Best Vacation Homes in Sheridan
780 ft²
9 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $184/Night
For 7 Nights US $1,289
1453.13 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $187/Night
For 7 Nights US $1,306
1150 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $561/Night
For 7 Nights US $3,930
462.85 ft²
11 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
Apartment
- View
- Pet Friendly
- Parking
US $54/Night
For 7 Nights US $379
700 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $407/Night
For 7 Nights US $2,847
1434 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $252/Night
For 7 Nights US $1,762
700 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $407/Night
For 7 Nights US $2,847
Sheridan Luxury Rentals
2690.98 ft²
8 Guests
2 Bedrooms
4 Bathrooms
Villa
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
US $3,060/Night
For 7 Nights US $21,420
4600 ft²
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,501/Night
For 7 Nights US $10,507
2550 ft²
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,141/Night
For 7 Nights US $7,987
2000 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- View
US $936/Night
For 7 Nights US $6,550
1625.35 ft²
9 Guests
2 Bedrooms
3 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $801/Night
For 7 Nights US $5,607
3000 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $768/Night
For 7 Nights US $5,379
10 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
- Air Conditioner
- Internet
- Child Friendly
US $712/Night
For 7 Nights US $4,983
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $673/Night
For 7 Nights US $4,710
Sheridan Pet Friendly Vacation Rentals
1625 ft²
9 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $424/Night
For 7 Nights US $2,966
775 ft²
9 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Parking
- Internet
US $152/Night
For 7 Nights US $1,064
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $93/Night
For 7 Nights US $649
720 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $220/Night
For 7 Nights US $1,542
1689.93 ft²
15 Guests
3 Bedrooms
3 Bathrooms
House
- Spa
- Fireplace/Heating
- View
US $550/Night
For 7 Nights US $3,850
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $150/Night
For 7 Nights US $1,048
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $479/Night
For 7 Nights US $3,354
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $161/Night
For 7 Nights US $1,129
Sheridan Large Vacation Homes
10 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $325/Night
For 7 Nights US $2,278
1044.1 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $421/Night
For 7 Nights US $2,947
1800 ft²
11 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $266/Night
For 7 Nights US $1,865
1076.39 ft²
16 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $416/Night
For 7 Nights US $2,912
2750 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $307/Night
For 7 Nights US $2,150
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $463/Night
For 7 Nights US $3,243
3000 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $457/Night
For 7 Nights US $3,197
4400 ft²
11 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $433/Night
For 7 Nights US $3,029
Why Choose Rent By Owner for your Sheridan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 (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
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
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
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
How to Book Your Sheridan Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Sheridan
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Sheridan
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and scenic explorations right in the vicinity, making it an ideal spot for adventure and relaxation during your stay.
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.
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.
Other Places to Stay in Sheridan, WY
Clearmont
Burgess Junction
Dayton
Ranchester
Wyarno
WYO Theater
Sheridan County
Ucross
Banner
Buffalo
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
1. What are the top vacation rentals in Sheridan?
There are a lot of options in Sheridan. If you plan on staying in the Sheridan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sheridan:
- Small House At The Foot Of The Mountains
- Crazy Woman Cottage #1
- Crazy Woman Cottage #2
- Unique Carriage House with Spectacular Views of the Bighorn Mountains
- Experience historic downtown Sheridan from our luxurious 2-bed, 2-bath loft in an 1892 building.
- The View at Lake Desmet!
- Quiet, newer construction town home near the walking path network in Sheridan.
- Enjoy a stay at the private, newly-remodeled Cowboy Cottage in Dayton, Wyoming.
- The Loft on Main
- The Hideaway
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 380 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
2600 ft²
6 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $575/Night
For 7 Nights US $4,023
1500 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $229/Night
For 7 Nights US $1,601
1 Bedroom
1 Bathroom
Couples Retreat
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $238/Night
For 7 Nights US $1,666
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
US $178/Night
For 7 Nights US $1,247
1938 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $213/Night
For 7 Nights US $1,490
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
US $150/Night
For 7 Nights US $1,051
3000 ft²
14 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $491/Night
For 7 Nights US $3,434
1400 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $437/Night
For 7 Nights US $3,058
