge, Kodow Kabin is a perfect retreat for a getaway. While the exterior is log, the inside is renovated & beautifully decorated. The cabin is 1 bed/1 bath for 2 guests w/ detached bunkhouse (may-Oct) for 2 more guests! The kitchen has a farmhouse sink, and cabinetry made from the siding that covered the logs. Use the private deck to BBQ or hot tub soak under the stars

Top guest favourite
The exterior of the barn is shown, featuring a unique curved roof and a combination of wood and stone materials. The entrance is highlighted by a large wooden door and adorned with the word 'THE BARN.' Surrounding fencing and agricultural elements complement the rustic setting.
Barn in Lovell
4.99 out of 5 average rating, 405 reviews

The Loft of the old barn at the Rafter JB

The barn, where the loft is, was moved from Cody where it was the old feed store. Cozy space. Sit by the pond and relax or walk around the landscaped property visiting with the animals. We are in a quiet neighborhood, but close to town to enjoy the restaurants and little shops that line main street. Only 20 minutes to the Bighorn Mountains, enjoy beautiful scenery, hiking or picnicing or a guided trail ride. Yellowtail Reservoir offers fishing and hunting opportunities only minutes away.

Top guest favourite
A single-story house is set against a clear blue sky, surrounded by lush green grass. Several trees with budding foliage are visible in the yard, creating a serene landscape. A driveway leads to the house, with outbuildings located nearby.
Cottage in Joliet
4.96 out of 5 average rating, 236 reviews

Peaceful Country Cottage - Gateway to Yellowstone

Farmlands surround you in this peaceful valley. Your house overlooks farm fields down to the Clarks Fork of the Yellowstone River. 2 min South of the Rockvale Junction (Highway intersect of the 212 and the 310). 1 Hour North of Cody, WY, 35 min from Red Lodge, MT. Take a scenic drive over Beartooth Pass into Yellowstone Park. Your house is a 2 bedroom, 1 bathroom. 2 min from the Edgar Bar & Steakhouse. 8 min away in Joliet is a local grocery store, Blackbrew Coffee, and Jane Dough's Pizza.

Top guest favourite
The living area features a comfortable brown sofa and a coordinating bench against a wall. A flat-screen TV is mounted above a wooden console with drawers. Decorative wall art and a lamp add warmth to the space, which is illuminated by natural light from a window.
Guest house in Laurel
4.98 out of 5 average rating, 152 reviews

Private Studio Loft

Getaway to our peaceful and centrally-located studio in the heart of Laurel, Montana. Suite Gigi's is an adorable, 100% private, and fully furnished loft atop our detached garage (stairs, no elevator). Suite Gigi's is only 1.5 miles from Main Street with all the fun of downtown USA shopping & amenities. You will have your own keyless entry with private access to one of the garages for secure parking of your vehicle. This property is dog-friendly (max 40 lb) with bbq and outdoor patio seating.

Top guest favourite
Two horses stand in a fenced pasture in front of a rustic cabin. The cabin, made of wood, features a welcoming porch and large windows. The surrounding area is open, with green grass and a clear blue sky overhead, creating a serene ranch atmosphere.
Cabin in Lovell
5 out of 5 average rating, 229 reviews

The Bunkhouse/Private cabin/all amenities

Completely private cabin. Located 5 mi east of Lovell, Wy. Family-friendly activities in the Big Horn Mountains, Pryor Mountains and the Big Horn Canyon National Recreation area. Yellowstone Park and Cody are close enough to enjoy. You’ll love our place! Our horses, the solitude, beautiful views of the mountains, old west charm coupled with all the modern conveniences. It's just what you would expect in Wyoming!. Excellent for couples, solo adventurers, and business travelers. Kids welcome!

Top guest favourite
A rustic log cabin is set against a mountainous backdrop, featuring a wooden deck with a railing and small charcoal grill. Snow covers the ground and stones are arranged near the entrance, enhancing the natural surroundings of the property.
Cabin in Red Lodge
4.95 out of 5 average rating, 327 reviews

ALPBACH: Alpine Living #2

Rustic log cabin, with TV and WIFI, 5 miles South of Red Lodge in the Beartooth Mountains. Kitchen is completely furnished with refrigerator, dishes and cookware. Cabin has queen size bed, bathroom with shower, sink and toilet. charcoal grill on the deck. Historic Rock Creek is adjacent to the property. The cabin is a short distance from Red Lodge Ski Mountain and surrounding hiking trails. Dogs are acceptable upon inquiry @ $10/night per dog. Room Heater. Convenient parking by cabin.

Guest favourite
A wooden cabin with a spacious deck features large glass doors and a circular window. The exterior highlights natural wood tones and the unique architectural design, offering views of the surrounding landscape. Two outdoor rocking chairs are positioned invitingly on the deck.
Cabin in Powell
4.88 out of 5 average rating, 221 reviews

Heart Mountain Japanese Cabin

The Heart Mountain Japanese Cabin contains Japanese influences in its architectural design. Located on our 400 acre Certified Organic Farm that offers Big Quiet Farm Stays open space for long hikes in Wyoming's wild nature. It's also the perfect romantic getaway for two, or a peaceful, quiet guest retreat. Amenities include a shower for two, dry sauna, and a large, elliptical bathtub with unobstructed views of the front deck, surrounding landscape and mountains of the Big Horn Basin.

Top guest favourite
A single-story tiny home is shown with a welcoming green door and a front porch featuring a bench. Light-colored siding is complemented by large windows that offer views of the surrounding landscape, consisting of gentle hills and trees.
Tiny home in North Park
4.97 out of 5 average rating, 314 reviews

*NEW BUILD* Mini Mountain View Getaway

Mini Mountain View Retreat is a great weekend get away. Just a short walk to downtown, the hospitals, or a view of the Beartooth Mountains. This tiny home makes for a relaxing stay with everything you need and a peaceful and homey atmosphere. Just because it's tiny doesn't mean it isn't full of all your basic home essentials such as a full kitchen, washer and dryer and luxurious features. This shared property is tucked away in a quiet and peaceful neighborhood.

Popular amenities for Pryor holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Big Horn County
  5. Pryor