Vacation rentals in Highwood

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Top-rated vacation rentals in Highwood

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

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Superhost
An aerial view captures the updated farmhouse nestled by a serene lake surrounded by greenery. The expansive fields extend towards the distant mountains, creating a scenic backdrop under a cloudy sky. The rustic charm of the property is complemented by the natural landscape.
Home in Great Falls
4.79 out of 5 average rating, 53 reviews

Prairie Stays

The Prairie stay is located just 15 minutes east of Great Falls. With gorgeous views of the Highwood Mountains which often reflect off the lake. Welcome to ours and now your little slice of Heaven. This updated farm house is located on a working wheat farm. While you may see the tractors out in the field the house is secluded and quiet. The perfect place to kick back and relax. This single level 3 Bedroom 2 Bath house will sleep eleven and is a great spot for couples, families, and bigger groups

Top guest favourite
Home in Great Falls
4.98 out of 5 average rating, 149 reviews

Charley Pride Place • Hot Tub • Family Retreat

Home was built for Legendary Country Music Signer Charley Pride. Home is features 6 Bedrooms and 2 Bathrooms as well as a New Salt Water Hot Tub & Massage Chair. Home is ideal for Families or Groups that want a relaxing place to stay while in Great Falls or headed to Glacier Park. The home backs up to a very Large Park with Playground Equipment for the Kids or space for your Dogs to run around and play. Also has a Game Room with a Massage Chair, Basketball Hoop, and 2 Living Rooms .

Top guest favourite
A cozy living area is adorned with log beams and rustic decor. A comfortable sofa is positioned opposite a gas fireplace. Natural light streams through a window draped in curtains, and a wooden dining table is set nearby, featuring a decorative welcome sign.
Home in Great Falls
4.99 out of 5 average rating, 123 reviews

Hangin' Heart Ranch Guest House W/Western Sunsets

Enjoy stunning sunrises and sunsets at Hangin’ Heart Ranch, nestled in the peaceful countryside west of Great Falls—10 to 15 min. from town. This cozy, one-of-a-kind home sleeps 2 adults (*possibly up to 4) and features high-speed internet, a small workspace, HD TV, well-equipped kitchen, and front-load washer/dryer. Best of all, soak under a star-filled sky in the hot tub right outside your door. *Need space for an extra guest or two? Let us know—we may be able to offer a pull-out sofa bed.

Top guest favourite
A quaint home with a blue metal roof is surrounded by lush green grass and trees. The entrance features a covered porch supported by wooden beams, while large windows allow natural light to enter. A stone accent wall complements the rustic design.
Home in Fort Benton
4.91 out of 5 average rating, 210 reviews

Little Blue Cabin

Welcome to our cozy Montana escape—nestled in the heart of downtown Fort Benton! LBC is just steps away from the beautiful Missouri River, restaurants, bars, and museums. This newly remodeled home blends modern comfort with a rustic MT touch—perfect for a romantic getaway or a weekend fishing with buddies. We love our pets too, so your furry companions are more than welcome! Just be sure to add them on your reservation as we have a one-time pet fee to help us keep the place fresh for everyone.

Guest favourite
A group of horses grazes peacefully in a vast open field, with rolling hills and distant mountains providing a picturesque backdrop. The landscape is characterized by golden grasses and patches of wildflowers, under a clear blue sky.
Barn in Coffee Creek
4.95 out of 5 average rating, 19 reviews

Rustic bunkhouse

Get away from it all when you stay at the Restorative Strides bunkhouse! The bunkhouse has a very open concept and is a step back in time. You’ll enjoy the wagon tongue light fixture, vintage cooktop, reclaimed material used and antique theater chairs from the local theater. Horses are right outside your door and bring an air of calming to your stay. Two twin over queen bunks are ready for your stay as well as a full bed in the loft. Large ice maker for you to fill your cooler. Full bathroom.

Top guest favourite
A charming private guest house is presented, featuring a light blue exterior and a welcoming front deck. Sturdy wooden steps lead up to the entrance, while vibrant pink flowers are positioned beside the pathway. Lush green grass surrounds the building, under a clear blue sky.
Tiny homes in Great Falls
4.86 out of 5 average rating, 375 reviews

Shed with a Bed

Private guest house in a highly desirable neighborhood. The entire guest house to your self with a self check-in, accommodating, studio-like outbuilding. Great place to rest and have a hot shower while fulfilling your agenda in Great Falls. Hot tub available for use for an additional $25 fee per stay. Guest house is in a fenced backyard with privacy, cleanliness, and safety. Equipped with a T.V, Wifi, a mini fridge with refreshments & some snacks, microwave, & an outdoor grassy hangout venue.

Guest favourite
Home in Great Falls
5 out of 5 average rating, 8 reviews

Cozy Boxcar Getaway with a View

Want a unique opportunity to stay in a converted Northern Pacific Railway Boxcar? That is what you'll get with this property. This location consists of 1 Bedroom and 1 Bathroom with a cozy, open living, dining, and kitchen space. Enjoy summer nights overlooking the city of Great Falls, while then waking up to sipping coffee and taking in the beautiful sunrises. This property is located about a 15 minute drive North of town (with just over 2 miles of gravel road leading to the destination)

Guest favourite
The spacious living area features a comfortable grey sectional sofa, a decorative area rug, and a white piano accentuated by indoor plants. Well-lit by natural light, the room includes a ceiling fan and a large window overlooking the neighborhood.
Home in Great Falls
4.89 out of 5 average rating, 155 reviews

Bright and cheerful brick home

Beautiful and quaint 1950's brick home that has been completely renovated with a modern and colorful flair. Located in a safe, family friendly neighborhood. Centrally located. Five minutes from military base and downtown. Spacious main living area has a TV with Netflix and Disney+. Beautiful remodeled kitchen w/heated floors and large island. Fully equipped to cook. Amazing fenced in backyard perfect for hanging out. Includes fire pit and beautiful sunroom to spend a peaceful morning.

Top guest favourite
A custom-built canvas tent is showcased against a clear blue sky, featuring a spacious covered porch supported by wooden beams. Two Adirondack chairs are positioned on the porch, and firewood is neatly stacked underneath. Surrounding trees and rocky terrain create a natural atmosphere.
Tent in Raynesford
4.96 out of 5 average rating, 185 reviews

Unique Canvas Tent with Amazing Mountain Views!

Room to Relax! No fees here! We understand how it feels to search for the a high quality place to stay on your trip. Like you, we are frustrated by the struggle to find affordable high quality places to stay. Nobody should have to experience low quality accommodations. Book with us and your family will thank you! You’ll be able to stay in a high quality place that your family will remember for years to come. Come experience high quality off grid glamping in Montana!

Top guest favourite
A grassy area features several deer grazing peacefully, with a prominent butte rising in the background. The expansive sky and rolling fields contribute to the serene landscape, emphasizing the natural beauty of rural Montana.
Home in Geraldine
4.88 out of 5 average rating, 42 reviews

Rural Getaway

Experience a bit of luxury in beautifully rural Central Montana! This walk-out basement includes two large bedrooms, one small bedroom, one bathroom featuring an all tile walk-in shower, fitness room; and living room centered around a gas fireplace which is surrounded by open views of Square Butte and prairie grasslands. Perfect getaway resting-place for any group of hunters or those looking to watch the sunrise in the middle of the last best place.

Top guest favourite
A charming single-story home is set back from the sidewalk, surrounded by greenery and colorful flowerpots. A pathway leads to the front entrance, flanked by a small porch. The yard is well-maintained, featuring a grassy area and a wooden fence in the background.
Home in Fort Benton
4.96 out of 5 average rating, 77 reviews

Spacious 4-Bedroom Home

Please come and enjoy our spacious 4 -bedroom home in beautiful Fort Benton, MT. Our home is located on a quiet street only 2 blocks from the beautiful Missouri River and walking distance to downtown shopping and restaurants. Perfect space for a larger group, comfortably accommodating 8. We have 1 king, 2 queens, and 2 twin beds. Large kitchen, 2 living rooms, and a great backyard patio with BBQ. You will love our home and Fort Benton!

Guest favourite
A spacious backyard is depicted, featuring a swing set and fire pit surrounded by lush green grass. The cabin is visible in the background, complemented by tall trees that provide shade and privacy. Clear blue skies create a peaceful outdoor setting.
Cabin in Monarch
4.96 out of 5 average rating, 212 reviews

Sun Mountain Cabin

Our Cabin is located just outside of Monarch, Montana. You will find many activities to do in the area such as hunt, hike, ski, 4 wheel, raft, kayak, and fish are just a small list of the possibilities that await you. It's also the perfect getaway as cell service is very limited. Our cabin is perfect for couples, solo adventures and your furry friends, however there is a hide a bed couch that folds out if you need extra sleeping room.

Popular amenities for Highwood vacation rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Chouteau County
  5. Highwood