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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Top guest favorite
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, 143 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 .

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.

Guest favorite
A modern kitchen area is highlighted by wooden paneling and warm, recessed lighting. A central wooden island with bar stools fosters a casual dining experience, while a white refrigerator and kitchen appliances are neatly arranged in the background.
Home in Belt
4.84 out of 5 average rating, 37 reviews

Belt Butte Street Tiny homes

Enjoy a stylish experience at this centrally-located place. This tiny home has so much to offer while you stay in the quaint little town of Belt Montana. Centrally located in Montana for all sorts of recreational opportunities or just come for an evening at the historic theater and enjoy a show and dine in at the Harvest Moon all within walking distance. Skiing, snowmobiling, Hiking, fishing, hunting or just relaxing as your traveling through to one of the national parks Montana has to offer.

Guest favorite
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 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, 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
4.92 out of 5 average rating, 142 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 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.

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
4.88 out of 5 average rating, 182 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.

Top guest favorite
The exterior of a ranch-style house is shown, featuring a combination of light yellow siding and dark brown accents. A well-maintained front yard with a manicured lawn is visible, alongside a paved pathway leading to the entrance. A large tree offers shade, enhancing the property's curb appeal.
Home in Power
4.95 out of 5 average rating, 153 reviews

Power Retreat

Small town living with a full house with lots of space and a big yard and private parking that can accommodate a boat or trailer. The house has 3 large bedrooms with lots of space to spread out. Only 20 minutes to Great Falls, 40 minutes to the Rocky Mountain Front and an easy day trip to Glacier National Park. Perfect for a family or hunters looking for a place to set up camp.

Guest favorite
Home in Great Falls
4.92 out of 5 average rating, 148 reviews

Buffalo Jump Retreat - Extended Stay

Our spacious and centrally-located home is ready for you and your large group! With five bedrooms, two bathrooms, two living rooms, fenced yard, and a large kitchen, the Buffalo Jump is the perfect place for your group to spread out and relax.

Popular amenities for Highwood vacation rentals

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