Holiday rentals in Highwood

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Top-rated holiday rentals in Highwood

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

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Guest favourite
Home in Great Falls
4.88 out of 5 average rating, 176 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 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, 107 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, 186 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, 211 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, 346 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.

Guest favourite
The spacious living area features a comfortable grey sectional sofa, a decorative area rug, and a white piano accentuated by indoor plants. Well-lit by natural light, the room includes a ceiling fan and a large window overlooking the neighborhood.
Home in Great Falls
4.89 out of 5 average rating, 143 reviews

Bright and cheerful brick home

Beautiful and quaint 1950's brick home that has been completely renovated with a modern and colorful flair. Located in a safe, family friendly neighborhood. Centrally located. Five minutes from military base and downtown. Spacious main living area has a TV with Netflix and Disney+. Beautiful remodeled kitchen w/heated floors and large island. Fully equipped to cook. Amazing fenced in backyard perfect for hanging out. Includes fire pit and beautiful sunroom to spend a peaceful morning.

Top guest favourite
The updated kitchen features modern appliances, including a stainless steel refrigerator and a dishwasher. A large marble kitchen counter allows for food preparation, while the open layout provides views of the adjoining dining and living areas, enhanced by natural light from multiple windows.
Home in Great Falls
4.98 out of 5 average rating, 126 reviews

3rd Ave. North Bungalow

This charming century- old bungalow is the perfect location to enjoy all that Great Falls has to offer. Centrally located with mature tree lined sidewalks, it is just a short walk to the C.M. Russell Museum and a quick drive to downtown restaurants and bars. The home has been recently renovated to provide modern features while also thoughtfully preserving its original character. There are two well appointed bedrooms with additional sleeping in the living room and one central bathroom.

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, 162 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!

Guest favourite
A charming bungalow is set among greenery, featuring a yellow front door that welcomes guests. Steps lead up to the entrance, framed by welcoming landscaping. The exterior highlights a blend of light-colored siding and a peaked roof, creating an inviting curb appeal.
Home in Great Falls
4.82 out of 5 average rating, 102 reviews

Adorable and Cozy Bungalow - 2 Bedrooms - 1 bath

Adorably cute Bungalow centrally located to get anywhere in town fast. Located in a safe, family friendly neighborhood. Five minutes from military base and downtown. Open Concept main living area with 55 inch TV, comfy couches, and room to enjoy guests company together. The kitchen is well stocked with all new cookware, appliances including a gas stove to cook meals, and seating for four. Perfect place to enjoy cozy comfort with all new furniture at a cost friendly price!

Top guest favourite
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.
Flat in Great Falls
4.91 out of 5 average rating, 95 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 favourite
Flat in Great Falls
4.95 out of 5 average rating, 122 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!

Guest favourite
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, 178 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.

Popular amenities for Highwood holiday rentals

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