Vacation rentals in Highwood

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Top-rated vacation rentals in Highwood

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A bird's-eye view captures a rustic farmhouse situated alongside a tranquil lake, surrounded by lush greenery. Fields stretch into the distance, with farm buildings visible beyond the water. The serene landscape is enhanced by a colorful sky at sunset.
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
The exterior of a quaint home is depicted, featuring a stone accent facade and a wooden overhang. A small porch is visible, with a white door framed by a decorative window. Surrounding greenery and a well-maintained lawn complement the inviting entrance.
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.

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.

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, 123 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
The guest house is illuminated by soft lighting along the roofline, standing amidst a dark sky and moonlight. A set of stairs leads to a well-lit entrance, while nearby trees are silhouetted against the night. The overall atmosphere conveys a sense of privacy and serenity.
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.

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.

Guest favorite
Apartment in Great Falls
4.96 out of 5 average rating, 140 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
Home in Great Falls
5 out of 5 average rating, 28 reviews

The Quaint Little House By The Hill

This lovely little home is perfect for a weekend getaway or a long-term stay. Only a few minutes away from 10th Ave S, our main road, but far enough where you can enjoy some peace and quiet. It is family-friendly equipped with board games, kitchen supplies to cook plenty of meals, and a laundry room for refreshing. There is a small patio on the East side of the house that looks right into a hillside with a nice walking path for an evening stroll.

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.

Guest favorite
A well-maintained exterior of a two-story home is surrounded by lush greenery. The front porch features steps leading to the entrance, framed by a tidy garden and shade from trees. Large windows invite natural light into the space, creating a welcoming facade.
Townhouse in Great Falls
4.82 out of 5 average rating, 139 reviews

Delectable Duplex

Updated home that has been completely renovated with modern and bright touches. Located in a safe, family friendly neighborhood. Centrally located. Five minutes from military base and downtown. Spacious main living area has a huge Roku TV, and comfy couches! Beautiful cabin style kitchen with all new appliances, plus a fresh new bathroom and brand new whole house air conditioning!

Popular amenities for Highwood vacation rentals

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