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Browse Select Sheridan Vacation Homes

The Gemmell House 1800s in downtown Sheridan, Montana!
Exterior

The Gemmell House 1800s in downtown Sheridan, Montana!

The Gemmell House 1800s in downtown Sheridan, Montana!
Ennis, MT: Madison River, Fishing, Yellowstone National Park, & Hunting
Enjoy cooking in this well-lit kitchen with a large island and modern appliances.

Ennis, MT: Madison River, Fishing, Yellowstone National Park, & Hunting

9.8 out of 10, Exceptional, (58)
"A great house in a perfect location."
Ennis, MT: Madison River, Fishing, Yellowstone National Park, & Hunting
4-bedroom house in amazing Ennis with WiFi, AC
Outdoor dining

4-bedroom house in amazing Ennis with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We had a terrific stay at this beautiful mountain home. Right off the main road, it was spacious, clean, family friendly and comfortable. A super thoughtful and responsive host, Lauren answered all of our questions and stocked the house and bathrooms with abundant water bottles. The kitchen has everything you could need and the beds and bedding were perfect. The kids loved running around outside and we all slept so comfortably. The decks allowed for gorgeous views of the mountains and the...
4-bedroom house in amazing Ennis with WiFi, AC
Where beautiful scenery is unavoidable! Fly-fishing, hiking/family time w/pets!
Situated on a deck with a wooden railing, this cabin features a comfortable rocking chair.

Where beautiful scenery is unavoidable! Fly-fishing, hiking/family time w/pets!

10.0 out of 10, Exceptional, (167)
"We enjoyed the comfortable bed, the beautiful views, the quiet neighborhood and relaxing in the family room in the evening after busy days enjoying the Ennis area."
Where beautiful scenery is unavoidable! Fly-fishing, hiking/family time w/pets!
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
Welcome to Dixon Linda, a residence located at 16 Indian Ct Rd, surrounded by a rural landscape.

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

10.0 out of 10, Exceptional, (154)
"Clean, decorated and furnished perfectly and perfect size for the 4 of us; large yard to play soccer and toss the football; tetherball, large private pond with brook trout and baby geese that flows into a stream that flows into a roaring creek; Big Sky View; covered patio; backroads great for dirt biking; fire pit; close to town and 20 minutes from Virginia City. A Very Special Place that is comfortable and entertaining!"
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
Ennis, MT Vacation Home near Yellowstone and Fly Fishing on the Madison River
Enjoy a serene view from this expansive deck overlooking a body of water and rolling hills.

Ennis, MT Vacation Home near Yellowstone and Fly Fishing on the Madison River

10.0 out of 10, Exceptional, (55)
"Great house with a gorgeous views of the Madison Valley. Ennis is a nice little town — good fishing, food, and atmosphere. The hosts are great and the house was clean and well appointed. "
Ennis, MT Vacation Home near Yellowstone and Fly Fishing on the Madison River
Country Home located on 20 Acres
Guests can enjoy a sheltered spot under the gazebo's glass roof.

Country Home located on 20 Acres

9.2 out of 10, Wonderful, (56)
"Highly recommend this place for anyone looking for a quiet and relaxing getaway. Very spacious and cozy with all the amenities you could need. The town and views are incredible. Host was very easy to communicate with and will certainly take advantage of booking here again."
Country Home located on 20 Acres
Orchard House On The Jefferson River Close to Renova Hot Spring & Copper K Barn
Situated in a natural setting, this cabin offers a panoramic view of the surrounding landscape from its large window.

Orchard House On The Jefferson River Close to Renova Hot Spring & Copper K Barn

10.0 out of 10, Exceptional, (65)
"Cozy 3 night stay, beautiful views. Will definitely visit again in warmer months so we can enjoy fishing the River. "
The price is CA $184
CA $414 total
includes taxes & fees
Aug 19 - Aug 20
Orchard House On The Jefferson River Close to Renova Hot Spring & Copper K Barn
The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo
Cozy living area with a large dining table, comfortable sofa, and smaller couch.

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

10.0 out of 10, Exceptional, (88)
"Wonderful property. Host was super easy to work with and stayed in touch. Great stay."
The Combat Fisherman. Entire house. One block to the Beaverhead. Walk to bars/fo
2 Mi to Big Hole River: Mtn-View Montana Haven
Exterior

2 Mi to Big Hole River: Mtn-View Montana Haven

10.0 out of 10, Exceptional, (1)
"This is the perfect place for a getaway. Spectacular views of the surrounding mountains, sit outside in the mornings and listen to the birds then watch the beautiful sunset from the front porch in the evenings. Highly recommend."
2 Mi to Big Hole River: Mtn-View Montana Haven
Foothill Trail Cabin
Cozy retreat with a large bed, nightstands, and a bench, set amidst exposed beams and pendant lights.

Foothill Trail Cabin

10.0 out of 10, Exceptional, (4)
"The house was fantastic! The whole property was clean and had everything we needed. The house is way bigger than it looks in the pictures and the views were amazing! We would definitely book this house again."
Foothill Trail Cabin
Historic Downtown Ennis Escape
Relax on the outdoor patio with a wooden deck and metal roof, surrounded by comfortable seating and a serene neighborhood view.

Historic Downtown Ennis Escape

9.2 out of 10, Wonderful, (5)
"The house was perfect for us as we got ready for our daughter's wedding. Plenty of room and the extra fans helped as no air conditioner. (it cooled off in the evening, so not that was not that big of a deal to us). I fell in love with this cute little old home, and I wanted to work in the garden as it really needed some love. I would definitely stay there again when back in Ennis if available."
Historic Downtown Ennis Escape
Charming 2-bedroom house in lovely Alder with WiFi, AC & beautiful Mountain View
Property grounds

Charming 2-bedroom house in lovely Alder with WiFi, AC & beautiful Mountain View

10.0 out of 10, Exceptional, (1)
"The property was absolutely beautiful! The kitchen was gourmet and room for so many! The views were stunning! "
Charming 2-bedroom house in lovely Alder with WiFi, AC & beautiful Mountain View
Montana Getaway with mountain views
Relax in a comfortable seating area with a bench and chairs, surrounded by a mountain view.

Montana Getaway with mountain views

10.0 out of 10, Exceptional, (39)
"Beautiful view and neighborhood. Really a great place to stay. Owners thought of every detail. Would definitely stay there again."
The price is CA $265
CA $486 total
includes taxes & fees
Aug 26 - Aug 27
Montana Getaway with mountain views
Charming cabin in the Tobacco Root foothills
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

Charming cabin in the Tobacco Root foothills

10.0 out of 10, Exceptional, (1)
"Our stay was just what we were looking for, very relaxing! The porch was the highlight,what a view! My dogs were also comfy , a kennel when mom's not watching and their own room to sleep,after playing ball among the junipers. Special thanks to Kathy for all her patience with me( have a smartphone but don't know how to use it ) Thanks for the wonderful stay!"
Charming cabin in the Tobacco Root foothills
The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck
Sit on the porch and enjoy the serene surroundings.

The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck

10.0 out of 10, Exceptional, (7)
"We had a great time, would definitely recommend! "
The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck
Montana Prairie Cabin
Situated in a grassy field, this cabin offers a covered porch with a bench for outdoor seating and a rustic appearance.

Montana Prairie Cabin

10.0 out of 10, Exceptional, (13)
"It was a nice place to stay. It takes a bit of time to get to the place . it is definitely way back in the country. Clean and neat and organized. "
Montana Prairie Cabin
Ennis, MT: Conveniently located vacation cabin
Enjoy cooking in this kitchen with a refrigerator, oven, and wooden island with bar stools.

Ennis, MT: Conveniently located vacation cabin

10.0 out of 10, Exceptional, (54)
"Very cozy get away. "
Ennis, MT: Conveniently located vacation cabin
Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch
Cozy log cabin-style bedroom with two single beds, each adorned with a geometric-patterned quilt.

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

9.8 out of 10, Exceptional, (8)
"This place is amazing, with the creek running through to the starry nights, a beautiful place."
Rustic Montana cabin w/Jack Creek Access & catch and release fishing - T-Lazy-B Ranch
Cozy Log-beamed cabin near Yellowstone and Ennis’ World class Madison River
Relax on the deck with a view of snow-capped mountains.

Cozy Log-beamed cabin near Yellowstone and Ennis’ World class Madison River

10.0 out of 10, Exceptional, (4)
"It was great for us, worked well, nice cabin, and the host was wonderful."
Cozy Log-beamed cabin near Yellowstone and Ennis’ World class Madison River
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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Top Sheridan Hotel Reviews

Red Bear Inn

Red Bear Inn

10/10 Excellent
"Comfortable and was a nice stay. "
LARRY 1-night trip
Posted 3 days ago
Red Bear Inn