Vacation rentals in Highwood

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Top-rated vacation rentals in Highwood

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Superhost

An aerial view captures the updated farmhouse nestled by a serene lake surrounded by greenery. The expansive fields extend towards the distant mountains, creating a scenic backdrop under a cloudy sky. The rustic charm of the property is complemented by the natural landscape.

Home in Great Falls

4.8 out of 5 average rating, 30 reviews

Prairie Stays

The Prairie stay is located just 15 minutes from Great Falls. With gorgeous views of the Highwood Mountains which often reflect off the lake. Welcome to ours and now your little slice of Heaven. This updated farm house is located on a working wheat farm. While you may see the tractors out in the field the house is secluded and quiet. The perfect place to kick back and relax. This single level 3 Bedroom 2 Bath house will sleep eleven and is a great spot for couples, families, and bigger groups.

Guest favorite

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, 170 reviews

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.

Top guest favorite

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

4.84 out of 5 average rating, 329 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 favorite

A spacious living area features a dark sectional sofa adorned with decorative cushions. A tasteful coffee table sits centrally, showcasing a floral arrangement. Large windows allow natural light to fill the room, complemented by wooden accents and light-colored walls.

Home in Great Falls

4.87 out of 5 average rating, 167 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!

Top guest favorite

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, 150 reviews

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!

Top guest favorite

The exterior of a unique round house is showcased, featuring a metal roof and large windows. The house is elevated on a grassy hill, surrounded by open fields. A balcony extends from the structure, overlooking the landscape under a vibrant sky at sunset.

Home in Vaughn

5 out of 5 average rating, 63 reviews

Roosters & Reels

Nestled on the shore of a peaceful and private set of fishing ponds sits this award winning home. The 235 acre property is the perfect backdrop for relaxation. Brown Trout, Rainbow Trout, waterfowl, pheasants, and deer call this property in the Big Sky State home. This rental allows for catch and release fishing at your leisure. Pheasant hunting opportunity available for additional fee. Please communicate your desire to hunt and/or fish in your correspondence with the host(s).

Guest favorite

A cozy living area offers a spacious gray sofa and two armchairs arranged around a light coffee table. A round area rug adds warmth to the wooden floor. Large windows bathe the room in natural light, framed by white curtains. A dining table with chairs is visible in the background.

Home in Great Falls

4.96 out of 5 average rating, 46 reviews

I'm pretty on the inside.

Come relax in this cute Victorian charmer. This one bedroom, 1 bathroom home is the main level of an up/down duplex. Home has been completely renovated inside and is fully equipped to make you feel right at home. Comfortable king bed, room air conditioning, washer and dryer. This is a smoke and pet free home. Please note that the Host does have an exemption from service animals, due to health and safetly reasons, therefore no animals are permitted in the property. Thank you.

Top guest favorite

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.

Home in Great Falls

4.97 out of 5 average rating, 59 reviews

Cozy townhome duplex 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 favorite

A charming entrance features two wooden chairs positioned on a stone pathway, inviting guests to relax. Potted flowers hang from the overhang, while a pair of double doors with large windows welcomes visitors into the cottage. The surroundings are well-maintained and enhance the outdoor appeal.

Apartment in Fort Benton

4.97 out of 5 average rating, 37 reviews

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.

Top guest favorite

A modern cottage exterior is shown, featuring a sloped roof and a mix of blue and beige siding. Two comfortable chairs are positioned on the patio, inviting relaxation. Large windows allow natural light to flood the interior, offering a view of the surrounding open prairie.

Cabin in Great Falls

4.99 out of 5 average rating, 244 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.

Top guest favorite

A charming single-story home is set back from the sidewalk, surrounded by greenery and colorful flowerpots. A pathway leads to the front entrance, flanked by a small porch. The yard is well-maintained, featuring a grassy area and a wooden fence in the background.

Home in Fort Benton

4.97 out of 5 average rating, 63 reviews

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!

Top guest favorite

A spacious backyard is depicted, featuring a swing set and fire pit surrounded by lush green grass. The cabin is visible in the background, complemented by tall trees that provide shade and privacy. Clear blue skies create a peaceful outdoor setting.

Cabin in Monarch

4.96 out of 5 average rating, 179 reviews

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.