Discover Your Perfect Sheridan Vacation Homes

Best Vacation Homes in Sheridan

Cabin
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 9 Guests 780 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $203/Night 7 Nights - US $1,420
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests 1905.21 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $245/Night 7 Nights - US $1,715
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Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(68 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $172/Night 7 Nights - US $1,207
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 1150 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $568/Night 7 Nights - US $3,978
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House
Map-icon
like-icon9.5
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 548.96 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $116/Night 7 Nights - US $812
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $402/Night 7 Nights - US $2,816
Cabin
Map-icon
like-icon9.8
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests 1434 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $285/Night 7 Nights - US $1,995
Cabin
Map-icon
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $402/Night 7 Nights - US $2,816

Sheridan Luxury Rentals

Villa
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like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 9 Guests 4600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,698/Night 7 Nights - US $11,888
Cabin
Map-icon
4 Bedrooms 4 Baths 14 Guests 2550 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,137/Night 7 Nights - US $7,956
star-icons-3
Cottage
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $861/Night 7 Nights - US $6,025
New
Hotel
Map-icon
3 Baths 1625.35 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $801/Night 7 Nights - US $5,607
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
4 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $787/Night 7 Nights - US $5,506
House
Map-icon
3 Bedrooms 2 Baths 9 Guests 3000 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $770/Night 7 Nights - US $5,392
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 8 Guests 9000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $717/Night 7 Nights - US $5,020
Apartment
Map-icon
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $714/Night 7 Nights - US $4,996

Sheridan Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(44 Reviews)
2 Bedrooms 2 Baths 9 Guests 1625 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $567/Night 7 Nights - US $3,971
star-icons-3
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 9 Guests 785.77 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $152/Night 7 Nights - US $1,064
Cabin
Map-icon
like-icon9.4
Exceptional
(196 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $67/Night 7 Nights - US $468
House
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
2 Bedrooms 1 Bath 6 Guests 720 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $244/Night 7 Nights - US $1,709
star-icons-3
House
Map-icon
like-icon7.0
Very Good
(1 Review)
2 Bedrooms 1 Bath 5 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $207/Night 7 Nights - US $1,447
House
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $201/Night 7 Nights - US $1,404
Cabin
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $410/Night 7 Nights - US $2,867
Apartment
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $184/Night 7 Nights - US $1,291

Sheridan Large Vacation Homes

Condo
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $330/Night 7 Nights - US $2,310
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House
Map-icon
3 Bedrooms 3 Baths 13 Guests 1076.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $416/Night 7 Nights - US $2,912
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 11 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $266/Night 7 Nights - US $1,865
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Villa
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3 Bedrooms 3 Baths 9 Guests 4596.19 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $647/Night 7 Nights - US $4,529
House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
3 Bedrooms 3 Baths 12 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $452/Night 7 Nights - US $3,164
Cabin
Map-icon
like-icon10.0
Exceptional
(30 Reviews)
3 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $457/Night 7 Nights - US $3,197
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
5 Bedrooms 2 Baths 11 Guests 4400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $480/Night 7 Nights - US $3,362
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
4 Bedrooms 2 Baths 12 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $339/Night 7 Nights - US $2,371

Discover & compare premier experiences around Sheridan

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Sheridan Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sheridan

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, so consider visiting during the region’s peak seasons or quieter months to enjoy the best of what this destination offers for a memorable stay.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy longer daylight hours and pleasant weather that is ideal for exploring the region's scenic landscapes and outdoor activities.

Average Temperature Daytime: 75-85°F - Nighttime: 50-60°F
autumn
Fall (September to November)

In early fall, the area transforms with vibrant foliage, offering a colorful backdrop for your visit. This season provides comfortable temperatures before the winter chill sets in.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

The winter season features colder temperatures and potential snowfall, making it a great time for guests seeking a serene escape or winter sports opportunities in the region.

Average Temperature Daytime: 20-35°F - Nighttime: 0-15°F
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Spring (March to May)

In early spring, the area begins to wake up from winter, but cooler temperatures and occasional unpredictable weather make it less crowded for those seeking tranquility.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F

Weekly Weather Forecast for Sheridan

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a private barbecue area or outdoor kitchen space.
  • Relax by a cozy fire pit, perfect for evenings under the stars.
  • Take advantage of spacious patios or decks for outdoor dining and lounging.
  • Access nearby hiking trails or scenic viewpoints to explore the natural beauty of the region.
  • Utilize outdoor recreational equipment such as bikes, kayaks, or fishing gear provided with your stay.
  • Experience serene outdoor spaces like gardens or landscaped yards designed for relaxation.
  • Benefit from parking facilities that accommodate boats, RVs, or other large outdoor vehicles.
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Family Activities

  • Fort Mackenzie Historic Site: Explore this well-preserved historic fort, offering engaging exhibits and guided tours that are perfect for family outings in the region.
  • Sheridan County Museum: Discover local history through interactive displays and family-friendly activities that provide a meaningful experience during your stay here.
  • Pathfinder Theme Park: Enjoy outdoor fun at this lively park featuring rides, picnic areas, and entertainment suitable for children of all ages in the area.
  • Bighorn National Forest: Embark on scenic hikes, wildlife viewing, or picnics amidst stunning natural beauty that promises memorable family adventures in the region.
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Adult Activities

  • Explore Sheridan’s Historic Downtown: Stroll through charming streets filled with local shops, art galleries, and cafes that showcase the area's rich heritage.
  • Visit the Kendrick Park: Relax in this scenic park featuring beautiful gardens, walking paths, and picnic areas perfect for unwinding amidst natural beauty.
  • Discover Sheridan’s Cultural Scene: Attend live performances, art exhibitions, or festivals held at venues scattered throughout the region to experience its vibrant arts community.
  • Enjoy Outdoor Recreation: Engage in activities like hiking, mountain biking, or horseback riding on nearby trails that highlight the area's stunning landscapes.

Sheridan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's scenic parks and trails to enjoy hiking, biking, or fishing during your stay.
  • Visit the area's cultural spots: Immerse yourself in the local heritage by visiting museums, historic sites, or attending community events.
  • Plan your day trips strategically: Discover nearby attractions and natural wonders that make your trip here even more memorable.
  • Choose well-located vacation rentals: Select accommodations close to key points of interest to maximize your exploration and relaxation time.

Transportation Options

  • Sheridan Transit System: This public transportation option offers convenient bus routes throughout the area, making it easy to explore local attractions and amenities without a car.
  • Rental Cars: Numerous rental car agencies are available here, providing flexible options for travelers wanting to explore beyond the city with their own schedule.
  • Taxi Services: Reliable taxi providers operate within the region, offering quick and comfortable transfers between vacation rentals and key points of interest.
  • Bike Rentals: For an eco-friendly way to enjoy the scenery, bike rental services are accessible, allowing you to navigate nearby parks and scenic routes at your pace.

Local Customs Options

  • Western Hospitality: Embrace the warm and welcoming spirit characteristic of Sheridan, Wyoming, which is deeply rooted in its frontier history and local traditions.
  • Pony Express Heritage: Experience the pride locals have in their historic role as a pivotal stop for the Pony Express, which is celebrated through various commemorations and local stories.
  • Wild West Rodeo Customs: Discover that rodeo events are an integral part of the region’s culture, showcasing traditional Western skills and community camaraderie during the summer months.
  • Outdoor Ethos: Participate respectfully in outdoor activities by observing local etiquette, especially when exploring the scenic landscapes and public lands that define this destination’s rugged charm.

Sheridan Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Sheridan?

There are 9 vacation rentals with private pools near Sheridan. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Sheridan are best for families?

If you are looking for a family-friendly vacation home in Sheridan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sheridan:

4. How many Rentbyowner vacation rentals are available in Sheridan?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 376 in the Sheridan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sheridan. 

5. What is the cancellation policy for vacation rentals in Sheridan, Wyoming?

Cancellation policies vary depending on the individual property listing. It's important to review the specific cancellation terms outlined in the listing before booking or contact the property owner directly for clarification.

6. How do I find available dates and book my stay in Sheridan's vacation rentals?

You can check the availability calendar on the listing page and proceed with the booking process online. For any questions or special requests, reaching out to the property owner ensures a smooth reservation experience.

7. Are there any extra fees or deposits required when booking vacation rentals here?

Additional fees such as cleaning fees or security deposits may apply depending on the property. These details are provided in the listing description, so review them carefully or contact the owner for clarification.

8. What amenities can I expect when booking a vacation rental in this destination?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Specific amenities are listed in each property’s details—be sure to check them to match your needs.

9. How close are vacation rentals in this area to local attractions and outdoor activities?

Most rentals are conveniently located near popular outdoor activities and points of interest in the region. Check the map and description on each listing to ensure the location fits your plans for exploring here.

Sheridan Top Rated Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
3 Bedrooms 4 Baths 6 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $575/Night 7 Nights - US $4,023
star-icons-3
Hotel
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $230/Night 7 Nights - US $1,609
Apartment
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $178/Night 7 Nights - US $1,247
Apartment
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 3 Baths 4 Guests 1938 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $250/Night 7 Nights - US $1,752
Apartment
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $179/Night 7 Nights - US $1,254
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 14 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $532/Night 7 Nights - US $3,724
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 5 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $437/Night 7 Nights - US $3,058
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 11 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $676/Night 7 Nights - US $4,730