Holiday rentals in Highwood

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 .

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!

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.

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.

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.

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!

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.

Cute, Cozy, and Clean Studio

Welcome to our studio! The space is the size of a hotel room and features a large kitchenette stocked with plates, cups, and pans. There is coffee and popcorn available to guests. The room has a 55” smart TV, stereo system, and dedicated WiFi available.

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.