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Vacation rentals in Pryor

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Top-rated vacation rentals in Pryor

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Guest favorite
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, 442 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 favorite
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 favorite
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, 219 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
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, 271 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.

Guest favorite
Cabin in Roberts
4.99 out of 5 average rating, 293 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 favorite
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, 242 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 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.
Guesthouse in Laurel
4.98 out of 5 average rating, 157 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 cabin with a wooden facade and blue roof is shown. A porch with picnic seating is visible, alongside a fenced area and a charcoal grill. Expansive grassy areas surround the cabin, with rolling hills seen in the background under a clear sky.
Cabin in Lovell
5 out of 5 average rating, 234 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
Home in Billings
4.92 out of 5 average rating, 267 reviews

Cozy Retreat - Walk to Downtown, Shops & Breweries

Colorful comfort meets Montana charm — your cozy downtown escape🌿 This cozy and colorful home is the perfect retreat after a day of exploring. Whether you’re visiting for work, family, medical visits, or city events, you’ll love the convenience of our central location 🏙️🍴☕️🏔️🍻 • Downtown Billings – 2 min • Hospitals – 7 min • Billings Airport – 8 min • MetraPark Arena – 7 min • Yellowstone River – 5 min • Starbucks – 6 min • Lake Elmo – 15 min This home is the perfect home base

Top guest favorite
A spacious kitchen is equipped with modern appliances, including a refrigerator and microwave. Natural light filters through an arched window above the sink, illuminating the counters. A wooden dining table with seating is positioned near the window, creating an inviting cooking area.
Loft in Park City
4.91 out of 5 average rating, 234 reviews

Rustic loft Apartment with a view in Park City

Super cute apartment above the garage. All new. Very rustic decor. Very cozy for a solo adventure or a couple. Nice big kitchen with everything you need to cook. 43 inch TV with access to Netflix. Free Wifi is available to our guests. Queen size bed with memory foam mattress. Window over kitchen sink has a view of our back yard and kio pond. Complete privacy. Also has a washer and dryer for guests to use in the unit. This place is a perfect home away from home for traveling workers.

Top guest favorite
A single-story house is situated on a grassy lot, featuring a stone-accented side and a covered porch with white chairs. Sunlight gently filters through the trees, creating a serene atmosphere in the surrounding yard.
Home in Joliet
4.86 out of 5 average rating, 130 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.

Guest favorite
A winding road curves gently alongside a rugged rocky formation, with greenery lining the base. Tall trees and vibrant foliage contrast against the stone, while a clear blue sky overhead enhances the picturesque landscape.
Apartment in Red Lodge
4.94 out of 5 average rating, 744 reviews

Secluded Rock Creek Apartment

Fully furnished apartment with complete kitchen and a great view up Rock Creek Canyon. This is a very private apartment separate from main house. Bathroom has toilet, shower and sink...private from the rest of the apartment. Property is directly on Rock Creek and includes WiFi and smart TV. Only 5 miles from Red Lodge. Queen bed in bedroom and the couch in living room is a queen hide-a-bed. My neighbor's bedroom is only 40 feet away, so I will not accept any loud motorcycles.

Popular amenities for Pryor vacation rentals

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