Sheridan Vacation Homes

A snowy field with a single sheep standing in the foreground.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Sheridan holiday homes

A living room with a ceiling fan, a sofa, a coffee table, a small side table, a potted plant, and a window with curtains.

1. The Iris on Main | Game Room•Fenced Yard

Sheridan

A backyard with a fire pit, outdoor seating, and a dining table set for a meal.

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

Sheridan

Joshua A.

HK$2,199 total

includes taxes & fees

29 Oct - 30 Oct

3. The Alderman | Fenced Yard + Private Garage

Sheridan

John P.

A concrete patio with a wooden bench seating area, two chairs, and a circular fire pit.

4. Fire Pit Under the Stars |The Wayfarer Bungalow

Sheridan

Paul H.

HK$2,138 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a sofa, a coffee table, and a kitchen area with a stove and cabinets.

5. Cozy home with fenced yard and pet friendly.

Sheridan

Lynnette H.

HK$2,262 total

includes taxes & fees

22 Oct - 23 Oct

A spacious kitchen with a central island, white cabinetry, and pendant lighting.

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

Sheridan

Erik B.

A living room with a fireplace, a television mounted above it, and a view of a mountain landscape through the windows.

7. The Van Winkle House

Sheridan

HK$2,117 total

includes taxes & fees

1 Nov - 2 Nov

A living room with a gray sofa, orange pillows, a patterned rug, a flat-screen TV, and a painting of a mountain landscape.

8. The Hideaway

Sheridan

Jamie W.

HK$1,596 total

includes taxes & fees

1 Nov - 2 Nov

A residential house with a well-maintained lawn, a small garden with yellow flowers, and a clear blue sky.

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

Sheridan

Shellie

HK$2,332 total

includes taxes & fees

22 Oct - 23 Oct

A modern house with a wooden front door, a small porch, and a set of concrete steps leading to the entrance.

10. Bishop — Remodeled 1957 Home, Sheridan WY

Sheridan

Jackie D.

HK$2,053 total

includes taxes & fees

22 Oct - 23 Oct

A living room with a dark-colored sofa, a small rug, a ceiling fan, a window with a view of a wooden fence, and a door.

11. Full house situated in Sheridan, WY.

Sheridan

Kimberly N.

A modern kitchen with a central island, dining area with chairs, and a view of the outdoors through a window.

12. 5 Minute Walk to Kendrick Park and Main Street - Peace in the Middle of Town!

Sheridan

"The house was recently remodeled and it felt like we were in a brand new house. From the furniture to the appliances to the beds everything was modern and great. The location was perfect. We walked to town for dinner and it only took 10 minutes. Very clean and charming neighborhood. The host was great and responsive. We had a couple last minute changes and the host was responsive and accommodating. We will definitely come back when in the area. Thank you for a great stay!"

Jim S.

A spacious hallway with wooden flooring, a sofa, a dining table, and a fireplace.

13. Walk to historic downtown, cozy, pets welcome!

Sheridan

Kristen S.

HK$3,091 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor seating area with string lights, wooden chairs, and a fenced backdrop.

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

Sheridan

Deanna S.

HK$2,344 total

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with string lights, a bench, and a house with windows and a door.

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

Sheridan

Deb U.

HK$2,457 total

includes taxes & fees

12 Nov - 13 Nov

16. Historic downtown, 2-units

Sheridan

Joe O.

A wooden porch with outdoor seating, a hanging plant, and a view of a green landscape.

17. The Magpie Cabin - it's adorable & close to town!

Sheridan County

Logan H.

HK$2,387 total

includes taxes & fees

5 Nov - 6 Nov

A wooden cabin interior with a hot tub, wooden walls, a fireplace, and a cozy atmosphere.

18. Gone Fishin' — Private Hot Tub, Pet-Friendly Cabin, Story WY

Story

Amanda C.

HK$2,990 total

includes taxes & fees

29 Oct - 30 Oct

A tent with a bed, bedside tables, and a small table with storage bins.

19. Wildwood Wall Tent, Wildwood Wall Tent by the Stream

Story

Karen T.

HK$728 total

includes taxes & fees

22 Oct - 23 Oct

A table set with a charcuterie board, wine, and a bottle, overlooking a scenic landscape.

20. Rachael's Place — Mountain Views, Dayton WY

Dayton

David F.

HK$2,547 total

includes taxes & fees

24 Oct - 25 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Sheridan Hotel Reviews

Alamo Motel

10/10 Excellent

"Gentleman that checked me in was super friendly and helpful. Room was very cozy and bed was super comfy!"

Best Western Sheridan Center

10/10 Excellent

"We were highly impressed with this Best Western location! It was clean, comfortable, and the staff were so friendly and accommodating. Traveling with pets can be challenging, but Best Western went above and beyond for our dog, even providing bowls and a welcome treat! I'd recommend this stay to anyone visiting Sheridan."

Cozy, upstairs, fully remodeled 1-bedroom apartment. With AC and WiFi

10/10 Excellent

"Location, location, location! This place was perfect for us. We love to walk and everything was so close. We walked to the grocery store, the downtown area and to the local park and then trails all over. It was fabulous. We were there for a week checking out the area for possible retirement. It is definitely a contender. Very peaceful town!! This home was prefect also. My husband and I both work remote, so I was in the bedroom, and he was at the kitchen table. The home had everything we needed! We made meals there but also ate out in town a couple times. I would definitely stay here again!!"

Find out more about Sheridan