Discover Your Perfect Upton Old Town Vacation Homes

Best Vacation Homes in Upton Old Town

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10.0 (171 Reviews)
House
Sawin Logs Inn
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
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8.4 (128 Reviews)
House
Bearlodge Mountain Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability

Why Choose Rent By Owner for your Upton Old Town 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 Upton Old Town

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the optimal seasons when the weather complements the natural beauty of this destination in Upton, Wyoming, and enhances your overall experience with our trusted vacation rentals.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, this region experiences its peak season with longer daylight hours and pleasant temperatures, making it ideal for outdoor activities.

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

The fall months bring vibrant foliage and mild weather, attracting visitors who want to enjoy the scenic landscapes and outdoor excursions.

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

Off-Season Highlights

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Winter (December to February)

This quieter period is characterized by colder temperatures and fewer visitors, offering a peaceful retreat for those seeking solitude or winter sports.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Early spring sees less tourist activity, providing an opportunity to explore at a relaxed pace before the main tourist influx begins.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Upton Old Town

How to Book Your Upton Old Town 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 Upton Old Town

More Top-Rated Vacation Rentals in Upton Old Town Area

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 for memorable cookouts.
  • Relax on a spacious patio or deck, perfect for soaking in the scenic views.
  • Take advantage of nearby hiking trails and nature walks right from your accommodation.
  • Spend time in the lush, landscaped yard ideal for outdoor games and activities.
  • Make use of available bike racks to explore the region's scenic countryside.
  • Access shared outdoor recreation spaces such as picnic areas or playgrounds.
  • Benefit from convenient parking facilities suited for your outdoor adventures in the area.

Top Attractions Around Upton Old Town

What attractions are nearby?

While staying here, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and charm of the surrounding area in Upton, Wyoming.

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Family Activities

  • Upton Old Town Historic Walking Tour: Discover the charming streets and rich history of this destination through a guided or self-led tour, perfect for exploring with family.
  • Upton Old Town Museum Visit: Engage the whole family with educational exhibits that highlight local heritage and culture, making it an enriching experience in the region.
  • Family Picnic at Upton Park: Enjoy a relaxing day outdoors with scenic views, playgrounds, and picnic areas that are ideal for creating memorable family moments here.
  • Local Farmers Market: Browse fresh produce and handcrafted goods at the town's farmers market, an enjoyable activity that supports local vendors and delights all ages.
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Adult Activities

  • Exploring Local Art Galleries: Discover the vibrant art scene in the area by visiting local galleries that showcase regional talents and unique Wyoming-inspired pieces.
  • Enjoying Scenic Nature Walks: Take advantage of peaceful trails nearby to immerse yourself in the natural beauty that defines this destination's outdoor appeal.
  • Visiting Historic Landmarks: Delve into the rich history of the region through visits to key historic sites that highlight its cultural significance.
  • Sampling Regional Cuisine: Indulge in authentic Wyoming flavors at locally owned restaurants, offering a taste of traditional and contemporary culinary delights.

Upton Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's natural beauty by visiting nearby parks and outdoor spots to enjoy scenic walks and local wildlife.
  • Connect with the Community: Engage with the friendly residents and explore neighborhood events to gain a true sense of this destination’s unique charm.
  • Plan Your Activities: Prioritize must-see attractions and outdoor adventures early to make the most of your stay here, especially in good weather.
  • Choose Prime Locations: Select a vacation rental close to key points of interest for easier access and a more immersive experience in this region.

Transportation Options

  • Local Bus Services: The area offers reliable bus routes that connect you to key destinations throughout Upton and nearby towns, making it easy to explore without a car.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft provide convenient transportation within the region, ideal for quick trips or late-night returns to your vacation rental.
  • Car Rental Agencies: Several car rental companies operate close by, giving you the flexibility to drive at your own pace and visit more remote attractions in this part of Wyoming.
  • Bicycle Rentals: For a more eco-friendly and scenic experience, bicycle rentals are available to help you enjoy the natural beauty surrounding your accommodation here.

Local Customs Options

  • Respect for Local Landmarks: Visitors are encouraged to honor and preserve the historic sites that define the region's rich heritage during their stay.
  • Dress Code Etiquette: Casual, yet neat attire is appreciated when participating in community events and visiting local establishments here.
  • Community Greeting Styles: Warm handshakes and friendly nods are customary ways to greet neighbors and fellow visitors in this welcoming area.
  • Environmental Responsibility: Responsible disposal of waste and conservation efforts are highly valued to maintain the area's natural beauty for future travelers.

Frequently Asked Questions About Upton Old Town?

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:

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 101 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 booking a vacation rental in this area?

The cancellation policy varies by listing. Please review the specific property's policies before booking or contact the owner directly for detailed information.

4. How do I find out about available amenities and house rules before booking?

All amenities and house rules are listed on the property’s page. To ensure your stay meets your needs, review these details carefully or reach out to the host with any questions.

5. What should I know about checking in and checking out at a vacation rental in this destination?

Check-in and check-out procedures are outlined in the listing. Contact the owner beforehand if you need special arrangements or have specific timing requests.

6. Are there any restrictions I should be aware of when booking a property here?

Restrictions such as maximum occupancy, pet policies, or quiet hours are specified in each listing. Please verify these details to ensure compliance during your stay.

7. How can I confirm availability and secure my reservation in this region?

Availability can be checked through the listing calendar. Once you’ve selected your dates, proceed with the booking process or contact the owner for assistance.

Best Vacation Homes in Upton Old Town

9.6 (4 Reviews)
Apartment
Modern Studio Apartment #5
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability