Holiday rentals in Sweet Grass

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Top-rated holiday rentals in Sweet Grass

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in London Road
4.89 out of 5 average rating, 189 reviews

Waggin' Inn ~ Pet friendly stay!

Over 100 years old in the historic London Road/Victoria Park area. This modernized duplex boasts 9' ceilings with a well stocked kitchen and large dining table to gather around. Three queen sized bedrooms plus a den will sleep 8 guests comfortably. There are 2 full baths with a walk-in shower on the main floor. The enclosed back porch and small fenced patio is great for pets or snuggling around the fire. The property is centrally located with an average 3 min drive to shopping and the hospital.

Guest favourite
The entrance to a renovated cottage is framed by a bright orange door and decorative signage pointing to various destinations. Two chairs are positioned on either side of the entrance, surrounded by greenery and vibrant flowers, with a silo visible in the background.
Home in Chester
4.92 out of 5 average rating, 48 reviews

The Great Northern Bed & Breakfast

Enjoy the intimacy of a renovated 1909 farm cottage! Wifi, Dish Network and a great selection of books about the area provide a relaxing space. This cozy one-bedroom retreat welcomes you to Big Sky country and is a short walk from the shops and cafes of downtown Chester. We are located eighteen miles north of the Marias River, forty miles south of the Sweetgrass Hills, and 110 miles east of Glacier National Park—the perfect respite as you take in the sweeping views of Montana’s high plains.

Guest favourite
Home in Shelby
5 out of 5 average rating, 9 reviews

Cowboy Condo

Howdy! Get a taste of the Wild West while staying at the Cowboy Condo in Shelby, MT. Centrally located- close to I-15, restaurants, shopping and parks. Check out Shelby’s small-town charm or take a day trip to Glacier National Park- just 1.5 hours away. You can take in the peaceful surroundings from the back deck, or try your hand at the arcade games in the bunk room. Either way, you will have a comfortable stay in this updated home with a fully stocked kitchen, cozy beds, & Starlink internet!

Guest favourite
The exterior of the home features a log cabin design with large glass windows that reflect the colorful sky at dusk. A stone chimney rises from the roof, while a spacious deck extends from the front. Surrounding fields display a tranquil natural landscape.
Farm stay in Cut Bank
4.82 out of 5 average rating, 49 reviews

Tranquil, Glacier-View, Luxury Getaway

Experience the tranquility and privacy of a cozy, isolated home on a 150 acre property surrounded by picturesque rolling fields. Rejuvenate away from the bustling noise of the city while still enjoying the modern luxury comforts of life and high-speed internet at this peaceful place to stay. Savor the views of the glaciers from your porch, or venture out into Glacier National Park, just 1.5 hours away for hiking, boating, and more. This home is a great base camp for all your fun adventures.

Superhost
A cozy sleeping area features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps illuminate the space, while a wooden shelf holds framed plant art above the bed. A small plant sits on a nightstand, enhancing the calming ambiance.
Flat in Cut Bank
4.94 out of 5 average rating, 163 reviews

Cut Bank Studio #8 near Glacier National Park

Equipped with fast WIFI, HEPA Air Purifyer, and PlasmaWave air cleaning! Located off Main Street in the historic railroad town of Cut Bank near Glacier National Park, this new remodeled studio suite features modern aesthetics and function such as quartz countertops, beautiful glass tile, and a full sized walk-in shower. Also comfortably equipped with air conditioning, a 55" Roku Smart TV and Netflix subscription, & desk space. Full kitchen amenities with basic cooking supplies provided.

Top guest favourite
A spacious living area features a brown sectional sofa adorned with decorative cushions, centered around a wooden coffee table. Natural light enters through large windows, framed by dark curtains. A patterned area rug covers the hardwood floor, complemented by wall art and a floor lamp.
Home in Cut Bank
4.91 out of 5 average rating, 23 reviews

Wide-Open Views & Sunshine

Unwind with stunning views in this spacious 3-bedroom home. Located near hiking trails, this home is perfect for nature lovers, adventurers, and those looking for a peaceful getaway. Inside, you’ll find a large, fully equipped kitchen. The cozy living space is stocked with board games, making it easy to connect and enjoy quality time together. With three comfortable bedrooms and a clean, bathroom, your stay will be relaxing and hassle-free. 3 queen beds and 1 hotel style twin rollout.

Guest favourite
A private hot tub is situated on a patio, with clear blue water reflecting sunlight. The surrounding grassy area leads to a scenic view of the golf course and the distinct coulee landscape in the background under a clear sky.
Apartment in Paradise Canyon
4.92 out of 5 average rating, 412 reviews

Modern w/HOT TUB on Golf Course & VIEWS!

Welcome to PARADISE! This condo backs onto the secluded and luxurious Paradise Canyon Golf Resort. Nestled in the unique Southern Alberta coulees with amazing views! Relax in your own PRIVATE HOT TUB just outside your door! This stylish renovated unit features air conditioning, a full kitchen, a natural gas fireplace, high speed wifi and smart TV, private laundry, and MORE! Equipped with TWO king bedrooms, and TWO full bathrooms. Come enjoy a peaceful experience with a modern twist.

Guest favourite
The entrance features a white door centered between two large windows, each flanked by tall planters filled with lush green ferns. A welcome sign hangs beside the door, and a patterned outdoor mat is placed in front of it.
Home in Cut Bank
4.86 out of 5 average rating, 81 reviews

Cozy Cut Bank Retreat • 1 Hr to Glacier NP

Stay in a one-of-a-kind converted storefront apartment right in the heart of Cut Bank! Just over an hour from the east entrance of Glacier National Park, our cozy space offers a clean, comfortable, and convenient stop on your Montana adventure. Walk to local diners, coffee shops, and stores, then rest up before hitting the road to the mountains. Whether you’re stopping by to enjoy small town living or seeking a unique and affordable Glacier gateway, we are the perfect place for you!

Guest favourite
A spacious dining area is highlighted by a long wooden table surrounded by black chairs. A floral centerpiece sits atop the table, while the kitchen features wooden cabinets and modern appliances. Natural light filters in through large windows with blue curtains.
Farm stay in Coaldale
4.78 out of 5 average rating, 73 reviews

Lovely Three Bedroom Farmhouse

This unique farmhouse has a style of its own. Just between Coaldale and Lethbridge, this beautiful cottage will give you a brief glimpse into the modern farming practices of this day and age. Nestle right next to one of the largest forage harvesting companies in Western Canada, you and your family could see some of the biggest equipment used in modern day farming right outside your door step. Watch the daily activities of a farm, or spend some time around the pond.

Guest favourite
A spacious yard features a well-defined fire pit surrounded by gravel, with manicured grass and a pathway lined with decorative stones. A deck area is visible, providing additional outdoor seating, while surrounding trees and shrubs contribute to the inviting atmosphere.
Home in Lethbridge
4.95 out of 5 average rating, 128 reviews

The Ultimate Getaway

Our place was designed for families . We gave the yard a campground feel with a large bilevel deck, blue-tooth speaker surround sound, two sitting areas, a hot tub, two fire places (propane and wood),zipline to a landing platform, and a slide from the platform to a sandbox for kids. The yard is very spacious with lots of room to play. The inside was modernized and includes wifi and smart tvs in every room with a large leather sectional couch for easy visiting.

Top guest favourite
A spacious living room features a large sectional leather sofa adorned with colorful throw pillows. A wooden coffee table sits atop a patterned area rug, and sunlight filters in through large windows, illuminating the space. A television on a stand offers additional entertainment options.
Home in Cut Bank
4.95 out of 5 average rating, 95 reviews

Home away from Home!

Forget your worries in this spacious and serene space. Our home is located East of Glacier National Park. That is 45 minute drive. The living room views are of the Rocky Mountain, Mountains. Your only minutes away from the grocery stores, coffee shops, restaurants and bars. Cut Bank also has a small shopping center. Our home has a large living room and a small family room. There is a large and small dining room tables. Our place is perfect for a large family.

Superhost
Rolling hills stretch across the horizon under a clear blue sky, with soft clouds creating a serene backdrop. Lush greenery is visible in the foreground, contributing to the peaceful and natural setting.
Cabin in Coutts
4.88 out of 5 average rating, 16 reviews

Cozy Scenic Cabin 17 km from Writing-on-Stone Park

Relax with the whole family at this peaceful place to stay located at the base of the Sweetgrass Hills. This cabin was built in 2022 and had a brand new finished deck which is perfect for watching the legendary sun rises and sunsets. Our lovely cabin is located just 17km from Writing On Stone provincial park. This makes an excellent destination for those looking to enjoy the outdoors but wanting the comfort and luxury of a fully furnished cabin.

Popular amenities for Sweet Grass holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Toole County
  5. Sweet Grass