Book Holiday Homes in Sheridan

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Featured Holiday Homes in Sheridan

Fully remodeled corner home, 3 blocks from Main Street and across from the park.

Fully remodeled corner home, 3 blocks from Main Street and across from the park.

Sheridan WY
With a stay at this vacation home in Sheridan, you'll be within a 15-minute walk of Kendrick Park and WYO Theater.
Opens in a new windowFully remodeled corner home, 3 blocks from Main Street and across from the park.
Cozy Cottage with Great Location

Cozy Cottage with Great Location

Sheridan WY
A stay at this vacation home places you in the heart of Sheridan, within a 15-minute walk of Trail End State Historic Site and Sheridan Memorial Hospital.
Opens in a new windowCozy Cottage with Great Location
The Farmhouse at Lincoln Suites, Sheridan Wyoming

The Farmhouse at Lincoln Suites, Sheridan Wyoming

Sheridan WY
The price is AU$363 per night from 31 Dec to 1 Jan
AU$363
31 Dec - 1 Jan 2026
includes taxes & fees
When you stay at this vacation home in Sheridan, you'll be in the mountains, within a 5-minute drive of Sheridan County Musuem and King's Saddlery and ...
Opens in a new windowThe Farmhouse at Lincoln Suites, Sheridan Wyoming
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Outstanding Mtn View, 5 bdr sleeps 11, 4400sqft

Outstanding Mtn View, 5 bdr sleeps 11, 4400sqft

Dayton WY
When you stay at this vacation home in Dayton, you'll be in the mountains, within a 15-minute walk of Dayton Town Hall and Studio G.
Opens in a new windowOutstanding Mtn View, 5 bdr sleeps 11, 4400sqft
My Story | King Bed - Peaceful Cabin Retreat in Story, WY

My Story | King Bed - Peaceful Cabin Retreat in Story, WY

Story WY
Located in Story, this vacation home is on a river, within a 5-minute drive of Sheridan Story Branch Library and Story Hatchery and Visitor Center.
Opens in a new windowMy Story | King Bed - Peaceful Cabin Retreat in Story, WY
Frackelton Getaway | Fire Pit, Charming & Cozy Retreat

Frackelton Getaway | Fire Pit, Charming & Cozy Retreat

Sheridan WY
The price is AU$287 per night from 1 Jan to 2 Jan
AU$287
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Sheridan, you'll be within a 5-minute drive of Sheridan Community Tennis Center and King's Saddlery and Museum.
Opens in a new windowFrackelton Getaway | Fire Pit, Charming & Cozy Retreat
Well Maintained Home Within Three Blocks from Historic Main Street Sheridan

Well Maintained Home Within Three Blocks from Historic Main Street Sheridan

Sheridan WY
With a stay at this vacation home in Sheridan, you'll be a 5-minute walk from Kendrick Park and 8 minutes by foot from WYO Theater.
Opens in a new windowWell Maintained Home Within Three Blocks from Historic Main Street Sheridan
Newly Re-Finished 2 bed, 1 bath close to downtown

Newly Re-Finished 2 bed, 1 bath close to downtown

Sheridan WY
A stay at this vacation home places you in the heart of Sheridan, within a 15-minute walk of Blacktooth Brewing Company and King's Saddlery and Museum.
Opens in a new windowNewly Re-Finished 2 bed, 1 bath close to downtown
Close to everything! Comfortable and cozy home on a quiet street. Pet friendly.

Close to everything! Comfortable and cozy home on a quiet street. Pet friendly.

Sheridan WY
The price is AU$421 per night from 30 Dec to 31 Dec
AU$421
30 Dec - 31 Dec
includes taxes & fees
Located in Sheridan, this vacation home is within a 5-minute drive of WYO Theater and King's Saddlery and Museum.
Opens in a new windowClose to everything! Comfortable and cozy home on a quiet street. Pet friendly.
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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
68 Holiday Homes
Lowest Price
AU$80
Highest Price
AU$421
Popular accommodation
Fully remodeled corner home, 3 blocks from Main Street and across from the park., Cozy Cottage with Great Location, The Farmhouse at Lincoln Suites, Sheridan Wyoming, Outstanding Mtn View, 5 bdr sleeps 11, 4400sqft, My Story | King Bed - Peaceful Cabin Retreat in Story, WY, Frackelton Getaway | Fire Pit, Charming & Cozy Retreat, Well Maintained Home Within Three Blocks from Historic Main Street Sheridan, Newly Re-Finished 2 bed, 1 bath close to downtown, Close to everything! Comfortable and cozy home on a quiet street. Pet friendly.

Top trending hotels in Sheridan

Ramada Plaza by Wyndham Sheridan Hotel & Convention Center

Ramada Plaza by Wyndham Sheridan Hotel & Convention Center

3 out of 5
1809 Sugarland Dr Sheridan WY
Fully refundableReserve now, pay when you stay
The price is AU$106 per night from 1 Jan to 2 Jan
AU$106
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Sheridan, Ramada Plaza by Wyndham Sheridan Hotel & Convention Center is within a 5-minute drive of WYO Theater and King's Saddlery and Museum.
Opens in a new windowRamada Plaza by Wyndham Sheridan Hotel & Convention Center
Best Western Sheridan Center

Best Western Sheridan Center

2.5 out of 5
612 North Main Sheridan WY
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 1 Jan to 2 Jan
AU$152
1 Jan - 2 Jan 2026
includes taxes & fees
A stay at Best Western Sheridan Center places you in the heart of Sheridan, within a 10-minute walk of King's Saddlery and Museum and Blacktooth Brewing ...
Opens in a new windowBest Western Sheridan Center
Budget Inn Express

Budget Inn Express

2 out of 5
2007 N Main Street Sheridan WY
Fully refundableReserve now, pay when you stay
The price is AU$80 per night from 29 Dec to 30 Dec
AU$80
29 Dec - 30 Dec
includes taxes & fees
When you stay at Budget Inn Express in Sheridan, you'll be near the airport, within a 5-minute drive of Sheridan Community Tennis Center and King's Saddlery ...
Opens in a new windowBudget Inn Express
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Spark by Hilton Sheridan

Spark by Hilton Sheridan

2.5 out of 5
1450 East Brundage Lane Sheridan WY
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 24 Jan to 25 Jan
AU$153
24 Jan - 25 Jan 2026
includes taxes & fees
A stay at Spark by Hilton Sheridan places you in the heart of Sheridan, within a 5-minute drive of Sheridan College and Tom Balding Bits and Spurs.
Opens in a new windowSpark by Hilton Sheridan
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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.