Photo by Shannon Scott

Upland holiday rentals

We found 42 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Upland to find one that's perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, including parking and a garden. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Find the perfect holiday rental for your Upland getaway

Learn about the unique charm of Upland with a stay in a holiday home rental. One of the city's many top draws is its restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Upland

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that Upland has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Walnut Creek Golf Courses (2.3 mi / 3.7 km)
  • Crestview Golf Club (22.6 mi / 36.3 km)

Exploring the natural features in Upland

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Upland is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • James Dean Memorial Park (9.1 mi / 14.7 km)
  • Salamonie Lake (21.5 mi / 34.6 km)
  • Emerson Dog Park (19.8 mi / 31.9 km)
  • Mansfield Park (22.5 mi / 36.3 km)
  • Matter Park (11.9 mi / 19.1 km)
  • Tower Park (14.8 mi / 23.9 km)

Transport to and around Upland

The nearest airport is in Muncie, IN (MIE-Delaware County), located 17.4 mi (28 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Fort Wayne, IN (FWA-Fort Wayne Intl.), which is 38.8 mi (62.4 km) away.

Frequently asked questions

What is the best area to stay in Upland when booking a holiday rental?
When considering the best area to stay in Upland, Indiana for a holiday rental, the neighbourhood surrounding Taylor University is an excellent choice. This area not only offers a selection of charming properties but also provides a vibrant setting due to the university's dynamic community. Staying near the campus allows you to enjoy the beautiful university grounds and partake in various events, especially during the academic year.Another appealing option is the vicinity of the Upland Town Centre, where you can find a variety of local shops and eateries that showcase the town's unique character. This area is superb for those looking to immerse themselves in the local culture. You can explore the nearby Upland Sports Complex, which offers recreational facilities for outdoor activities.In terms of attractions, the historic Upland Opera House is a must-see, often hosting performances and community events that highlight local talent. Additionally, the scenic beauty of the nearby Mississinewa River offers opportunities for leisurely walks and picnics.
What is the most popular type of holiday rental accomodation in Upland?
In Upland, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many of these rentals are situated in peaceful neighbourhoods, providing a tranquil environment for relaxation after exploring local attractions such as the nearby Taylor University or the scenic landscapes of the surrounding countryside.
Are there any family house rentals in Upland?
In Upland, Indiana, there are several family-friendly house rentals available, providing ample options for visitors. Many of these homes are situated in charming neighbourhoods that offer a friendly setting. Properties typically feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or families can gather for barbecues.Visitors can explore the nearby Indiana Wesleyan University, which not only contributes to the local vibe but also offers beautiful campus grounds. Additionally, the town is close to the scenic Mississinewa Lake, superb for outdoor activities such as hiking, fishing, or picnicking.
Are there any remote work holiday rentals in Upland?
In Upland, Indiana, there are several remote work holiday rentals available that cater to those needing a conducive environment for productivity. Many of these properties feature amenities such as high-speed internet, both Wi-Fi and wired connections, ensuring that guests can stay connected and work efficiently. Expect comfortable workspaces within the rentals, often including dedicated desks or quiet corners great for focusing on tasks.The town itself offers a quaint atmosphere, with local parks and coffee shops nearby, providing opportunities for breaks and relaxation. Upland is also known for its proximity to Taylor University, which adds a vibrant community feel to the area. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Upland?
In Upland, popular rental amenities include onsite parking, making it convenient for guests with vehicles. Many properties feature kitchens, allowing travellers to prepare their own meals, alongside coffee and tea makers for a quick caffeine fix. Outdoor spaces are also common, with charcoal grills available for those who enjoy barbecuing, and porches or lanais that offer a pleasant spot to relax and enjoy the surroundings.
When is the best time to visit Upland for a holiday rental?
April is the most popular month to visit Upland, Indiana, as the spring season brings vibrant colours and a refreshing atmosphere great for outdoor activities. During this time, visitors can enjoy pleasant temperatures (around 10 to 20 degrees Celsius), making it ideal for exploring the local parks and enjoying leisurely walks in the beautiful surroundings.The peak tourist season in Upland typically runs from July to September, when families flock to the area for summer activities and events. This bustling period offers a lively option, with numerous opportunities for sightseeing, local festivals, and outdoor adventures. However, for those who prefer a more tranquil experience, October is a fantastic choice, as it allows you to enjoy the stunning autumn foliage while avoiding the crowds.Whether you're seeking the vibrancy of spring or the peacefulness of fall, Upland offers a range of experiences to suit your travel preferences.
What are the top attractions in Upland?
In Upland, Indiana, visitors can enjoy a variety of attractions that showcase the charm of this small town. One of the main highlights is Taylor University, a well-known Christian liberal arts university that often hosts events and activities open to the public, including art exhibitions and performances. The campus itself is picturesque, making it a pleasant spot for a leisurely stroll.Nearby, the Upland Community Park offers a lovely outdoor space with walking trails, picnic areas, and playgrounds, superb for families and those looking to enjoy the natural surroundings. The park frequently hosts local events and festivals, adding to the community spirit.For history enthusiasts, the Upland Historical Museum provides insights into the town's past and features various exhibits that highlight local heritage. The museum is a great place to learn more about the area's history while supporting local cultural initiatives.Additionally, the scenic countryside surrounding Upland offers opportunities for outdoor activities like hiking and biking, with several trails available for exploration.
Are all fees included in the Upland holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Upland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Upland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Upland holiday homes?
You can find great discounts on holiday homes in Upland on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Upland holiday home booking on Stayz?
To find Upland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Upland?
A long-stay holiday home in Upland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Upland holiday home?
Book your Upland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Upland?
Prices for holiday homes in Upland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Upland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.