Vacation rentals in Highwood

4.92 out of 5 average rating, 156 reviews

Several sets of antlers are displayed on a wooden surface beside a large window. Natural light enters through the window, illuminating the antlers' textures and shapes. Outside, a view of the street and nearby vehicles can be seen.

Home in Fort Benton

Little Blue Cabin

Quaint home in the middle of historic downtown Fort Benton. Parks, museums, bars, and restaurants all within walking distance. Only a few blocks from the Missouri River and the beautiful river walk. Newly remodeled home with a rustic Montana touch. Great place for a couple getaway or some friends traveling for a fishing trip. We love our pets too so we want you to travel with yours! But pets can also be messy. So be sure to add your pet onto your reservation as we do charge a one time pet fee.

The exterior of the home is showcased, featuring a welcoming front porch with wooden steps leading up to the entrance. A fenced yard is visible, surrounded by well-maintained green grass and mature trees, contributing to a peaceful outdoor setting.

4.87 out of 5 average rating, 180 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.

4.84 out of 5 average rating, 32 reviews

A modern kitchen features light grey cabinetry and a spacious countertop. Natural light is welcomed through a window above the sink. A coffee maker, gold faucet, and decorative circular tray are visible, along with a dishwasher and additional storage options.

Home in Belt

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.

4.83 out of 5 average rating, 306 reviews

A clean and organized bathroom features a shower with glass doors and a compact vanity with a sink. A mirror is mounted above the sink. Towels are neatly arranged on a shelf, and essential toiletries are provided for convenience.

Tiny home in Great Falls

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.

4.98 out of 5 average rating, 103 reviews

Charley Pride’s Place Country Music Legend

Our Gorgeous Remodeled 6 BD 2 BA is Clean | Cozy | Spacious with New Salt Water Hot Tub & Massage Chair. Home was built for Country Music Legend Charley Pride. Home is ideal for Families or Groups that want a Cozy 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 Cozy Living Room.

A charming Victorian house is visible, featuring a green exterior with white trim. A welcoming porch with lattice work frames the entrance. The front yard has a grassy area, and a walkway leads to the steps, providing easy access to the home.

4.87 out of 5 average rating, 154 reviews

Vicky's Place, private home in central Great Falls

Come stay at Vicky's Place! An updated Victorian house built in 1900. Centrally located - get anywhere in Great Falls fast. Located minutes from downtown, museums, Malmstrom, and the hospital. The house is set up to provide a comfortable stay for you and your group. The kitchen is stocked with all needed appliances and cookware. The living room has space for all guests and a 55-inch TV ready for streaming. Enjoy relaxing at your private home after a day exploring the Electric City!

4.96 out of 5 average rating, 139 reviews

A custom-built canvas tent is nestled among tall grasses and wildflowers, with mountains and pine trees in the background. A clear view of the natural surroundings emphasizes the tranquility of this glamping experience in Montana.

Tent in Raynesford

Canvas Tent with Amazing Mountain Views and WIFI!

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!

4.97 out of 5 average rating, 33 reviews

An outdoor deck space offers a circular hanging chair and several wicker chairs, arranged around a low table. Colorful throw pillows add touches of brightness. A potted plant is placed on the floor, and surrounding fencing provides a sense of enclosure.

Apartment in Fort Benton

Garden Cottage

Retreat to this quiet cottage after a day spent floating the Missouri or exploring Fort Benton's shops and museums. Set in a walkable neighborhood full of kids and dogs, this studio apartment offers privacy and comfort in easy walking distance to downtown and the river. Your host lives on the property in a separate craftsman home, surrounded by gardens, abundant in summer and fall with flowers and edibles. Two friendly dogs and a cat share the yard.

An outdoor bar area is featured, with two stylish metallic bar stools positioned at a wooden counter. A decorative lantern and glass accents are placed at the center, while the backdrop showcases a modern cottage with large windows and a welcoming patio.

4.99 out of 5 average rating, 228 reviews

Little Modern House On The Montana Prairie

Retreat to a Beautiful New Modern Cottage in the Country. 5 min. to city. High speed internet. NETFLIX & YOUTUBE TV. 2 acres of peaceful serenity. Enjoy the wildlife as you relax watching the sunset from your own private patio. Close to Missouri river fishing access . 1 Hour to World Famous Blue Ribbon fishing . Plenty of Outdoor activities in Montana. 50 amp EV charge area. Need your own charger. Be prepared for a Quiet Stay!! Sorry No Pets.

4.96 out of 5 average rating, 165 reviews

A wooden swing is positioned near a stone fire pit, surrounded by lush green grass. The fire pit, composed of carefully arranged stones, features a stack of seasoned firewood. Towering trees and distant hills create a serene backdrop under a blue sky.

Cabin in Monarch

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 suite in Great Falls

A cozy living area features a sectional sofa, a small wooden table, and a flat-screen TV. Light-colored walls are accented by decorative plants and a star-shaped wall piece. A ladder and window treatments add character, while carpet provides comfort underfoot.

4.92 out of 5 average rating, 146 reviews

Cozy and Comfortable, Home away from Home

Cozy basement - here for work or play this is the perfect place to stay! Private entrance and keyless entry, you’ll have your own space downstairs - living room, private bathroom and bedrooms. The unit has a separate entrance in the backyard and while there are only a couple steps it is not handicapped accessible. This quiet neighborhood will be a great place to relax after a day in beautiful Great Falls.

The exterior of the house features a sleek design with horizontal siding and contrasting dark trim. Two chairs are placed on a light-colored concrete patio, flanked by small potted plants. Soft lighting illuminates the entrance, creating a welcoming ambiance as dusk approaches.

4.94 out of 5 average rating, 110 reviews

Bunkhouse at Down Home Acres

Beautiful little house on the prairie surrounded by mountain views. Our hope is that your stay will be rejuvenating and restful! The hot tub out back on the patio offers views of the Rockies on a clear day. The family room is stocked with books and games for your benefit and we are only a 10 min drive down gravel road from the town of Great Falls where you can find numerous fun experiences.

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Popular amenities for Highwood vacation rentals

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Other great vacation rentals in Highwood

4.84 out of 5 average rating, 31 reviews

A scenic view is presented with a group of deer grazing in a grassy area, set against the backdrop of Square Butte. The landscape features rolling hills and open fields under a cloudy sky.

Home in Geraldine

Rural Getaway

AnitaRating, 5 stars6 days ago

Absolutely beautiful space and surroundings. Very comfortable environment. Cory’s family lives upstairs but the home is so well built you can’t hear the family. It all felt very private. You have your own patio with table and benches. I can’t say enough how nice it all was.

4.92 out of 5 average rating, 13 reviews

An outdoor seating area is arranged around a stone fire pit, featuring wooden benches and black metal chairs. In the background, a two-story orange cabin and a green storage structure are visible, framed by pine trees and a gentle mountain landscape.

Cabin in Belt

Sluice Box Hideaway

LarryRating, 5 stars11 months ago

If you are looking for the true Montana experience this is the place. Beautiful scenery, abundant wildlife and a quiet location. Michelle was wonderful. No matter what my requests were she was always accommodating. I will definitely give this property 5 stars. Larry

A wooden walkway leads to the entrance of the house, framed by a stone and wooden façade. Soft golden light highlights the textures of the materials. Beyond the gate, a serene view of the lake can be glimpsed, framed by trees and open sky.

4.8 out of 5 average rating, 15 reviews

Prairie Stays

LesRating, 5 stars2 weeks ago

Had an awesome time at prairie stays. Keith was great to work with and although we only had a couple questions he responded right away. The setting is spectacular and also very peaceful! Saw lots of wildlife too.

4.88 out of 5 average rating, 166 reviews

The laundry room is equipped with a washing machine and dryer side by side, alongside a utility sink. A light-colored cabinet hangs above, offering storage space, while a clear plastic container is placed on top of the dryer. A gray mat lies on the floor beneath.

Home in Fort Benton

Emily's Vacation Cottage cozy 2 bdr

AdamRating, 5 stars1 week ago

Booked for two nights with my mom, dad, son and cousin for the annual fishing trip to Fort Benton. Easy check-in and clean-up/checkout duties. Place was very cozy and kids watched movies at night. Air conditioned. Responsive host and communicated well via text and the app. Will stay there again!

5 out of 5 average rating, 24 reviews

A spacious yard is surrounded by mature Cottonwood trees, providing a natural and serene atmosphere. A wooden fence encircles the area, offering privacy. Lush green grass covers the ground, inviting outdoor activities and relaxation in a tranquil setting.

Home in Highwood

House in the Highwood Mountains

TracyRating, 5 stars3 weeks ago

Willow's comfortable country home is in a peaceful setting, with the soft musical song of the creek and abundant birdsong. The lilacs around the front porch were in full bloom and filled the air with their sweet, delicate fragrance! It was a treat to sit on the porch, quietly taking it all in. We had everything we needed for a very restful, comfortable stay and would stay again.

5 out of 5 average rating, 15 reviews

A serene landscape showcases rolling hills under a warm sunset. Fencing lines the gravel path, with creatures visible in the distance. The sky is painted in soft yellows and oranges, providing a peaceful backdrop to the vast open fields.

Guest suite in Cascade

Bar Diamond D Ranch Rental

ChetRating, 5 stars1 week ago

We loved our stay at Diana's place! It was very comfortable and accommodating. Close proximity to the Missouri River, which was what we needed for a few days of fishing and floating. The roaming animals on property and breathtaking mountain views at sunset were the highlights of our stay! Thank you, Diana, for hosting us!

A cozy outdoor seating area is displayed featuring two textured chairs, each with floral cushions, paired with a small table. A large window with plaid curtains is positioned behind the seating, bringing in natural light while providing a view of the surrounding greenery.

Home in Carter

4.58 out of 5 average rating, 12 reviews

The Dodge House

JamesRating, 5 stars7 months ago

Responsive host. Great amenities.