Vacation rentals in Sweet Grass

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Top-rated vacation rentals in Sweet Grass

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

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Top guest favorite
Home in Milk River
5 out of 5 average rating, 36 reviews

Self serve brkfst Mins to border/Writing on Stone

Enjoy all the comforts of the whole home including a lge fenced yard for privacy & pet safety. •great location in the hub of town across from shops & hwys •complimentary self serve breakfasts with endless coffee assures your travelling day starts with relaxation •plates, cups, utensils, pots, pans, microwave, fridge, stove •3 bdrms, 1 king, 2 queen, linens, baby bassinet •3 bths with towels/amenities, bath, jetted tub/showers •tv, laundry, iron, WiFi, fans, private parking, garage, deep freeze

Guest favorite
Home in London Road
4.89 out of 5 average rating, 183 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 favorite
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 favorite
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 favorite
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.
Apartment 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.

Guest favorite
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.
Condo in Paradise Canyon
4.92 out of 5 average rating, 406 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 favorite
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
4.89 out of 5 average rating, 79 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 favorite
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
4.94 out of 5 average rating, 125 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.

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.

Guest favorite
The exterior of a charming antique home is depicted, featuring a welcoming front porch with light-colored chairs. Colorful flowers, including yellow lilies and white blooms, are visible in the neatly landscaped garden, complemented by a lush green lawn and clear blue sky.
Home in Raymond
4.91 out of 5 average rating, 64 reviews

The Robin’s Nest: Charming Retreat with Hot Tub

Charming antique home in Raymond, Alberta with a 6 person hot tub! 4 bedrooms, 3 queen beds, 1 double bed, 1 crib, 2 twins (daybed and trundle), and queen air mattress. Cozy vibe and spacious backyard, all in a prime location. Professionally cleaned, fresh linens and towels provided. Close to shops, restaurants, Lethbridge, and Waterton National Park. Perfect for families and furry friends. Book now and enjoy Southern Alberta's charm!

Top guest favorite
A spacious exterior view of the house is framed by mature trees and green grass. The design features a modern look with a combination of stone and wood. A circular driveway leads to a welcoming entrance, while blue recycling bins add a practical touch.
Home in Lethbridge
4.96 out of 5 average rating, 112 reviews

A Place to Enjoy!

Forget your worries in this very private, quiet, spacious and serene space. Spectacular views from every room in your space! Private covered patio and BBQ area where you can enjoy your morning coffee and watch the sunrise! Steps away from walking trails and stairs, and minutes away from golf and so many other things to do! For longer stays we will have laundry facilities available on specified days.

Popular amenities for Sweet Grass vacation rentals

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