Vacation rentals in Plentywood

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Top-rated vacation rentals in Plentywood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A living room is furnished with two dark leather sofas positioned around a glass coffee table. A patterned area rug covers the floor, while artwork depicting palm trees and a serene landscape adorns the walls. Plants are placed in the corners, enhancing the space's fresh feel.
Home in Williston
4.9 out of 5 average rating, 31 reviews

A newly executive basement apt

This stylish basement apartment is unique as it comes with a separate door to the outside and is perfect for corporate/oilfield executives, traveling nurses, family of two. It is equipped with a mini kitchen, living room, tv and internet, a computer, a printer and a mini bar. It's the perfect for daily and a weeklong rental for the outdoor enthusiast. Excellent wifi for remote working. it's very close to restaurants, bars, downtown, airport, shopping centers, gas station and many exciting places

Top guest favorite
Farm stay in Flaxville
5 out of 5 average rating, 57 reviews

“The CHICKEN COOP”

“THE CHICKEN COOP” offers a sunny, roomy, modern, space to spend time in a quiet, peaceful, rural setting. Hot sourdough bread awaits you! The Big Sky of Montana offers a spectacular show of stars, northern lights & endless miles of cropland, wildlife, hospitality, & small town fun, only 6 miles away. Come enjoy rural Montana- the last “best place”. Children must be supervised at ALL times! Farm equipment, dog, cat, chickens on property. Quonset available to hang your deer and process game.

Top guest favorite
A comfortable living area features two dark leather sofas facing each other, complemented by a wooden coffee table in the center. Natural light enters through a wide window, adorned with sheer curtains, creating a bright and welcoming environment.
Home in Coronach
4.95 out of 5 average rating, 19 reviews

Rock Mountain Retreat, South Saskatchewan

Escape the race at this unique and tranquil getaway. Whole home on a private yard on a working ranch, Rock Mountain Retreat will become your new favourite place to unwind, relax, and enjoy the many features of the area. Whether you are looking for a lake getaway with the family, or a fall hunting lodge, we welcome you to our pet friendly home. Fully remodelled with your enjoyment in mind, from the beautiful rainfall shower, to the outdoor space, to our multi purpose mudroom, you’ll love RMR

Guest favorite
The exterior of a two-story house is presented, featuring white siding and black shutters. A turquoise door adds a vibrant touch, while flower pots filled with colorful blooms are positioned beside the entrance. A well-maintained lawn enhances the inviting appearance.
Home in Plentywood
4.97 out of 5 average rating, 64 reviews

Hillside Home

A comfortable and relaxing stay featuring a newly remodeled open floor kitchen, dining, and living area, bath and infrared sauna room. Guests have full access on the main level. The two guest bedrooms (queen) and a second full bath are on the second floor and laundry in the basement. Enjoy WiFi throughout the home, an outdoor dog kennel, and a pellet grill on the deck in the back. The house is located just a short drive from many areas of State of Montana public hunting land as well.

Top guest favorite
A single-story house is shown with a white exterior and a sloped roof. A welcoming entryway is framed by a decorative wreath on the front door. A wooden deck with railing leads to the entrance, surrounded by an expansive grassy area.
Home in Scobey
4.97 out of 5 average rating, 39 reviews

Harvey House- Beautiful 5 bedroom, 3 bath home

Bring the whole family to this great place situated on 2 lots right on the edge of town. This place is very spacious and a great place to book with your friends or your family. This amazing space has 5 bedrooms, 3 bathrooms and 2 huge living rooms! This property is new to us and is furnished in Brand new furniture and furnishing as of the beginning of October 22, the basement was just finished spring/summer 23. Your dogs will love the huge, fenced back yard.

Guest favorite
A charming two-story house is set in a well-maintained yard. The exterior features light yellow siding with white trim and a welcoming porch adorned with large windows. Colorful flower beds and stone accents enhance the inviting entrance. A driveway leads up to the front door.
Home in Williston
4.84 out of 5 average rating, 19 reviews

The Sunset Cottage

Stay in a cozy 1910 home full of character and comfort, just steps from downtown Williston. With 3 bedrooms, 2 bathrooms, a full kitchen, and space to sleep up to 10 guests, there's room for everyone. Enjoy the clawfoot tub, a sunny backyard, and a peaceful 3-seasons porch. Walkable location to local parks, bars, shops, and food. The perfect mix of vintage charm and modern convenience.

Superhost
The exterior of a gray house is shown, featuring a wrap-around porch with wooden railings. The structure has several windows, and a tree adds greenery to the front. The scene captures a serene evening atmosphere with a hint of twilight.
Home in Williston
4.89 out of 5 average rating, 46 reviews

River Hacienda

Nestled in farm country, located at the end of the road, the house sits on a bluff overlooking the Missouri River. This cozy home sits in a peaceful and quiet country setting, with amazing views, and a large yard and covered porch. Only a 15-minute drive to the city center, grocery shopping, parks and hospitals. Easy access to several national parks, hunting, fishing and boat launch.

Guest favorite
A modern kitchen is equipped with sleek stainless steel appliances, including an oven and refrigerator. White cabinetry and marble countertops create a clean aesthetic. A window is adorned with a sheer curtain, allowing natural light to illuminate the space. Two bar stools are positioned at the counter.
Home in Plentywood
4.9 out of 5 average rating, 29 reviews

Grandma's Place

Our cozy, 2 bedroom home offers a blend of comfort and charm with all the amenities you may need for your stay. Hunters are welcome! If you have dogs, please contact us prior to booking. Dogs may stay in kennels in the garage. We have a small yard that allows for toileting/feeding. Dogs are not allowed in the house for any reason.

Guest favorite
A cozy living area features two leather recliners flanking a rustic trunk. A simple tan sofa sits across from the seating arrangement, with wood-look flooring contributing to the inviting ambiance. A clock is mounted on the wall, complementing the overall decor.
Home in Westby
5 out of 5 average rating, 12 reviews

Almost Stateline

This house located in Westby is in the heart of bird migration with prime observation access within a few minutes. This area is also excellent for upland bird hunting and with the location of the house can be used for either Montana or North Dakota enthusiasts. Westby is a little town with a big heart.

Guest favorite
Home in Plentywood
5 out of 5 average rating, 26 reviews

Northern Nights Cottage

Relax with the whole family at this peaceful place to stay. Northern lights are often brilliant in this area. Hunting pheasants and white tail deer is also quite popular in the fall months. Dogs are allowed only in back room and kennel. No dogs allowed in living quarters on furniture or beds.

Top guest favorite
A modern single-story home featuring a metal roof and multiple gabled windows. The front yard displays a grassy area with a mix of grass and patches of bare earth. A paved driveway leads up to the attached garage, providing easy access.
Home in Roosevelt County
4.97 out of 5 average rating, 32 reviews

Beautiful 3 bedroom home in rural Froid MT.

A newer built home located south of Froid MT. Quiet and peaceful where you can enjoy a cup of coffee while watching a Montana sunrise from either the living room or the back deck. Catch a glimpse of pheasants, deer, or antelope passing by the large back yard.

Guest favorite
The exterior of a cozy white home is depicted, featuring a peaked roof and a welcoming front porch. Surrounding trees and shrubs add a touch of greenery, while a gravel road leads to the entrance, creating a sense of seclusion and tranquility.
Home in Froid
5 out of 5 average rating, 14 reviews

Alma’s Place

A cozy 3 bedroom home with a spacious living room, full kitchen, 1.5 bath, and large yard. We even offer a large kennel outside with a dog house for your four legged companions. Perfect for any hunters or families needing a peaceful place to stay.

Popular amenities for Plentywood vacation rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Sheridan County
  5. Plentywood