Holiday houses in Highwood

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Top-rated holiday rentals in Highwood

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Guest favourite
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
4.8 out of 5 average rating, 35 reviews

Prairie Stays

The Prairie stay is located just 15 minutes from 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
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, 103 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.

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, 175 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 spacious living area features a large sectional sofa with yellow accent pillows and a cozy throw. Natural light enters through an adjacent archway, highlighting a textured wall art piece. A wooden coffee table complements the décor, while a ceiling fan overhead adds to the comfort.
Home in Great Falls
4.86 out of 5 average rating, 202 reviews

Where the Buffalo Roam

Come stay where the buffalo roam. This Charlie Russell era home is stylishly updated and sleeps up to six in 3 bedrooms - 2 queens and 2 twins. Centrally located between the airport and Malmstrom AFB, it is walking distance from the heart of downtown and only minutes from the Charles M. Russell Museum, Paris Gibson Square and the Lewis and Clark Interpretive Center. Pets are welcome with a fully fenced (but shared) yard. Enjoy this fantastic home to immerse yourself in the best of Great Falls.

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 home in Great Falls
4.85 out of 5 average rating, 337 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.

Top Guest favourite
A well-maintained salt water hot tub is filled with clear, bubbling water, showcasing a serene blue tint. Soft light reflects off the water's surface, while patio furniture is visible in the background against a backdrop of trees. A tranquil atmosphere is suggested by the early evening sky.
Home in Great Falls
4.98 out of 5 average rating, 115 reviews

Charley Pride’s Place Country Music Legend

Our Gorgeous Remodeled 6 BD 2 BA is Clean | Cozy | Spacious with New Salt Water Hot Tub & Massage Chair. Home was built for Country Music Legend Charley Pride. Home is ideal for Families or Groups that want a Cozy 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 Cozy Living Room.

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, 157 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
The exterior of a unique round house is showcased, featuring a metal roof and large windows. The house is elevated on a grassy hill, surrounded by open fields. A balcony extends from the structure, overlooking the landscape under a vibrant sky at sunset.
Home in Vaughn
4.99 out of 5 average rating, 69 reviews

Roosters & Reels

Nestled on the shore of a peaceful and private set of fishing ponds sits this award winning home. The 235 acre property is the perfect backdrop for relaxation. Brown Trout, Rainbow Trout, waterfowl, pheasants, and deer call this property in the Big Sky State home. This rental allows for catch and release fishing at your leisure. Pheasant hunting opportunity available for additional fee. Please communicate your desire to hunt and/or fish in your correspondence with the host(s).

Guest favourite
Apartment in Great Falls
4.95 out of 5 average rating, 113 reviews

Downtown Snuggery

Who doesn't love to stay in the center of it all? This adorable and snuggly apartment is located in downtown Great Falls on Central Ave! Not to brag, but downtown is really beginning to thrive! From steakhouses, concert venues, toy stores, cocktail bars, dive bars, spas and a darn good diner! Along side the many awesome retailers downtown, we have parades, concerts in the street, farmers markets and so much more! The apartment is just a home away from home!

Top Guest favourite
A charming entrance features two wooden chairs positioned on a stone pathway, inviting guests to relax. Potted flowers hang from the overhang, while a pair of double doors with large windows welcomes visitors into the cottage. The surroundings are well-maintained and enhance the outdoor appeal.
Apartment in Fort Benton
4.98 out of 5 average rating, 41 reviews

Garden Cottage

Retreat to this quiet cottage after a day spent floating the Missouri or exploring Fort Benton's shops and museums. Set in a walkable neighborhood full of kids and dogs, this studio apartment offers privacy and comfort in easy walking distance to downtown and the river. Your host lives on the property in a separate craftsman home, surrounded by gardens, abundant in summer and fall with flowers and edibles. Two friendly dogs and a cat share the yard.

Top Guest favourite
A modern cottage exterior is shown, featuring a sloped roof and a mix of blue and beige siding. Two comfortable chairs are positioned on the patio, inviting relaxation. Large windows allow natural light to flood the interior, offering a view of the surrounding open prairie.
Home in Great Falls
4.99 out of 5 average rating, 249 reviews

Little Modern House On The Prairie

Retreat to a Beautiful New Modern Cottage in the Country. 5 min. to city. High speed internet. NETFLIX & YOUTUBE TV. 2 acres of peaceful serenity. Enjoy the wildlife as you relax watching the sunset from your own private patio. Close to Missouri river fishing access . 1 Hour to World Famous Blue Ribbon fishing . Plenty of Outdoor activities in Montana. 50 amp EV charge area. Need your own charger. Be prepared for a Quiet Stay!! Sorry No Pets.

Top 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, 187 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 holiday rentals

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