Holiday rentals in Grayling

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Top-rated holiday rentals in Grayling

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Guest favourite
A sweeping view of a serene lake is captured, surrounded by rolling hills and a vast sky filled with soft clouds. The landscape features gentle grasslands leading to the water’s edge, providing a sense of tranquility in the natural setting.
Home in Dillon
4.88 out of 5 average rating, 108 reviews

Great Montana Adventure Awaits

Quiet neighborhood, with public lands just across the street great for hiking/hunting. Near Clark Canyon Reservoir and famous fly fishing streams(Beaverhead & Big Hole Rivers). We are only 1 hr from Maverick Mountain Ski Area , Elkhorn and Jackson Hot Springs. We are also near the Continental Divide trail. Yellowstone National Park is just a 3 hr drive and 2 hrs to Craters of Moon. There is lots to do in our area for the outdoor active person or just to relax in the great Montana mountains.

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Guest favourite
A welcoming living area features a comfortable seating arrangement with a patterned couch and wooden furniture. A large television is positioned on a stand, while a faux fireplace adds warmth. Natural light enters through a window covered by dark curtains. Decorative elements include Route 66 memorabilia.
Home in Dillon
4.9 out of 5 average rating, 213 reviews

Dillon Den

Enjoy this private, charming 1 bedroom 1 bath unit that can sleep 4 guests. This stylish, comfortable suite offers all the amenities and extras along with a full kitchen, breakfast bar, and full bath. A fun theme helps give this unit its own character and style. A private parking area out front and a private entrance are part of this units attractions for guests to come and go with privacy. The bedroom offers a California King Mattress with high quality bedding for a great nights sleep!

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Top guest favourite
A well-appointed log cabin is showcased against a backdrop of mountains, with a vibrant rainbow arching overhead. The cabin's wooden exterior and expansive deck create a welcoming appearance, with surrounding vegetation indicating a natural, serene environment.
Cabin in Polaris
4.99 out of 5 average rating, 106 reviews

Luxurious & Spacious Log Cabin near Maverick Mtn.

Well appointed log cabin with 3000+ sq ft is a great place to get away from it all. *Close proximity to Elkhorn Hot Springs and Maverick ski area (which you can see from comfort of the hot tub!) *Close to Scenic Byway, lakes, trout streams & national forest making it a great spot in summer as well. *Southwest MT is renowned for hunting & blue ribbon trout fishing...all within hour drive. *3 large beds + bunk room & extra floor space creates flexible space for large groups & families.

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Top guest favourite
A sunlit room features natural wood paneling and a peaked ceiling. A small dining table with two chairs is positioned near a window, while a cozy couch and a stylish lamp are visible in the space. Decorative plants enhance the inviting atmosphere.
Guest house in Dillon
4.96 out of 5 average rating, 227 reviews

Blue Pine Guesthouse MT

This unique getaway is just blocks from downtown Dillon. It’s one of a kind blue pine interior is gorgeous & spacious. The perfect place to enjoy Southwestern Montana from. Dillon offers world renowned fly fishing in the summer, ski slopes 45 minutes away at Maverick mountain in the winter. There’s also the famous Elkhorn hot springs to visit for a $5 day. Enjoy Beaverhead-Deerlodge national forest and Clark Canyon reservoir. Come decompress in this small Montana town surrounded by nature!

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Top guest favourite
The exterior view of the cabin showcases a modern construction with a covered deck and large windows. A spacious lawn surrounds the cabin, featuring a gravel fire pit area with four Adirondack chairs, providing an inviting space for outdoor gatherings.
Home in Dillon
4.99 out of 5 average rating, 158 reviews

Private Blacktail Retreat

Blacktail Retreat is a charming cabin perfect for anyone wanting to get away from it all & indulge in Montana Big Sky views. The cabin is situated 4 miles south of Dillon w/great views & tons of elbow room. Nestled in the Beaverhead Valley, the cabin offers incredible views of several mountain ranges & is only minutes from world class fishing on the Beaverhead & Big Hole Rivers. This space is great for all travelers & has some of the coolest sunsets! (Inquire for 1 night stays.)

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Top guest favourite
The open-concept cabin interior features a wooden kitchen island with four stools, an antler chandelier above, and gray cabinetry. A steep ladder leads to the loft area, while large windows allow natural light to enter, creating a warm ambiance throughout the space.
Cabin in Alder
4.99 out of 5 average rating, 116 reviews

LK Ranch Cabin with hot tub and private fishing.

This 640 sq. ft. cabin, located in Alder Mt, is nestled on our 80-acre working ranch. The ranch has been a part of our family for over 120 years. You will have seclusion and a great view. Guests are welcome to enjoy private fishing on our stretch of Clear Creek. The Ruby River public fishing access is also within walking distance. Fishing licenses are required. Historic Virginia City is only 10 miles to the east and The Ruby Reservoir is just southwest, about 6 miles away.

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Top guest favourite
A serene landscape displays a fenced pasture with several horses grazing peacefully. The surrounding golden grass contrasts with the mountains in the background under a cloudy sky, offering a sense of open space and natural beauty.
Cabin in Dillon
4.97 out of 5 average rating, 30 reviews

Cozy cabin in Horse Prairie

This is 45 minutes from the town of Dillon, we are technically located in Grant, with a Dillon address. Off the beaten path, away from everything, beautiful views as far as you can see. The cabin offers the basic amenities, without the frills. Simplify, unwind, enjoy! Perfect for hunters wanting to hunt Horse Prairie area, the outdoor enthusiast to hike or explore, a couple wanting a romantic getaway, or anyone needing to reset. Please read full description of amenities.

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Guest favourite
Home in Dillon
4.91 out of 5 average rating, 186 reviews

Baker's Place

This 3 bedroom, 2 twins and a recent upgrade to a new king bed in the main bedroom, one bath with como tub/shower. New kitchen leinium adds beauty to the dining area. This Mobile Home is clean and simple. It has a spacious fenced back yard for kids and dogs. There is a nice porch for enjoying the evenings. We are friendly and love people. We are normally available for questions or help. If you are looking for somewhere reasonable and comfortable to stay give us a try.

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Top guest favourite
A comfortable seating area features a modern sofa accented by plush pillows, situated beside a large glass window offering expansive views of the mountains and surrounding landscape. A decorative rug lies on the wood floor, adding warmth to the space.
Cabin in Dillon
4.94 out of 5 average rating, 480 reviews

Alturas 1 - 1BR Modern Cabin, Big Beautiful Views

This is a beautiful cabin with modern touches, clean lines, and spectacular mountain views via massive windows. The cabin takes its name from one of the peaks you'll see right out your window, Alturas 1 (Our 2 BR cabin is named for the next peak to the north... Alturas 2. Alturas 1 is a 1 BR cabin with a convertible sofa in the front room to accommodate up to 3 guests. **(PET OWNERS, please read pet section in the "the space" section.**

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Top guest favourite
An airy loft space features wooden beams and a sloped ceiling. A spacious bed is covered with a white textured blanket and accented by checkered pillows. Large windows allow natural light to fill the room, offering views of the surrounding landscape.
Cabin in Dillon
5.0 out of 5 average rating, 41 reviews

Working ranch in Montana

Come join us in Montana! We would love to share our working ranch experience with you and your family. Relish in the day to day activities associated with a working ranch including feeding, moving, branding, doctoring and raising cows and horses in the stunning Dillon area. Many activities in the surrounding area include blue ribbon fishing, hunting, birdwatching, skiing, mining and ghost towns, Yellowstone and much, much more!

FamilyLocationOutdoor spaces

Guest favourite
The cabin, featuring a timber frame design, is surrounded by grassy land. A covered porch with two white adirondack chairs invites relaxation. The roof is gabled, and the exterior showcases a blend of wood shingles and stone. Nearby, rolling hills create a serene backdrop.
Farm stay in Dillon
4.93 out of 5 average rating, 401 reviews

Ranch Retreat at the base of the Pioneer Mountains

Come experience life on an authentic ranch in beautiful southwestern Montana! Just 30 minutes outside the charming town of Dillon, stay in a quiet and remote cabin at the base of the Pioneer Mountains, with the Beaverhead National Forest right outside your back door. Located 5 miles from Birch Creek for fishing and hiking enthusiasts. We have cattle, horses and donkeys that you can see right from the front porch.

FamilyLocationOutdoor spaces

Top guest favourite
A restored log cabin and adjacent bunkhouse are set in a grassy area with trees providing shade. The cabin features a wooden deck with seating, while the bunkhouse has twin bunks visible. The tranquil surroundings create an inviting outdoor space.
Cabin in Dillon
4.95 out of 5 average rating, 147 reviews

Morstein Cabin

Restored cabin and bunkhouse in quiet private location within a mile of Dillon. Bunkhouse has twin bunks to sleep two, power but no heat. The cabin is very comfortable year around. Queen bed and full hide-a-bed in couch. Pictures say it all. Firepit for s'mores or cooking on the outside. Horse shoes for a bit of friendly competition. Frequently, deer pass through or lie in the yard.

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Popular amenities for Grayling holiday rentals