Discover Your Perfect Upland Vacation Homes

Why Choose Rent By Owner for your Upland 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 Upland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers different attractions and outdoor activities throughout the year, making it an ideal destination for your next vacation rental booking in Upland, Indiana.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer days, making it ideal for exploring the outdoor scenery around the area.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September to November)

The fall season offers vibrant foliage and pleasant weather, perfect for outdoor activities and appreciating the local natural beauty.

Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region experiences cooler temperatures and a quieter atmosphere, providing a cozy setting for those seeking tranquility.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: around 20°F to 25°F
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Spring (March to May)

Spring brings mild temperatures and blooming landscapes, offering a peaceful time to enjoy the area's natural serenity away from peak crowds.

Average Temperature Daytime: around 55°F to 65°F - Nighttime: around 40°F to 45°F

Weekly Weather Forecast for Upland

How to Book Your Upland 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 Upland

More Top-Rated Vacation Rentals in Upland 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 a private outdoor patio or deck for relaxing and dining al fresco.
  • Take advantage of spacious yards perfect for outdoor play or gatherings.
  • Make the most of nearby fire pits for cozy evenings under the stars.
  • Benefit from access to scenic walking trails or bike paths in the area.
  • Utilize outdoor grills or barbecue equipment for cookouts with family and friends.
  • Avail yourself of well-maintained garden spaces or landscaping features.
  • Experience convenient parking options suited to exploring this destination by car.

Top Attractions Around Upland

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that highlight the region's natural beauty and friendly community vibe during your stay.

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Family Activities

  • Upland Nature Trail: Embark on a family-friendly walk along this scenic trail to enjoy the lush scenery and fresh air of the surrounding region.
  • Upland Community Park: Spend a relaxing day at the park with picnic areas, playgrounds, and open spaces perfect for outdoor games and leisure activities.
  • The local ice cream parlor: Cool off together and indulge in homemade treats that offer a sweet break during your family adventure here.
  • Nearby Lake Activities: Experience lakeside fun with fishing, kayaking, or simply taking in the tranquil views that make this area ideal for family bonding.
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Adult Activities

  • Hiking at Upland Nature Preserve: Explore scenic trails in this natural sanctuary, perfect for enjoying the area's lush landscapes and local wildlife.
  • Fishing at Mississinewa Lake: Spend a relaxing day casting your line at the nearby lake, renowned for its clear waters and abundant fish species.
  • Visiting Local Historic Sites: Discover the area's rich history by touring charming historical landmarks that narrate the region's unique story.
  • Enjoying Community Events and Festivals: Experience vibrant local culture through seasonal festivals and events that showcase regional traditions and hospitality.

Other Places to Stay in Upland, IN

Taylor University
Taylor University Vacation Rentals
More Places to Stay Near Upland

Upland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check out the region’s community calendars to align your stay with local events that showcase the area's culture and spirit.
  • Plan Outdoor Activities: Take advantage of nearby parks and natural spots to enjoy outdoor pursuits like hiking or picnicking during your visit.
  • Discover Authentic Dining Options: Seek out local eateries that serve regional specialties for a genuine taste of the area’s culinary scene.
  • Utilize Nearby Transportation: Familiarize yourself with public transit or rental services to easily access popular attractions and amenities here.

Transportation Options

  • Indiana University Health Hospital Shuttle: You can utilize this convenient shuttle service to travel easily between the area and local healthcare facilities.
  • Local Bus Services: Public bus routes connect you to key points within the region, making your exploration of Upland straightforward and economical.
  • Car Rentals: Renting a vehicle offers the flexibility to explore nearby attractions and scenic spots at your own pace during your stay.
  • Taxi and Ride-Sharing Services: Available for quick trips around this destination, providing a reliable transportation option without the need for personal vehicle ownership.

Local Customs Options

  • Community Events: Participating in local festivals and gatherings is a cherished tradition that allows visitors to experience the region’s vibrant social scene.
  • Restaurant Etiquette: Respect for regional dining customs, such as casual conversations and appreciation for homemade dishes, enhances your experience here.
  • Religious Practices: Attending church services or community prayer events offers insight into the spiritual life valued by residents in this area.
  • Seasonal Celebrations: Engaging in seasonal activities like holiday parades or harvest festivals helps you connect with the area's cultural rhythm throughout the year.

Frequently Asked Questions About Upland?

1. What are the top vacation rentals in Upland?

There are a lot of options in Upland. If you plan on staying in the Upland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upland:

2. Which vacation homes in Upland are best for families?

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

3. How many Rentbyowner vacation rentals are available in Upland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 70 in the Upland 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 Upland. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it is best to review the specific rental's terms and conditions directly on the listing or contact the owner for detailed information.

5. How do I ensure my booking is confirmed for my stay in the region?

Your booking confirmation will be sent once the host approves your reservation. Always verify the confirmation details through your account and reach out to the owner if you have any questions about your reservation status.

6. Are there any specific house rules I should be aware of when staying here?

Yes, each property has its own set of house rules listed on the rental page. It’s important to read these rules carefully before completing your booking to ensure a smooth stay.

7. What amenities are typically included with accommodations in this destination?

Amenities vary by property, but common features include Wi-Fi, parking, full kitchens, and laundry facilities. Check the individual listing for a detailed description of what is included.

8. How can I communicate with the property owner if I have questions before or during my stay?

You can contact the owner directly through the messaging platform provided on the listing site. This ensures a reliable and secure way to get your questions answered promptly.