Vacation rentals in Grayling

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Top-rated vacation rentals in Grayling

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

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Top 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, 105 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 favourite
A small patio area is shown, featuring a pair of wooden Adirondack chairs and a welcome mat. A vibrant orange blanket is draped over one chair. A plant in a planter sits beside the door, with the entrance framed by autumn foliage.
Home in Dillon
4.9 out of 5 average rating, 127 reviews

Vintage shotgun home with modern updates.

This vintage shot gun house retains its old-world charm while being updated with modern amenities. The bedroom area has a queen size adjustable bed. The living room area has a small sleeper sofa & a smart TV. The kitchen is full sized with a gas stove and stocked with basic cooking needs. The house faces the alley with 2 private parking spots and is located within walking distance of downtown Dillon, parks and U of MT Western. Fishing & hunting opportunities are within easy driving distance.

Guest favourite
A spacious log home is presented with a green metal roof and a wide front porch. Surrounding landscaping features trees and shrubs, providing a natural backdrop. The well-maintained driveway leads to the entrance, creating an inviting approach to the property.
Home in Dillon
4.89 out of 5 average rating, 18 reviews

RIVER FRONTAGE-Beaverhead Meadows-LUXURY-PRIVATE

One Of A Kind Home For Your Montana Getaway! Luxury And Seclusion, Yet Near Town. This family estate is a few minutes from town, but you feel like you have your own private Ranch all around you! Beautiful views, tons of wildlife, very private, upscale home to make your Montana experience... just right. Private, Custom Log Home - Beaverhead River access (extra fishing fee, contact owner- seasonal). Stunning Deck/Views, Gas Grill, unique outside gazebo for evening bonfires and making memories!

Top guest favourite
A refinished cabin is set amidst expansive green fields, with rolling hills and mountains visible in the background. The structure features a covered porch and large windows, enhancing the connection to the surrounding natural landscape under a cloudy sky.
Cabin in Sheridan
5 out of 5 average rating, 113 reviews

Hardy Hill Cabin

Escape to this private, beautifully refinished historic cabin just 4 miles east of Sheridan. Nestled in the foothills with breathtaking mountain views, wide-open skies, and unforgettable Montana sunsets, it’s the perfect place to relax and unwind. Enjoy the convenience of self check-in with a private entrance/keypad door. Ideally located near rivers, streams, hiking trails, and mountain adventures, this cozy retreat offers the perfect balance of seclusion and easy access to outdoor recreation.

Top guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 178 reviews

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

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.
Guesthouse in Dillon
4.95 out of 5 average rating, 209 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 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, 147 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 favourite
A cozy open-concept living space features a casual dining area with a round table and light-colored chairs. The kitchen is visible, showcasing dark cabinetry and modern appliances, while natural wood flooring adds warmth to the atmosphere.
Cabin in Dillon
4.98 out of 5 average rating, 61 reviews

Quiet 2 bedroom (4 bed) Cabin

Conveniently situated just minutes south of Downtown Dillon, Montana, the Gatehouse is a 4 bed (2 queen beds per room) 1.5 bath cabin in a country setting. The kitchen features granite countertops, large refrigerator, oven/stove, a dishwasher and microwave; and is completely outfitted with dinnerware, glassware, and basic cookware and utensils. Kick back and enjoy satellite television on the flat screen or utilize the high speed wireless internet connection.

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
4.93 out of 5 average rating, 455 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.**

Top 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
4.94 out of 5 average rating, 380 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.

Guest favourite
A spacious tent is prominently positioned on a vibrant green pasture, surrounded by gentle rolling hills under a clear blue sky. Two outdoor chairs are placed nearby, inviting relaxation while taking in the serene rural landscape.
Tent in Whitehall
5 out of 5 average rating, 9 reviews

#2- Pasture Glamping w/ Views + Bath + Sauna

Stay in a glamping tent set in our pasture on a WORKING (formerly Amish) farm in rural southwest Montana—complete with a private bathroom and cow trough shower. This is a true farm experience—rustic, grounded, and one-of-a-kind. Expect open land, animals nearby, and the natural rhythms of farm life (including guardian dogs at night). Located 17 minutes south of I-90 near hot springs and hiking.

Top guest favourite
A rustic log cabin is set against a backdrop of lush green fields and distant mountains. The cabin features a wooden facade and a small porch, with two outdoor chairs positioned on a spacious lawn area under clear blue skies.
Cabin in Twin Bridges
4.97 out of 5 average rating, 38 reviews

S-S Cabin in Twin Bridges

Whether you are on a fishing trip, hunting trip, or simply finding a place in between, the S-S Cabin is the perfect spot to relax. Located on Highway 41 just 5 minutes outside of Twin Briges, this cozy 1950’s studio log cabin with modern updates has just enough space for 2-3 people. There is a queen bed and full-sized pull-out couch, a full-sized kitchen, ¾ bathroom, and plenty of free parking.

Popular amenities for Grayling vacation rentals

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