Holiday rentals in Pryor

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Top-rated holiday rentals in Pryor

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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, 194 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, 241 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
A spacious living area features a dark sectional couch adorned with decorative pillows. A wooden tray with a potted plant sits on a woven coffee table. Natural light filters through large windows, illuminating the neutral-toned décor and modern kitchen in the background.
Flat in Billings
4.96 out of 5 average rating, 106 reviews

New Luxury Apartment in Billings

Located in a family friendly neighborhood, you'll find Studio 201 on the second floor just a few doors down from a local coffee shop and around the corner from a new taproom. This home is equipped with a spacious kitchen to prepare meals, private work space, relaxing couch, king sized bed, and a balcony to catch the evening sunsets or sip your morning coffee. Guests can enjoy the nearby walking trails, Yellowstone River and easy access to the interstate, which quickly gets you anywhere in town.

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, 224 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, 140 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, 220 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 cozy bedroom features a spacious bed adorned with soft bedding and two large accent pillows. A round mirror hangs above the bed, with natural light streaming in through two windows. A nightstand with a lamp and clock adds functionality to the serene atmosphere.
Home in Billings
4.94 out of 5 average rating, 285 reviews

Montana Dreamin’ | Peaceful Porch & Quiet

Our home is an entirely new, single family home. Perfect for 1-4 persons to enjoy a getaway tucked into a family friendly neighborhood with parks and view of the nearby hills. Decked with relaxed vibes and the amenities to make you feel right at home. Professionally decorated and set up with a TV in every room, cookware, in house washer\dryer, Nespresso, breakfast-fixings, a patio that is just waiting for you to enjoy with an afternoon coffee or a nighttime glass of wine. Your choice. ;)

Top guest favourite
A vibrant living area features a large sectional sofa positioned in the corner, complemented by colorful decorative elements. The walls are painted in a rich purple, while a potted plant adds a touch of greenery. A warm light pendant creates a cozy ambiance in the room.
Home in Billings
4.95 out of 5 average rating, 361 reviews

Sweet Place for Traveler & Dog to Lay Their Head

This is a nonjudgmental scent free home with a Zen attitude in a modest neighborhood. You must read the additional rules before booking & answer the question in your opening message as well as including any guest coming with you. I am centrally located. Airport 8 min, Hospitals 5 min, Metra 7 min, a short walk to Downtown and easy access to freeway. I provide snacks, drinks, coffee, tea, oatmeal & fully stocked bathroom. No 3rd party bookings. No guest under 18 yrs of age

Top guest favourite
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.
Guest house in Park City
4.97 out of 5 average rating, 379 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.)

Superhost
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
4.91 out of 5 average rating, 241 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 favourite
A wooden deck is surrounded by lush greenery, featuring a cozy seating area with vibrant cushions and throws. A round table with four chairs is situated nearby, creating an inviting space for relaxation. The scene is complemented by various potted plants.
Flat in Billings
4.96 out of 5 average rating, 405 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 favourite
A modern kitchen area is featured with sleek white cabinetry and stainless steel appliances. A dining table with black chairs sits adjacent, illuminated by natural light from large windows. Textured brick accents add warmth to the space, creating a cozy and inviting atmosphere.
Flat in Billings
4.95 out of 5 average rating, 182 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 local pizza place. 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.

Popular amenities for Pryor holiday rentals

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