Book Holiday Homes in Sheridan

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Featured Holiday Homes in Sheridan

The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo

The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo

Twin Bridges
A stay at this vacation home places you in the heart of Twin Bridges, within a 10-minute walk of Madison County Fairgrounds and Beaverhead River.
The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo
Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana

Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana

Sheridan
With a stay at this vacation home, you'll be centrally located in Sheridan, within a 15-minute drive of Ruby Valley and Ruby Valley Ditch.
Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana
The Historic Harding House

The Historic Harding House

Virginia City
A stay at this vacation home places you in the heart of Virginia City, a 1-minute drive from Brewery Follies and 14 minutes from Madison Valley History ...
The Historic Harding House
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Pet friendly home with fenced yard, gardens and sauna one block from Main Street

Pet friendly home with fenced yard, gardens and sauna one block from Main Street

Ennis
With a stay at this vacation home in Ennis, you'll be within a 5-minute walk of Spirit of the North Sled Dog Adventures and Depot Gallery.
Pet friendly home with fenced yard, gardens and sauna one block from Main Street
Charming guesthouse in Ennis, MT

Charming guesthouse in Ennis, MT

Madison County
With a stay at this vacation home in Ennis (Shining Mountains), you'll be 9 minutes by foot from Madison River.
Charming guesthouse in Ennis, MT
Beautiful brand new house with breathtaking Shining Mountain views.

Beautiful brand new house with breathtaking Shining Mountain views.

Ennis
With a stay at this vacation home in Ennis (Shining Mountains), you'll be 11 minutes by car from Madison River.
Beautiful brand new house with breathtaking Shining Mountain views.
Orchard House On The Jefferson River

Orchard House On The Jefferson River

Whitehall
When you stay at this vacation home in Whitehall, you'll be on a river and steps from Jefferson River.
Orchard House On The Jefferson River
Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch

Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch

Ennis
With a stay at this vacation home in Ennis, you'll be on the waterfront, and 5.6 mi (9 km) from Madison River and 6.7 mi (10.7 km) from Jack Creek Preserve Outdoor ...
Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Sheridan
Located in Sheridan, this vacation home is on the waterfront, within a 15-minute drive of Ruby Valley and Ruby Valley Ditch.
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sheridan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sheridan vacation homes are the perfect way for you to wing it.

Holiday houses in Sheridan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sheridan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sheridan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sheridan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sheridan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sheridan Holiday Homes essential information

Accommodation
60 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo, Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana, The Historic Harding House, Pet friendly home with fenced yard, gardens and sauna one block from Main Street, Charming guesthouse in Ennis, MT, Beautiful brand new house with breathtaking Shining Mountain views., Orchard House On The Jefferson River, Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch, Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Top trending hotels in Sheridan

LITTLE LOG CABIN IN THE RUBY

LITTLE LOG CABIN IN THE RUBY

Sheridan
Located in Sheridan, this cabin is in the mountains, within a 15-minute drive of Madison County Fairgrounds and Beaverhead River.
LITTLE LOG CABIN IN THE RUBY
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Sheridan
Located in Sheridan, this vacation home is on the waterfront, within a 15-minute drive of Ruby Valley and Ruby Valley Ditch.
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
Earl's Cabin. Quiet 1930s hand hewn log cabin. Fishing hunting opportunities.

Earl's Cabin. Quiet 1930s hand hewn log cabin. Fishing hunting opportunities.

Sheridan
When you stay at this cabin in Sheridan, you'll be within a 5-minute drive of Ruby Valley Ditch.
Earl's Cabin. Quiet 1930s hand hewn log cabin. Fishing hunting opportunities.
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Cozy Cabin in Montana's Ruby Valley

Cozy Cabin in Montana's Ruby Valley

Sheridan
Located in Sheridan, this cabin is on a river, within a 15-minute drive of Ruby Valley and Ruby Valley Ditch.
Cozy Cabin in Montana's Ruby Valley
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.