Holiday rentals in Highwood

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.

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.

Bison House, Montana Family Home

🦬 🏠 Relax in the quiet Valley View neighborhood of Great Falls, MT. The kids can play on the wood play set, make memories by the fire pit, play Xbox, or watch streaming programs on a the 65” HDTV. This comfortable, family friendly home is 2 blocks from a beautiful miniature golf course. If you’re in the area for local events, you’ll be less than 5 minutes drive to MT Expo Park Fair Grounds. Whatever brings you to Great Falls, you will relax, unwind, and wake up refreshed at the Bison House.

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.

Charming home w/ sauna, jetted tub, & pool table.

Nestled in the heart of Montana, this meticulously crafted single-level family home offers the perfect blend of comfort and style. Whether you're traveling solo, planning a family getaway, or settling in Great Falls for an extended stay, consider this your home away from home. You'll find a fully equipped kitchen, a rejuvenating sauna, a luxurious jetted tub, a wealth of local insights, and the distinct charm of Montana—everything you need for an unforgettable visit and relaxation.

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!

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.

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!

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.

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.

Bright/cozy 2 bdrm rural home 2.5 mi from downtown

Enjoy this bright, cozy home in a quiet rural neighborhood. Airport, golfing, downtown, shopping, movies all less than 3 miles away. All medical facilities within 2-4 miles. This is our home several months of the year so expect all the comforts. The kitchen is fully stocked with spices & baking supplies. We have a dog door so your well behaved pets are welcome. Accepting both long and short term stays.

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.