Vacation rentals in Pryor

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Top-rated vacation rentals in Pryor

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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, 189 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, 232 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

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, 386 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 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, 211 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, 134 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

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, 212 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 favorite

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, 291 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, separate bathroom with shower, and small 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.

Top guest favorite

A single-story house features a combination of stone and siding, with a two-car garage and a well-maintained front yard. A wrought iron fence surrounds the yard, and two chairs are positioned on the porch. The property is located on a quiet corner lot.

Guest suite in Billings

4.97 out of 5 average rating, 339 reviews

Much More Than a Suite & 2 miles from metra

CLEAN & PLUSH. Situated in a newer quiet neighborhood, 5 minutes from the metra, 10 minutes to medical & downtown Enjoy an actual kitchen area, wet bar with fridge, tea Coffee, toast, break- Feast goodies. Fireplace, leather furniture. New queen mattress. All bedding & bathroom rugs laundered after each guest. Additional bedroom at request, and fee. Non-smokers/vapors must be 21, NO hook Ups! No animals. Parking in driveway, (if no oil leaks) front porch to enjoy. Clean, clean, clean!

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

4.85 out of 5 average rating, 120 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 cozy sleeping area features a quilt adorned with wildlife motifs, complemented by decorative pillows. Warm wood paneling creates an inviting space, accompanied by soft lighting from mounted sconces. A framed nature-themed artwork enhances the rustic charm of the room.

Guesthouse in Park City

4.96 out of 5 average rating, 365 reviews

NEW Charming Little Cottage in Park City, Mt

Brand New! Super cute little cottage tucked away in the back yard with a contemporary farmhouse/rustic charm to it. Located right off I-90. Less than 10 minutes from Laurel ( which has Walmart, fast food, grocery store, restaurants). 25 minutes from Billings and 20 minutes to Columbus. Private entrance. Perfect for the traveling worker, couple or solo adventure. Wifi is available with a smart TV so you can watch your shows on your favorite apps (Netflix, HuLu, ect.)

Guest favorite

A welcoming living area is shown with a gray sofa and a wooden coffee table positioned on a textured rug. An open kitchen is partially visible, featuring modern appliances. A framed image of a bull adorns the wall, complementing the neutral color palette of the space.

Home in Billings

4.93 out of 5 average rating, 230 reviews

Private Modern 1 Bdr Home W/ Garage

This cozy private 1 Bedroom home has been remodeled for an Airbnb and has everything you may need for a long or short stay. There is a private garage with gated entry as well private parking . You will have everything in this home to yourself . There are all new appliance’s including a new 70inch smart tv in the living room and a smart tv bedroom with high speed internet for all your streaming needs. Comfortable new queen bed and all new furniture.

Top guest favorite

A cozy living space is presented with a light beige wall and an area rug featuring a geometric pattern. A gray sofa is paired with a green armchair, both adorned with decorative pillows. A small side table and lamp provide warm lighting, creating a relaxed atmosphere.

Apartment in Billings

4.96 out of 5 average rating, 375 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.