Vacation rentals in Pryor

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Top-rated vacation rentals in Pryor

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Top guest favorite

A spacious wooden deck features a fire table at its center, surrounded by comfortable seating. Lush greenery and trees are visible in the background, providing a serene outdoor setting. A potted plant adds a touch of nature to the inviting space.

Tiny home in Billings

4.99 out of 5 average rating, 161 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 favorite

An open kitchen and living area is showcased, featuring a white refrigerator, gas stove, and a blue wall with shelves. A small table with two chairs is present, alongside a light-colored sofa and a coffee table. Natural light enters through nearby windows.

Tiny home in Billings

4.95 out of 5 average rating, 192 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 favorite

A gentle stream flows through a landscaped area, bordered by natural stones and lush green grass. Trees and shrubs provide a serene backdrop, creating a peaceful outdoor setting for relaxation. The scene invites leisurely strolls along the water's edge.

Barn in Lovell

4.99 out of 5 average rating, 356 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 favorite

A coffee maker is positioned on a countertop, featuring a digital display. A ceramic mug, decorated with earthy tones and a textured design, rests on the drip tray, ready to be filled with freshly brewed coffee.

Cottage in Joliet

4.96 out of 5 average rating, 190 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 favorite

The bathroom features a walk-in shower with a glass door and a modern vanity with a sink. Light fixtures provide illumination above the mirror. Soft bath mats are positioned on the floor, complementing the neutral color scheme of the space.

Guesthouse in Laurel

4.97 out of 5 average rating, 110 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 favorite

A rustic bedroom is illuminated by soft light from a bedside lamp. The room features a spacious bed with simple bedding, natural wood accents, and a matching nightstand. Wooden walls create a cozy atmosphere, while a closet with hangers is positioned nearby.

Cabin in Lovell

5 out of 5 average rating, 195 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!

Guest favorite

Guesthouse in Cowley

4.93 out of 5 average rating, 171 reviews

Need a quiet stop on your way to Yellowstone?

This newly remodeled apartment has two rooms. Each room has a queen size bed. It is perfect for singles, couples or small families. There is also room in the foyer for a quality queen size futon mattresses if you need it. There is plenty of room so everyone can have a good night's sleep. The apartment also includes a private bathroom with a newly tiled shower and heated floors. Our breakfast nook has a microwave, Keurig, fridge and toaster oven. (There isn’t full kitchen)

Guest favorite

Home in Joliet

4.86 out of 5 average rating, 116 reviews

Rock Creek Paradise (Near Red Lodge, MT)

Described as "a little piece of heaven," this property is located on Rock Creek in Joliet, MT. Perfect for a family get-away - located 30 minutes from Billings and Red Lodge, MT, offering both city experiences and great outdoor activities. Fish out your back door on Rock Creek-both fly and reel enthusiasts love this creek. Ski in Red Lodge! Watch deer, turkey and other wildlife out your front window! Location is ideal for travel to Yellowstone Park, Custer Battlefield and Cody, WY.

Top guest favorite

A bathroom vanity displays three matching soap dispensers positioned on a black metal rack. A sleek chrome faucet is visible at the sink, alongside a small box of tissues and paper towels. A mirror above the sink is framed by a row of soft, bright lights, enhancing the space.

Apartment in Billings

4.96 out of 5 average rating, 307 reviews

Hospital Corridor Apartment

This special place is close to everything, making it easy to plan your visit. This house was originally built in 1900, then moved to Billings from Broadview in the 1940s. I bought the house in 2004, when my daughter was small, and have lived here ever since. It is a work in progress. Between 2010-13, I had the basement remodeled. I love the yard, and in the summer, I spend a good part of my day outside working in it.

Top guest favorite

A fire pit sits on a gravel surface, with flames dancing above logs nestled inside. The surrounding landscape features grassy hills and distant mountains under a partly cloudy sky. Decorative stars are etched into the fire pit's metal structure.

Ranch in Absarokee

4.99 out of 5 average rating, 283 reviews

Indian Rock Ranch Cozy cabin w/ Mountain View

Located in the Stillwater Valley and Beartooth foothills, we are close to many Montana adventures, including wildlife viewing, fishing, hunting, hiking, Tippet Rise, whitewater rafting, horseback riding and downhill skiing. We are 30 minutes from Red Lodge. You’ll love our cabin for its clean, comfortable, relaxing and private atmosphere where the views are unbelievable. Our comfortable cabin is great for everyone!

Guest favorite

Apartment in Billings

4.94 out of 5 average rating, 140 reviews

*Brand New* Velvet Cowboy Loft

You’re coming to Montana, let’s make it memorable!!! Featuring local Western art, super cozy with touches of velvet in every room, and a little sass for fun. Right below the loft is an adorable coffee shop (Maple Moose) and a great Fitness Studio. Three parks and the Yellowstone River are all within walking distance. Beautiful view from the balcony! Blackout shades for great sleep and a Nespresso for a great morning.

Guest favorite

A koi pond is featured with various colorful fish swimming gracefully beneath the surface. Natural stone surrounds the pond, complementing the serene atmosphere. The pond reflects greenery and nearby structures, creating a tranquil environment for relaxation.

Guest suite in Park City

4.87 out of 5 average rating, 725 reviews

Cozy little Cabin in Park city

Cutest little cozy and comfortable cabin in town. It has it's own deck With a beautiful view of flower gardens and a koi pond. The flooring and decoration are very country. This is right off the interstate. Quiet little town. 7 minutes from Laurel, 20 minutes from Billings. TV with access to Netflix. This doesn't have a kitchen but there is a microwave and mini fridge.