A canyon with a river running through it.

Sheridan Holiday Rentals

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Our top choices for Sheridan holiday rentals

1. The Nelson Inn

The Nelson Inn
3.5 star property
Sheridan
9.4 out of 10, Exceptional, (160 reviews)
"Decorated nicely. Plenty of room. Clean."
United States
Jamie
The price is NZ$329
includes taxes & fees
1 Oct - 2 Oct
The Nelson Inn

2. Quiet, newer construction town home near the walking path network in Sheridan.

Quiet, newer construction town home near the walking path network in Sheridan.
Sheridan
9.8 out of 10, Exceptional, (60 reviews)
"Nice and spacious and modern. Great location"
United States
Shellie
The price is NZ$527
includes taxes & fees
7 Oct - 8 Oct
Quiet, newer construction town home near the walking path network in Sheridan.

3. Cozy home with fenced yard and pet friendly.

Cozy home with fenced yard and pet friendly.
Sheridan
10.0 out of 10, Exceptional, (16 reviews)
"This is the second time we stayed in this house! Great place, not only for us, but our fur babies. Would definitely book again!"
United States
Lynnette H.
The price is NZ$513
includes taxes & fees
7 Oct - 8 Oct
Cozy home with fenced yard and pet friendly.

4. Stylish 1Br Near Main St | The Troubadour Suite

Stylish 1Br Near Main St | The Troubadour Suite
Sheridan
10.0 out of 10, Exceptional, (6 reviews)
"Our host Tyler was very thoughtful and many nice touches so help make it a very pleasant stay. He is a super host and includes several welcoming nuances. We really liked the location also. Close to downtown."
United States
Scott
Stylish 1Br Near Main St | The Troubadour Suite

5. Cozy Modern Farmhouse Apartment

Cozy Modern Farmhouse Apartment
Sheridan
9.8 out of 10, Exceptional, (36 reviews)
"It was very nice. Directions were great."
United States
Lacy
The price is NZ$289
includes taxes & fees
6 Oct - 7 Oct
Cozy Modern Farmhouse Apartment

6. The Hideaway

The Hideaway
Sheridan
10.0 out of 10, Exceptional, (49 reviews)
"Great location! Dog friendly - enjoyed our stay!"
United States
Jamie W.
The price is NZ$361
includes taxes & fees
1 Oct - 2 Oct
The Hideaway

7. Industrial Loft — Downtown Sheridan WY

Industrial Loft — Downtown Sheridan WY
Sheridan
9.4 out of 10, Exceptional, (40 reviews)
"Great place right downtown "
United States
Chris A.
The price is NZ$422
includes taxes & fees
8 Oct - 9 Oct
Industrial Loft — Downtown Sheridan WY

8. Paloma on Main — Downtown View, Sheridan WY

Paloma on Main — Downtown View, Sheridan WY
Sheridan
9.6 out of 10, Exceptional, (5 reviews)
"Good location for being in the center of downtown. Clean and well kept. Some website issues. Easy parking."
United States
Chris J.
Paloma on Main — Downtown View, Sheridan WY

9. 1 minute to historic downtown, bring your pet!

1 minute to historic downtown, bring your pet!
Sheridan
10.0 out of 10, Exceptional, (25 reviews)
"Perfect spot for a cozy stay in Sheridan. It was close to downtown, had everything we needed and was very comfortable! Highly recommend!"
United States
danette
The price is NZ$342
includes taxes & fees
26 Oct - 27 Oct
1 minute to historic downtown, bring your pet!

10. Harbour Hideout — Downtown Basement Suite, 3 King Beds, Sheridan WY

Harbour Hideout — Downtown Basement Suite, 3 King Beds, Sheridan WY
Sheridan
10.0 out of 10, Exceptional, (1 review)
"The property location was perfect. Everything from food to fun drink spots to shopping was within short walking distance. The place was clean and spacious. Great for a group. Nice selection of cooking items. There is a ju jutsu gym above the living space but it wasn’t bothersome at all and the folks we ran into participating in it were really friendly and had great restaurant recs. Overall it was a great place to stay. Very pleased and highly recommend."
United States
Taylor P.
The price is NZ$798
includes taxes & fees
1 Oct - 2 Oct
Harbour Hideout — Downtown Basement Suite, 3 King Beds, Sheridan WY

11. Bishop — Remodeled 1957 Home, Sheridan WY

Bishop — Remodeled 1957 Home, Sheridan WY
Sheridan
10.0 out of 10, Exceptional, (2 reviews)
"This property is in a great location walkable to stores and downtown area. One night we came back and a deer was relaxing in the backyardWe would definitely stay here again!!"
United States
Jackie D.
The price is NZ$530
includes taxes & fees
28 Oct - 29 Oct
Bishop — Remodeled 1957 Home, Sheridan WY

12. Western Suite — Downtown Studio, Sheridan WY

Western Suite — Downtown Studio, Sheridan WY
Sheridan
8.4 out of 10, Very good, (8 reviews)
"Proper was fine, location great, tv was unusable unless you understand how all these new technologies work which I don't and there was no instructions per se) and communication with owners was non existent once I checked in despite repeated attempts to reach out to them. Finally gave up."
United States
William R.
The price is NZ$413
includes taxes & fees
1 Oct - 2 Oct
Western Suite — Downtown Studio, Sheridan WY

13. Farmhouse at Lincoln Suites — Smart Home, King Bed, Sheridan WY

Farmhouse at Lincoln Suites — Smart Home, King Bed, Sheridan WY
Sheridan
9.4 out of 10, Exceptional, (41 reviews)
"Nice location. Amenities were great. Thanks for hosting us. Erik"
United States
Erik B.
The price is NZ$505
includes taxes & fees
29 Oct - 30 Oct
Farmhouse at Lincoln Suites — Smart Home, King Bed, Sheridan WY

14. Cozy, quiet 3bdrms ,2bath, 2acres. Dog frndly with fee

Cozy, quiet 3bdrms ,2bath, 2acres. Dog frndly with fee
Sheridan
9.2 out of 10, Wonderful, (14 reviews)
"Quiet and enjoyable with chickens and wildlife! Great if you like to go on walks. Host is friendly and responds quickly."
United States
Linda D.
The price is NZ$580
includes taxes & fees
23 Oct - 24 Oct
Cozy, quiet 3bdrms ,2bath, 2acres. Dog frndly with fee

15. Buffalo Bill Hideout — Historic 1895 Retreat, Sheridan WY

Buffalo Bill Hideout — Historic 1895 Retreat, Sheridan WY
Sheridan
9.4 out of 10, Exceptional, (11 reviews)
"LOVED THIS SPOT!"
United States
Paige A.
Buffalo Bill Hideout — Historic 1895 Retreat, Sheridan WY

16. Fire Pit Under the Stars |The Wayfarer Bungalow

Fire Pit Under the Stars |The Wayfarer Bungalow
Sheridan
10.0 out of 10, Exceptional, (4 reviews)
"This was an excellent place for us to call home during our 3 days in Sheridan. Tyler was super responsive and gave us great places to see during our stay. They even had dog toys for our pup!"
United States
Paul H.
The price is NZ$453
includes taxes & fees
25 Oct - 26 Oct
Fire Pit Under the Stars |The Wayfarer Bungalow

17. Cozy Basement w/King Bed |The Rambler

Cozy Basement w/King Bed |The Rambler
Sheridan
9.8 out of 10, Exceptional, (8 reviews)
"Lovely and quaint little property, very comfortable and loved the close proximity to downtown. Sheridan is by far one of my favorite towns to make a stopover. Tyler was very helpful & accommodating, would definitely stay here again!"
United States
Pam P.
The price is NZ$325
includes taxes & fees
25 Oct - 26 Oct
Cozy Basement w/King Bed |The Rambler

18. Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY

Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY
Sheridan
9.4 out of 10, Exceptional, (61 reviews)
"Excellent property and very clean. Would absolutely stay again!"
United States
Joshua A.
The price is NZ$499
includes taxes & fees
1 Oct - 2 Oct
Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY

19. Historic Western: Triple Suite Retreat

Historic Western: Triple Suite Retreat
Sheridan
10.0 out of 10, Exceptional, (4 reviews)
"Really nice suite of rooms in downtown Sheridan"
United States
Chris S.
Historic Western: Triple Suite Retreat

20. Vaulted Den — Chic 1BR with Fireplace, Sheridan WY

Vaulted Den — Chic 1BR with Fireplace, Sheridan WY
Sheridan
9.4 out of 10, Exceptional, (3 reviews)
"Great location, clean, cozy, quiet, and comfortable."
United States
michelle g.
The price is NZ$384
includes taxes & fees
27 Oct - 28 Oct
Vaulted Den — Chic 1BR with Fireplace, Sheridan WY
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

Find out more about Sheridan

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 in Sheridan close to Tom Balding Bits and Spurs, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and mountain landscape in Sheridan. Make sure you have time to check out the cafés while you're in the area.

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

Frackleton House — Pet-Friendly 1910 Craftsman, Fenced Yard, Sheridan WY: This highly rated holiday home rental in Sheridan offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Sheridan are Cozy, quiet 3bdrms ,2bath, 2acres. Dog frndly with fee and Newly Re-Finished 2 bed, 1 bath close to downtown.

How many holiday rentals are there in Sheridan?

Choose from 61 Expedia holiday rentals in Sheridan for a memorable holiday.

What can I see and do in Sheridan?

Enjoy the outdoors at Kendrick Park and Bighorn National Forest, or simply take in cultural attractions like WYO Theater and Sheridan County Museum. Other places in town to visit include Blacktooth Brewing Company and King's Saddlery and Museum.

What are holiday rentals like in Sheridan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sheridan. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.