Photo by Jason Kenagy

Sheridan Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Sheridan

LITTLE LOG CABIN IN THE RUBY
10.0 out of 10, Exceptional, 4 reviews
"Clean, comfortable and quiet. Well provided. Wanted for nothing."
LITTLE LOG CABIN IN THE RUBY
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
10.0 out of 10, Exceptional, 137 reviews
"We have stayed at this property for 5 seasons. It is always perfect in every way It is a perfect setting for us as it is central to our favorite fishing rivers. We plan to return almost as soon as we leave."
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.
9.0 out of 10, Wonderful, 2 reviews
"Hosts were great and trying hard. The place is clean and certainly doable but maybe a tad tight and lacking in amenities for anything other than a short stay."
Earl's Cabin. Quiet 1930s hand hewn log cabin. Fishing hunting opportunities.
Save an average of 15% on thousands of hotels when you're signed in
Cozy Cabin in Montana's Ruby Valley
10.0 out of 10, Exceptional, 61 reviews
"The cabin was perfect for me and my dog. Very comfortable and good location on the edge of Sheridan."
Cozy Cabin in Montana's Ruby Valley
Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana
10.0 out of 10, Exceptional, 10 reviews
"Very good suited our needs to a tee"
Ruby Valley Lodge; Log Lodge nestled near Downtown Sheridan Montana
Lovely cabin on Main Street Sheridan Mill Creek runs through backyard
Lovely cabin on Main Street Sheridan Mill Creek runs through backyard
Large Family Size Home Near Lakes, Rivers and Historical Attracttions
Large Family Size Home Near Lakes, Rivers and Historical Attracttions
Cabin Beneath the Big Sky
9.8 out of 10, Exceptional, 64 reviews
"Beautiful setting, and cottage. Could not have asked for more. Will stay there on our next trip. The owners were wonderful as was the local residents that we were able to chat with at the local bar. Our daily and evening visitor "Grizz" made us feel at home as did Julie and Dave. Would highly recommend this beautiful property to visit. Thank you again"
Cabin Beneath the Big Sky
Ennis, MT Vacation Home near Yellowstone and Fly Fishing on the Madison River
10.0 out of 10, Exceptional, 51 reviews
"This cabin is exactly what you want when you think about a trip to Montana. Beautiful mountain views, simple elegance, and well outfitted. Day trips to Yellowstone and ghost towns are easy. Fishing and tubing outings nearby. This is a great setup."
Ennis, MT Vacation Home near Yellowstone and Fly Fishing on the Madison River
Madison Overlook Cabin
10.0 out of 10, Exceptional, 30 reviews
"Great place. I would stay here again."
Madison Overlook Cabin
Madison Valley Getaway in Downtown Ennis, MT
9.2 out of 10, Wonderful, 13 reviews
"Perfect getaway place, highly recommend!"
Madison Valley Getaway in Downtown Ennis, MT
Ennis, MT: Conveniently located vacation cabin
10.0 out of 10, Exceptional, 34 reviews
"Great"
Ennis, MT: Conveniently located vacation cabin
'Dreamswest' Ennis Studio w/ Deck & Stunning Views
9.8 out of 10, Exceptional, 30 reviews
"My 14 year old son and I thoroughly enjoyed our stay at DreamsWest loft. Debbie, the host, was so sweet and accommodating. She even let us borrow different things to use during our stay such as foldable chairs, binoculars, bear spray and the use of her fridge for larger items and gave us recommendations on places to eat or things to do. The views from this loft and the front deck are spectacular. The loft was clean, comfortable and cozy and had a cute Montana feel. All basic amenities were...
'Dreamswest' Ennis Studio w/ Deck & Stunning Views
River Rest Luxury Cabin - The Big Hole. Beautiful River and Mountain Views!!
10.0 out of 10, Exceptional, 31 reviews
"We attended a wedding in Twin and this was a perfect place to stay. Clean and comfortable. Would stay again!"
River Rest Luxury Cabin - The Big Hole. Beautiful River and Mountain Views!!
Delightful Cottage near Virginia City - Inspired Get-Away with Artist Studio
Delightful Cottage near Virginia City - Inspired Get-Away with Artist Studio
Comfortable, newly updated, well-appointed cottage in the heart of Ennis, Mt.
9.8 out of 10, Exceptional, 61 reviews
"Went to Ennis to fish and recover from a busy stretch at work. This place was perfect for our needs. Restaurants and shops literally a 2 to 3 minute walk away. Marina was very communicative and responsive anytime we had a question. I would stay there again in a heartbeat!"
Comfortable, newly updated, well-appointed cottage in the heart of Ennis, Mt.
Blaine Creek Log Cabin with Spectacular views!
9.6 out of 10, Exceptional, 4 reviews
"We enjoyed our stay. It was a great location for trip. We were a little confused about the arrangements. We thought we had 3 bedrooms and 2 baths. The cabin only had 2 bedrooms and 1 bath. The other bedroom and bath were located in the accommodations over the garage. We had invited additional family to join us. So it would have been a surprise to find out the 3rd bedroom and other bath were 30 yards away. The cabin worked well for our family of three."
Blaine Creek Log Cabin with Spectacular views!
Beautiful brand new house with breathtaking Shining Mountain views.
9.8 out of 10, Exceptional, 10 reviews
"Great property. New and well maintained. Really enjoyed the ability to park in the garage. Fishing accesses for the Madison river are only about 15-20 minutes away. Virginia City was an easy 40 minute drive. About 20 minute drive to Ennis. Great place to stay! Thank you!"
Beautiful brand new house with breathtaking Shining Mountain views.
River Rest Luxury Cabin - The Ruby. Beautiful River and Mountain Views!!
9.6 out of 10, Exceptional, 7 reviews
"We stayed at the cabin for two nights to relax and fish between visiting Glacier and Big Sky. It was harder for the men to get to the river than we thought it would be, but it was a very relaxing place to stay. We cooked our own meals in the very well equipped kitchen. The cabin was very clean and we loved the front porch. We (ladies) visited Twin Bridges one afternoon and loved the town museum, coffee shop and grocery store."
River Rest Luxury Cabin - The Ruby. Beautiful River and Mountain Views!!
Potosi Creek Cabin near Pony
9.8 out of 10, Exceptional, 20 reviews
"What a beautiful property tucked away for a great escape. We loved the room with five beds, the bridesmaids all stayed together in the same room and it was soo fun! Thank you for having us."
Potosi Creek Cabin near Pony
Don't see what you're looking for?
See all available properties in Sheridan
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.

Other types of properties in Sheridan you may be interested in

LITTLE LOG CABIN IN THE RUBY
10.0 out of 10, Exceptional, 4 reviews
"Clean, comfortable and quiet. Well provided. Wanted for nothing."
LITTLE LOG CABIN IN THE RUBY
Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town
10.0 out of 10, Exceptional, 137 reviews
"We have stayed at this property for 5 seasons. It is always perfect in every way It is a perfect setting for us as it is central to our favorite fishing rivers. We plan to return almost as soon as we leave."
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.
9.0 out of 10, Wonderful, 2 reviews
"Hosts were great and trying hard. The place is clean and certainly doable but maybe a tad tight and lacking in amenities for anything other than a short stay."
Earl's Cabin. Quiet 1930s hand hewn log cabin. Fishing hunting opportunities.
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sheridan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sheridan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sheridan. Seeing all the best attractions is bound to make you fall in love with Sheridan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sheridan short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Sheridan?

Yes, there are holiday rentals close to the most popular sights in Sheridan, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sheridan has to offer?

Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town: This highly rated holiday home rental in Sheridan is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Sheridan?

Choose from 4 Expedia holiday rentals in Sheridan for a memorable holiday.

What’s there to see and do in Sheridan?

Ruby Valley and Ruby Valley Ditch are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Madison County Fairgrounds and Brewery Follies.

What’s a holiday rental in Sheridan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sheridan. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.

Recent reviews of Sheridan properties
Expedia verified reviews