Photo by Lily S

Upland holiday lettings

We found 366 holiday rentals — enter your dates for availability

Discover a selection of 15 homes and other holiday rentals in Upland that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Lively Upland will entice you

Enjoy the area's live music, churches and history with a rental holiday home in Upland. This city's shopping, sporting events and coffee shops draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Upland

Are you searching for things to do in the city? Venture out of your cosy holiday rental and check out everything that Upland has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • In-N-Out Burger Pomona Dragstrip (6.9 mi / 11.1 km)
  • Auto Club Speedway (8.9 mi / 14.4 km)
  • Los Serranos Country Club (9.2 mi / 14.8 km)
  • Raging Waters (9.3 mi / 15 km)
  • Silverlakes Sports Complex (11 mi / 17.8 km)
  • Sierra Lakes Golf Club (12.3 mi / 19.8 km)

Exploring the natural landscape of Upland

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Upland. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Ayala Park (7.1 mi / 11.5 km)
  • Prado Regional Park (10.5 mi / 16.9 km)
  • San Gabriel Mountains (13.3 mi / 21.3 km)
  • Chino Hills State Park (13.5 mi / 21.8 km)
  • Glen Helen Regional Park (15.8 mi / 25.5 km)
  • Carbon Canyon Regional Park (16.3 mi / 26.2 km)

Transport options to and around Upland

Fly into Ontario, CA (ONT-Los Angeles - Ontario Intl.), the closest airport, located 4.1 mi (6.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into San Bernardino, CA (SBD-San Bernardino Intl.), which is 23 mi (37 km) away.

If you prefer train travel, you can make your way to Upland Station.

Frequently asked questions

What is the best area to stay in Upland when booking a holiday rental?
When considering a holiday rental in Upland, California, one of the most appealing areas to stay in is the vicinity of the historic downtown. This charming neighbourhood features a delightful mix of shops, restaurants, and cultural attractions, making it a vibrant hub for visitors. You can explore the beautiful Upland Memorial Park, which offers lovely walking paths and picnic areas, great for a relaxing day outdoors. Additionally, the nearby Maturango Museum showcases the region's rich history and art, providing a fascinating insight into the local culture.

Another excellent option is the area near the foothills, where the stunning San Gabriel Mountains provide a picturesque backdrop. This location is ideal for those looking to enjoy outdoor activities such as hiking and nature walks, with numerous trails available for all skill levels. The close proximity to the mountains not only offers breathtaking views but also easy access to the natural beauty that Southern California is renowned for.

In terms of accommodation, Upland boasts a variety of properties, suiting different preferences and group sizes, ensuring that visitors can find the great place to stay.
How much does it cost to rent a holiday home in Upland?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upland holiday house rentals?
You can find great discounts on house rentals in Upland on Vrbo, 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.
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 about 39 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them great for families or larger groups. Many of these homes also feature outdoor spaces such as gardens or patios, ideal for relaxation after a day of exploring the local attractions. Additionally, there are around 15 apartments available, which provide a more compact accommodation option with amenities like kitchenettes and communal areas. While there are several mobile homes and villas, they are less common compared to holiday houses and apartments.
Are there any family house rentals in Upland?
In Upland, California, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The neighbourhoods here offer a variety of spacious homes, many of which feature multiple bedrooms, full kitchens for preparing meals, and inviting living areas for family gatherings. Outdoor spaces often include backyards where kids can play and adults can relax, enhancing the overall experience.

This area is conveniently located near attractions such as the historic downtown district and the scenic San Gabriel Mountains, great for family outings. Visitors can also find parks nearby, providing playgrounds and picnic areas for outdoor fun.
Can I rent a holiday home with a pool or hot tub in Upland?
In Upland, California, there are several holiday homes available for rent that feature pools and hot tubs, providing a refreshing retreat for travellers. The city, located in the foothills of the San Gabriel Mountains, offers a range of neighbourhoods where these properties can be found, including the serene residential areas that provide a tranquil atmosphere for relaxation.

Many of these rentals come equipped with private swimming pools and hot tubs, superb for unwinding after a day of exploring the local attractions. Expect amenities such as spacious outdoor areas, fully equipped kitchens for self-catering, and comfortable living spaces that enhance the holiday experience. Some properties may also feature barbecue facilities and lovely gardens, making them ideal for entertaining or enjoying family time.
Can I find long-stay holiday rentals in Upland?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Upland?
In Upland, California, there are several pet-friendly house rentals available, offering a range of amenities for travellers. Many of these properties feature comfortable living spaces with modern kitchens, spacious backyards, and outdoor areas that are great for pets to enjoy. Amenities such as Wi-Fi, air conditioning, and laundry facilities are commonly included, ensuring a convenient stay for guests.

The city is located near various parks, making it an excellent choice for pet owners who wish to explore outdoor spaces. San Antonio Park, for instance, provides walking paths, picnic areas, and open spaces for dogs to roam. Additionally, the nearby Upland Memorial Park features sports fields and playgrounds, providing ample opportunities for both relaxation and recreation with pets.
Are there any remote work holiday rentals in Upland?
In Upland, California, there are numerous remote work-friendly holiday rentals available, with approximately 45 options to choose from. This area provides a conducive environment for remote workers, featuring properties equipped with essential amenities such as high-speed internet, complimentary Wi-Fi, and dedicated workspaces. Many of these rentals offer comfortable living spaces, ideal for balancing work and relaxation.

The city itself boasts a variety of local attractions, including the historic downtown area with its charming shops and eateries, as well as nearby parks for leisure and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Upland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Upland?
In Upland, popular rental amenities include well-equipped kitchens, which are ideal for preparing meals during your stay. Many properties also feature blenders and coffee or tea makers, ensuring that guests can enjoy their morning beverages with ease. Onsite parking is commonly available, providing a convenient option for those travelling with their own vehicles. Additionally, many rentals in Upland are pet-friendly, allowing guests to bring their furry companions along for the trip.
When is the best time to visit Upland for a holiday rental?
July is the most popular time to visit Upland, California, as the warm summer weather draws in holidaymakers eager to explore the area's attractions. During this peak season, which spans from December to February, visitors can enjoy outdoor activities like hiking and sightseeing in the surrounding San Gabriel Mountains, where temperatures typically range from 20 to 30 degrees Celsius. This period is great for those who appreciate a vibrant setting and numerous community events.

While July is bustling with tourists, October presents a wonderful opportunity for those seeking a quieter experience. The pleasant temperatures, usually hovering around 20 degrees Celsius, make it an ideal time for leisurely walks in the local parks or enjoying a picnic with family and friends. Additionally, you'll find that holiday rentals are often more affordable during this low season, allowing you to enjoy Upland without breaking the bank.

Ultimately, your choice of when to visit Upland will depend on your preferences for a lively option filled with summer activities or a more tranquil experience in the beautiful autumn months.
How early should I book a Upland holiday rental?
Book your Upland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upland?
In Upland, California, visitors can enjoy a range of attractions that reflect the area's charm and natural beauty. The historic downtown area is a delightful spot to explore, featuring quaint shops, restaurants, and the Upland Farmers Market, which operates weekly. Nearby, the beautiful San Antonio Heights offers stunning views of the surrounding mountains and is home to the scenic Euclid Avenue, lined with lovely old trees and historic homes.

For nature enthusiasts, the nearby Cucamonga-Guasti Regional Park provides opportunities for picnicking, fishing, and walking along its lovely trails. The park's picturesque lakes and open spaces make it a great spot for relaxation. Additionally, Upland is close to the Ontario Mills shopping centre, which is one of the largest outlet malls in California, offering a variety of shops and dining options.

For outdoor activities, the foothills of the San Gabriel Mountains are easily accessible, providing hiking trails that cater to different skill levels, such as the popular Mount Baldy area.
Can I change or cancel my Upland home rental booking on Vrbo?
To find Upland holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upland holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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