- USA
 - Wyoming
 - Upton
 - Upton Old Town
 - Rentals by Owner
 
Discover Your Ideal Upton Old Town, Wyoming Rental by Owner for a Comfortable Stay
Discover Your Perfect Upton Old Town Rentals by Owner
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Upton Old Town Rentals by Owner
- Air Conditioner
 - Parking
 - View
 
- Air Conditioner
 - Balcony/Terrace
 - Security/Safety
 
- Air Conditioner
 - Parking
 - Balcony/Terrace
 
- Air Conditioner
 - Parking
 - Pool
 
- Air Conditioner
 - Parking
 - Pet Friendly
 
- Air Conditioner
 - Parking
 - Pet Friendly
 
- Parking
 - Pet Friendly
 - View
 
- Air Conditioner
 - TV
 - Balcony/Terrace
 
- Parking
 - Accessibility
 - Security/Safety
 
- Parking
 - Pet Friendly
 - Balcony/Terrace
 
- Parking
 - Accessibility
 - Security/Safety
 
- Parking
 - Pet Friendly
 - Balcony/Terrace
 
Why Choose Rent By Owner for your Upton Old Town vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Upton Old Town
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider visiting during the region’s optimal seasons when weather conditions enhance your experience, ensuring you choose the right time to vacation here through Rent By Owner’s trusted rental options in this charming destination.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll enjoy warmer weather ideal for outdoor activities and exploring the region’s scenic beauty.
Fall (September to November)
The fall season offers crisp air and vibrant foliage, making it a perfect time to experience the area's natural landscapes with fewer visitors.
Off-Season Highlights
Spring (March to May)
In spring, the area begins to bloom, providing a peaceful and less crowded environment for enjoying the outdoors and local scenery.
Winter (December to February)
Winter turns the region into a serene winter wonderland, ideal for those seeking quieter accommodations and snowy vistas.
Weekly Weather Forecast for Upton Old Town
How to Book Your Upton Old Town vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upton Old Town
Common Rentals by Owner Amenities
What amenities can you expect?
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 seating areas such as patios or decks to relax and take in the scenic surroundings.
 - Take advantage of private or shared barbecue grills for outdoor cooking experiences.
 - Benefit from spacious yards or gardens ideal for outdoor activities and gatherings.
 - Look for outdoor fire pits to gather around during cool evenings in this charming area.
 - Utilize bicycle or hiking trail access conveniently located nearby, perfect for exploring the region.
 - Seek out properties with parking facilities that accommodate outdoor vehicles or recreational gear.
 - Make use of nearby lakes or rivers for fishing, kayaking, or other water-based endeavors in this serene destination.
 
Top Attractions Around Upton Old Town
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and explore local attractions that showcase the natural beauty and culture of Wyoming, all within easy reach when you choose to stay in a rental by owner here.
                
            Family Activities
- Upton Old Town Historic District Tour: Discover the area's rich history and charming architecture through a self-guided or guided walk around this captivating district.
 - Family Fishing at nearby lakes: Enjoy quality time with your loved ones by casting lines at local lakes, where family-friendly fishing opportunities abound.
 - Picnicking in Local Parks: Relax and unwind with a picnic in the region's scenic parks, offering open spaces ideal for children to play and explore nature.
 - Visiting Regional Museums: Immerse your family in the area's heritage and culture by exploring the local museums that showcase fascinating exhibits suitable for all ages.
 
Adult Activities
- Historical Museum Tour: Dive into the area's rich past by exploring local museums that showcase the history and culture of Upton Old Town.
 - Outdoor Recreation at Nearby Parks: Enjoy outdoor activities such as hiking, birdwatching, or picnicking in the scenic parks surrounding this destination.
 - Local Dining Experiences: Savor regional cuisine at charming eateries that offer a taste of Wyoming’s local flavors within the region.
 - Fishing and Water Activities: Engage in fishing or relaxing by the water, making the most of this area’s natural waterways for adults seeking leisure and tranquility.
 
Upton Old Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Amenities: Take advantage of the nearby shops and eateries to immerse yourself in the local vibe and support small businesses during your stay.
 - Plan Outdoor Activities: Make the most of the area's natural beauty by organizing outdoor adventures such as hiking or scenic drives around this charming region.
 - Communicate with Hosts: Reach out to your rental owner for insider tips and recommendations to enhance your experience exploring the vicinity.
 - Respect the Neighborhood: Be mindful of local customs and quiet hours to ensure a pleasant stay, fostering good relations with neighbors in this welcoming community.
 
Transportation Options
- Local Bus Services: The area is served by reliable bus routes that provide convenient transportation options for exploring Upton and the surrounding region.
 - Rental Car Agencies: Multiple rental car agencies are available nearby, offering flexible mobility to visit attractions and venture further into Wyoming at your own pace.
 - Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber or Lyft operate here, ensuring easy access for quick trips around Upton Old Town and beyond.
 - Private Shuttle Services: Private shuttle services may be booked for tailored transportation needs, making it simple to reach local destinations from your rental accommodation.
 
Local Customs Options
- Respect for Wildlife and Nature: Locals value eco-friendly practices and appreciate visitors who observe wildlife and natural surroundings quietly and without disturbance.
 - Community Greeting Customs: A friendly nod or wave is customary here, reflecting the area's welcoming spirit toward travelers exploring the region.
 - Traditional Western Hospitality: Visitors often experience warm hospitality rooted in the region’s rich Western heritage, welcoming newcomers with genuine friendliness.
 - Local Event Participation: Engaging in regional festivals or community activities is encouraged, helping you integrate smoothly into the area's cultural fabric.
 
Frequently Asked Questions About Upton Old Town Rentals by Owner
1. What are the top vacation rentals in Upton Old Town?
There are a lot of options in Upton Old Town. If you plan on staying in the Upton Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upton Old Town:
- Sawin Logs Inn
 - Charming 3-bedroom vacation home in Pine Haven
 - Cozy cabin in the beautiful Black Hills
 - Wyoming Nature Retreat: 19 Mi To Devils Tower
 - Lake & Mountain View Guesthouse
 - Erickson Mountain Retreat. A Wonderful Wyoming Black Hills Getaway!
 - Peaceful Wyoming Cabin w/Spacious Deck & Wet Bar!
 - Listing title: Pine Haven, WY home viewing Keyhole Reservoir
 - Quiet Newcastle Apartment w/Step-Free Access
 - Kara Creek Ranch - Double Bed Cabin with Kitchen #7
 
2. How many Rentbyowner vacation rentals are available in Upton Old Town?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 78 in the Upton Old Town 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 Upton Old Town.
3. What is the cancellation policy for a rental by owner in Upton Old Town?
4. How do I confirm a booking with a property owner in this area?
5. Are there any additional fees associated with rentals in Upton Old Town?
6. What amenities are commonly included in rentals by owner in this part of Wyoming?
7. How can I contact the property owner if I have questions about my stay in this destination?
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- Parking
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