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Sheridan Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Sheridan vacation rentals

The Sport, No Pets Allowed | Living area | Flat-screen TV
The Nelson Inn

Condo in Sheridan

The Nelson Inn
3.5 star property
9.4 out of 10, Exceptional, (148)
"The Western was very cute and roomy. Nice upstairs bedroom/loft, large kitchen and unique barrel sink in the bathroom. Very clean throughout. Highly recommend"
United States
Edyna
The price is ￥25,730
￥29,075 total
includes taxes & fees
Dec 27 - Dec 28
The Nelson Inn
Exterior detail
The Leather Rose | King bed Historic Downtown Suite

Apartment in Sheridan

The Leather Rose | King bed Historic Downtown Suite
9.0 out of 10, Wonderful, (2)
"I really enjoyed my stay here. The suite was clean, comfortable, and well set up, with everything I needed. The location is fantastic—right in downtown Sheridan, so it was convenient to shops, restaurants, and everything else I wanted to do. A great spot if you want to be close to it all."
United States
Stefanie P. H.
The price is ￥8,388
￥23,593 total
includes taxes & fees
Dec 27 - Dec 28
The Leather Rose | King bed Historic Downtown Suite
Exterior
Cozy Creekside Retreat

Apartment in Sheridan

Cozy Creekside Retreat
10.0 out of 10, Exceptional, (5)
"Very conveniently located in a residential neighborhood, close to all amenities. Clean, comfortable two story. Was perfect for our family! "
United States
Lisa W.
The price is ￥23,391
￥44,758 total
includes taxes & fees
Dec 27 - Dec 28
Cozy Creekside Retreat
Interior
Cedar & Stone Cabin

Cabin in Sheridan

Cedar & Stone Cabin
9.8 out of 10, Exceptional, (6)
"Wonderful accommodations! Love this new cabin and layout. Very comfortable beds!Thank you for hosting us."
United States
Robert H.
The price is ￥20,428
￥35,419 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Cedar & Stone Cabin
Fridge, microwave, oven, stovetop
Buffalo Bill Hideout | Downtown Sheridan Stay

Apartment in Sheridan

Buffalo Bill Hideout | Downtown Sheridan Stay
2.0 star property
Buffalo Bill Hideout | Downtown Sheridan Stay
Fridge, microwave, oven, stovetop
Quiet, newer construction town home near the walking path network in Sheridan.

Vacation Home in Sheridan

Quiet, newer construction town home near the walking path network in Sheridan.
10.0 out of 10, Exceptional, (42)
"Nice house in a quiet neighborhood. We were only there for a night but everything was perfect. "
United States
Erin S.
The price is ￥28,069
￥46,344 total
includes taxes & fees
Dec 28 - Dec 29
Quiet, newer construction town home near the walking path network in Sheridan.
Microwave, coffee/tea maker, cookware/dishes/utensils, ice maker
Vaulted Den | Chic Central 1BR + Fireplace

Apartment in Sheridan

Vaulted Den | Chic Central 1BR + Fireplace
The price is ￥10,162
￥22,068 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Vaulted Den | Chic Central 1BR + Fireplace
TV, books, offices
Historic Western: Triple Suite Retreat

Apartment in Sheridan

Historic Western: Triple Suite Retreat
10.0 out of 10, Exceptional, (2)
"Convenient to everything during rodeo week, parade, parking, restaurants. Quiet. "
United States
karen w.
The price is ￥29,318
￥70,134 total
includes taxes & fees
Dec 28 - Dec 29
Historic Western: Triple Suite Retreat
Fridge, microwave, oven, dishwasher
Historic Downtown Sheridan

Vacation Home in Sheridan

Historic Downtown Sheridan
8.8 out of 10, Excellent, (5)
"Good to stay with. Manager was nice to work with. "
United States
Trudi P.
The price is ￥41,963
￥94,466 total
includes taxes & fees
Dec 27 - Dec 28
Historic Downtown Sheridan
Fridge, microwave, oven, stovetop
Stylish 1Br Near Main St | The Troubadour Suite

Apartment in Sheridan

Stylish 1Br Near Main St | The Troubadour Suite
10.0 out of 10, Exceptional, (1)
"I’ve been in a lot of VRBO‘s all over the world and this was genuinely a wonderful place to stay. Tyler has thought of everything you might even possibly need -the house has been completely remodeled and is up-to-date. Absolutely worth it."
United States
Claudia
The price is ￥8,421
￥22,481 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Stylish 1Br Near Main St | The Troubadour Suite
Property grounds
Sheridan Getaway: Chic 2BR Suite, Prime Location

Apartment in Sheridan

Sheridan Getaway: Chic 2BR Suite, Prime Location
10.0 out of 10, Exceptional, (13)
"Everything about this property was great! Would stay there again!"
United States
Kelly C.
The price is ￥11,920
￥33,206 total
includes taxes & fees
Dec 28 - Dec 29
Sheridan Getaway: Chic 2BR Suite, Prime Location
Property grounds
Creekside Central to Downtown Fairgrounds Hospital

Vacation Home in Sheridan

Creekside Central to Downtown Fairgrounds Hospital
2.0 star property
The price is ￥15,719
￥39,965 total
includes taxes & fees
Dec 28 - Dec 29
Creekside Central to Downtown Fairgrounds Hospital
Fridge, microwave, oven, stovetop
This loft is a 2 bedroom(s), 2.5 bathrooms, located in Sheridan, WY.

Apartment in Sheridan

This loft is a 2 bedroom(s), 2.5 bathrooms, located in Sheridan, WY.
10.0 out of 10, Exceptional, (44)
"Great location Perfect place to stay I will be back Cheers"
United States
Bill C.
The price is ￥35,978
￥65,677 total
includes taxes & fees
Dec 30 - Dec 31
This loft is a 2 bedroom(s), 2.5 bathrooms, located in Sheridan, WY.
Fridge, microwave, oven, dishwasher
Quiet Spot w/ Fenced Yard |The Stardust Bungalow

Vacation Home in Sheridan

Quiet Spot w/ Fenced Yard |The Stardust Bungalow
10.0 out of 10, Exceptional, (3)
"Great place. Pictures don't do it justice"
United States
Anonymous traveler
The price is ￥13,305
￥36,122 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Quiet Spot w/ Fenced Yard |The Stardust Bungalow
Fridge, microwave, stovetop, dishwasher
Frackelton Getaway | Fire Pit, Charming & Cozy Retreat

Vacation Home in Sheridan

Frackelton Getaway | Fire Pit, Charming & Cozy Retreat
9.4 out of 10, Exceptional, (44)
"Comfortable, clean and cozy house in a nice area with walking paths and dog parks and rec center!"
United States
Sarah C.
The price is ￥11,540
￥29,780 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Frackelton Getaway | Fire Pit, Charming & Cozy Retreat
Interior
The Hideaway

Vacation Home in Sheridan

The Hideaway
10.0 out of 10, Exceptional, (38)
"Nice place, was perfect for our group. Would stay again. "
United States
Cherie K.
The price is ￥20,428
￥33,656 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Hideaway
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Cedar & Sage House | A Calm & Charming Retreat

Vacation Home in Sheridan

Cedar & Sage House | A Calm & Charming Retreat
10.0 out of 10, Exceptional, (1)
"One of my favorite stays to date! The host was incredibly thoughtful, especially accommodating to our pups. Very clean and the area was super quiet. "
United Kingdom
Christopher K.
The price is ￥14,989
￥38,572 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Cedar & Sage House | A Calm & Charming Retreat
Terrace/patio
Walk to historic downtown, cozy, pets welcome!

Vacation Home in Sheridan

Walk to historic downtown, cozy, pets welcome!
10.0 out of 10, Exceptional, (17)
"House was super cute and easy to find. We were in town for a wedding and location was perfect for our stay. Communication with the property owner great too. "
United States
Kim B.
The price is ￥20,007
￥51,332 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Walk to historic downtown, cozy, pets welcome!
TV
Cozy 2BR Getaway & Sleep 6 | The Emerald City Bungalow

Vacation Home in Sheridan

Cozy 2BR Getaway & Sleep 6 | The Emerald City Bungalow
10.0 out of 10, Exceptional, (1)
"Great spot. Small cute nicely renovated house. They supply everything you could need very well appointed. Very clean. Would definitely recommend. Easy check in. "
United States
Amy S.
The price is ￥13,305
￥35,946 total
includes taxes & fees
Dec 27 - Dec 28
Cozy 2BR Getaway & Sleep 6 | The Emerald City Bungalow
Dining
Full house situated in Sheridan, WY.

Vacation Home in Sheridan

Full house situated in Sheridan, WY.
9.8 out of 10, Exceptional, (19)
"An easy and nice place to stay in Sheridan. "
United States
Robert W.
Full house situated in 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

Days Inn by Wyndham Sheridan

Days Inn by Wyndham Sheridan

10/10 Excellent
"Friendly staff, clean room and bathroom, spacious room"
Sandra 1-night trip
Posted 5 days ago
Days Inn by Wyndham Sheridan

Find out more about Sheridan

Search for holiday rentals in Sheridan on Expedia! You can easily find your home rentals, villas, holiday apartments in Sheridan using one of the methods below:

  • View our selection of featured holiday rentals in Sheridan
  • Use the map to find apartments and other holiday homes in the Sheridan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sheridan while they last

Look no further and take a look at our great range of rental properties in Sheridan!

Frequently asked questions

Can I find vacation rentals in Sheridan?

Yes, there are vacation rentals in Sheridan close to Tom Balding Bits and Spurs, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and mountain landscape in Sheridan. Make sure you have time to check out the cafes while you're in the area.

What are some of the best vacation rentals in Sheridan?

Cozy Cottage with Great Location: This highly rated vacation home rental in Sheridan is located in the city center and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Sheridan are Well Maintained Home Within Three Blocks from Historic Main Street Sheridan and Cozy home with fenced yard and pet friendly..

How many vacation rentals are there in Sheridan?

Choose from 55 Expedia vacation rentals in Sheridan for a memorable vacation.

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 Musuem. Other places in town to visit include Blacktooth Brewing Company and King's Saddlery and Museum.

What are vacation rentals like in Sheridan?

Vacation rentals are privately owned accommodations you can book for several days or more in Sheridan. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.