Vacation rentals in Highwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highwood

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

1 of 1 pages1 / 1

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

4.81 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

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, 201 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, 125 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

Tiny home in Great Falls

4.85 out of 5 average rating, 364 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 canvas wall tent structure is supported by wooden beams, featuring a deck with two outdoor chairs. Stacked firewood is neatly arranged beneath the structure. The backdrop showcases rolling hills and a clear blue sky, enhancing the natural setting.

Tent in Raynesford

4.97 out of 5 average rating, 180 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

4.92 out of 5 average rating, 144 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.

Top guest favorite

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, 266 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. You'll need your own EV charger. Be prepared for a Quiet Stay!! Sorry No Pets.

Guest favorite

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

4.87 out of 5 average rating, 39 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 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!

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, 205 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.

Guest favorite

A single-story house features a light-colored exterior with a welcoming front door and a small covered porch. A well-maintained lawn surrounds the home, complemented by flowering plants near the entrance. A garage is visible on one side of the structure.

Home in Fort Benton

4.89 out of 5 average rating, 183 reviews

Emily's Vacation Cottage cozy 2 bdr

A comfortable and relaxing furnished house located in historic Fort Benton, Montana. Accommodations for up to 6 people, with 2 bedrooms, kitchen, full bath, laundry room, and backyard space with outdoor furniture. Off street parking. Restaurants, shopping, museums and the historic levee and downtown district are a walk away. Your comfort is our goal. Pet fee apply per pet, per night. Only 2 dogs allowed. No cats allowed.