Vacation rentals in Grayling

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Top-rated vacation rentals in Grayling

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Guest favorite
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
4.87 out of 5 average rating, 103 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.

Top guest favorite
A rustic cabin is displayed with a reddish-brown wooden exterior under a cloudy sky. A gravel path leads to the entrance, flanked by cut logs and stone stumps. Nearby, an open area of grass offers a spacious view of the surrounding landscape.
Cabin in Twin Bridges
4.93 out of 5 average rating, 145 reviews

2-bedroom Cabin in the Heart of the Ruby Valley

Bring your family for a vacation and enjoy some fishing in one of our Blue Ribbon trout streams including the Big Hole and Beaverhead Rivers less than a mile away… or maybe track down that monster bull this fall ... or come for a winter getaway and take a snow excursion in Yellowstone Park.... or just enjoy the peaceful views from our property and relax... the options are endless. This cabin has a full kitchen with dinnerware and utensils, full bathroom with full tub/shower and oil stove heat.

Guest favorite
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.
Guesthouse in Dillon
4.95 out of 5 average rating, 203 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!

Top guest favorite
A charming log cabin is presented with a wooden deck and steps leading to the entrance. The porch features a table and chairs, inviting outdoor relaxation. Surrounding grass and slight elevation emphasize the cabin's serene setting, complemented by distant rolling hills under a cloudy sky.
Cabin in Twin Bridges
4.95 out of 5 average rating, 117 reviews

COZY Cabin

Relax in this quiet, peaceful setting near the Big Hole, Beaverhead and Ruby Rivers. This tranquil spot is truly hard to find anywhere. Fox, deer, antelope can be spotted from your own deck. The views are spectacular and the cabin is very serene. Have breakfast on your deck, enjoy a barbecue meal or sit by the fire inside of this perfect setting. It has a single bedroom with 1 queen bed, tv, dresser and a walk in closet. The living room has a gas fireplace, large tv and futon.

Top guest favorite
The cabin exterior is showcased with a modern design, featuring large windows and a covered porch. A wooden railing surrounds the deck, providing access to outdoor seating. The surrounding landscape features natural elements, including gravel pathways and rocky borders.
Cabin in Dillon
4.97 out of 5 average rating, 191 reviews

Stunning Views, Privacy, Luxe Design 10 Min 2 Town

This beautiful cabin has modern touches, clean lines, and spectacular mountain views via massive windows. You won't find traditional dim/dingy cabin appointments here, just a modern/well-appointed take on a western cabin. Step onto the covered deck & feel the fresh air while sipping your morning coffee or evening cocktail fireside. You'll be located just minutes from Dillon, a charming town offering shops, restaurants, and events. ✔ Covered Deck ✔ Mountain Views ✔ Serene Location

Top guest favorite
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, 142 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.)

Top guest favorite
The sheep wagon is positioned on a wooden deck, featuring a rounded wooden exterior and vintage wheels. A small set of stairs leads to the entrance. Flower pots adorn the deck, while the picturesque landscape includes green grass and a clear blue sky.
Tiny home in Sheridan
4.99 out of 5 average rating, 397 reviews

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

Top guest favorite
A spacious living area features two recliner chairs and a pair of comfortable couches. A small table with a decorative flower arrangement is centrally positioned. A softly lit lamp stands nearby, while a wood-burning stove can be seen in the background, complementing the rustic wooden walls.
Home in Dillon
4.93 out of 5 average rating, 150 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.

Top guest favorite
Two flowering trees frame a gravel path leading to a rustic dark wooden barn, with a sunset casting warm light across the green lawn. Potted flowers add color to the landscape, enhancing the serene outdoor space.
Farm stay in Dillon
4.98 out of 5 average rating, 83 reviews

Blacktail Inn & Stables

Spacious bedrooms, featuring comfortable rustic beds and custom tiled bathrooms. The two master suites are setup with king beds but can convert into two twins when larger groups (up to 7) stay. The expansive kitchen is perfect for hosting friends and family, and the large common area allows you to relax by the fire or watch TV. The wrap-around deck provides a beautiful panoramic view of the valley and surrounding mountain ranges. Perfect for BBQs!

Guest favorite
Two horses graze peacefully in a lush green pasture, framed by evergreen trees. The distant mountains rise softly in the background, while a calm morning light colors the sky. Nearby, homesteads are visible against the serene landscape.
Guest suite in Dillon
4.86 out of 5 average rating, 162 reviews

Halcyon Days

Guest quarters of quiet ranch-style home on 3.3 acres near Dillon, MT: (1) pvt entrance/parking, (2) pvt. full bath, (3) one BR with Queen bed, (4) Family room with (a) sofa bed, (b) 55" internet TV (Netflix, Amzn Prime) (c) kitchen, (d) office with WiFi, Copier, Printer, FAX. Wheelchair accessible (all internal doors are 3' w). We are located in SW Montana in Beaverhead River Valley devoted to ranching, trout fishing & hunting.

Top guest favorite
A rustic kitchen features a green corrugated wall with shelves displaying an assortment of colorful dishes and glassware. A white farmhouse sink is paired with a vintage stove, while a wooden table is set with a vase of yellow flowers, inviting a warm and homey ambiance.
Cabin in Alder
4.96 out of 5 average rating, 95 reviews

The Garden Haus

Charming historic log cottage, newly remodeled. Nestled in a rural agriculutural neighborhood, the old historic Ruby Town, with enclosed private backyard and garden. Connect with the natural world and inspire your artist within! Delight in the vintage details and history of the house: 1 king, two twins, and a large open studio space. Enjoy soaking in the vintage tub, dining in the enclosed porch, and eating straight from the garden!

Top guest favorite
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 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!

Popular amenities for Grayling vacation rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Beaverhead County
  5. Grayling