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, 177 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, 101 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.

An enclosed front porch features hardwood floors and a polished wooden ceiling. A comfortable seating area with pastel-colored cushions is positioned against the wall under large windows. A decorative rug lies on the floor, and a welcoming wooden front door adds charm to the entryway.

4.99 out of 5 average rating, 109 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.

4.96 out of 5 average rating, 137 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, 31 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, 227 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, 163 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.

4.9 out of 5 average rating, 398 reviews

The entrance features a wooden door with glass panels, flanked by decorative green tiles. A carved design is visible on the wall beside the entrance, adding character to the exterior. Large windows allow natural light to illuminate the space.

Apartment in Great Falls

Downtown Flat 2bd (3rd floor-has stairs)

This beautiful apartment is spacious and ready for your leisurely stay! 2 bedrooms with a queen size bed in each room! Fully functional kitchen, washer and dryer included! It is located on Central Avenue, the heart of Downtown. Makes for easy access to some of the best shops, eateries, breweries & places Great Falls has to offer! In the summer, downtown has concerts, parades, farmers markets, sidewalk sales and so much more!

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, 145 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.

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Other great vacation rentals in Highwood

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.

4.79 out of 5 average rating, 14 reviews

Prairie Stays

JoshRating, 5 stars1 month ago

I never write reviews. Yet this stay has compelled me to. Keith’s listing at Prairie Stays was above and beyond in every regard. Situated right on a large private pond, the view is inescapably beautiful (I highly recommend watching the sunrise from the sun room from 0530-0800 with a cup of coffee). Keith is a responsive host and made check-in and check-out a breeze. I would highly recommend this local gem to everyone out there looking for a private area with unbeatable views.

4.88 out of 5 average rating, 164 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

Theresa AnnRating, 5 stars4 days ago

This little cottage was perfect. My husband and I plan to stay there when we visit Fort Benton in the future. It was exceptionally clean, the kitchen was so well stocked with food, as well as anything you may want to cook/serve a meal. Very comfortable beds. So peaceful and quiet and I especially loved seeing deer wondering the neighborhood. Very reasonably priced also.

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 stars1 week 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.

The exterior of a modern home is displayed, featuring a mix of wooden and smooth siding. Large windows allow natural light, while a well-maintained lawn and concrete driveway create an inviting entrance. A fenced yard provides privacy, enhancing the home's tranquil setting.

5 out of 5 average rating, 17 reviews

Beautiful New Home w/ two Master Suites

BrendaRating, 5 stars4 weeks ago

I totally recommend this place if you are needing a very clean, updated, affordable home to stay at with the best working layout for a family. Jeff was an amazing host. His response time was super quick.

The image captures a tranquil view of the Missouri River, reflecting hues of orange and purple from a sunset sky. Gentle hills flank the river, and sparse trees line the water's edge, contributing to a peaceful natural landscape.

5 out of 5 average rating, 46 reviews

Rivers Edge Cottage!

HeatherRating, 5 stars4 days ago

The house and neighborhood were very beautiful and peaceful. Exploring it made us consider it as a retirement location for the future. We love the fact Cindy allows pups and there was a large, fenced grass backyard for them to hang out in! Cindy was very nice and helpful with recommendations of local places to visit and fish. She is very safety conscious and warned us about the steep riverbank which was a hazard for pets and children. We appreciated that since we thought we could walk right up to it! Will definitely stay again the next time we come to visit family in Great Falls!

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 stars6 months ago

Responsive host. Great amenities.

Superhost

A wide view of the horizon at sunset features a prominent flat-topped mountain silhouetted against a colorful sky. Shades of orange, pink, and purple blend seamlessly, creating a serene backdrop to the expansive landscape.

Farm stay in Great Falls

4.93 out of 5 average rating, 15 reviews

Little House in the Big Country

JustinRating, 5 stars20 months ago

If you are looking for quiet and private, glorious night skies, and a deep nights sleep, Jeanne’s place is it. This place is for those that want a quiet place to read, journal, enjoy a quiet cup of coffee, and slow your pace of life for a few days.