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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Guest favorite
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
4.81 out of 5 average rating, 48 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

Guest favorite
Home in Great Falls
4.88 out of 5 average rating, 185 reviews

Vicky's Place | Pet Friendly w/Yard & Parking

Come stay at Vicky's Place — updated Victorian home built in 1900. In the heart of Great Falls - minutes from downtown, museums, Malmstrom, and the hospital. Explore everything the Electric City has to offer! Cozy & clean home blends historic character with modern comfort. Enjoy a fully fenced yard and all amenities you need for a hassle-free stay — including a fully stocked kitchen, laundry machines, and more. After a day of sightseeing, hiking, or just passing through - feel right at home!

Top guest favorite
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, 119 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 favorite
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, 200 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.

Top guest favorite
A hot tub is set on a private deck, illuminated by soft blue lights. The bubbling water creates a soothing ambiance, inviting relaxation. A railing surrounds the area, providing safety and a view of the surrounding landscape at night.
Home in Great Falls
4.96 out of 5 average rating, 122 reviews

Cozy Charmer Cottage - Soak and Relax w/ King Beds

Charming 4BR home is the perfect for families or groups. Relaxing Private Backyard with a Hot Tub & Tree Swing for the little ones. Enjoy grilling out & spending time with family under the Big Montana Sky. A short 2 min walk to a very Large Park and Jaycee Swimming Pool to enjoy on Hot Summer Afternoons. Jaycee Park includes a Basketball Court, Pickleball Courts, & large playground. A Few Mins from Restaurants, Grocery Stores & Shopping. Make lasting memories on your Montana Adventure!

Guest favorite
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, 363 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.

Superhost
A living area features a floral-patterned sofa paired with a comfortable armchair. Natural light enters through the large window, highlighting the wooden flooring. A small table is positioned in front of the sofa, while decorative items adorn the walls, adding character to the space.
Home in Carter
4.65 out of 5 average rating, 20 reviews

The Dodge House

Built in the early 1900's, the home has some natural floor sloping, part of historic charm, and completely safe. There are 3 steps to go up from the back door with a hand rail. Located in a small community close to a lot of nice places to visit and site see. 5 miles from the Missouri River. Surrounded by flowering hedges and a nice flower garden. Off street parking. Fenced yard with a gate to close to keep your dog safe. Surrounded by agriculture fields, cows, deer, antelope, and birds.

Top guest favorite
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
4.97 out of 5 average rating, 179 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 favorite
An open basement living area features a gray sofa, a large projector screen, and a cozy seating arrangement with a plush chair. A dining table with brightly colored chairs is visible, along with a decorative bowl containing snacks, set against deep blue walls and wooden elements.
Apartment in Great Falls
4.91 out of 5 average rating, 141 reviews

Cozy movie theater basement near downtown!

Enjoy a unique and cozy stay at this stylish shared duplex. Located within walking distance of downtown Great Falls, you'll have easy access to local restaurants, shops, and attractions. Perfect for a fun getaway or a peaceful retreat, this space offers the perfect balance of entertainment and comfort. Whether you're watching a film in the private theater, working out in the gym, or sipping beer from the tap, this home has everything you need for a memorable stay.

Guest favorite
Apartment in Great Falls
4.96 out of 5 average rating, 139 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 favorite
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
4.97 out of 5 average rating, 74 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!

Top guest favorite
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, 204 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