Photo by Lily S

Upland holiday lettings

We found 371 holiday rentals — enter your dates for availability

Discover a selection of 13 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.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

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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)
  • Mount Baldy Ski (12.4 mi / 19.9 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)
  • Lake Norconian (12.7 mi / 20.4 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)

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 historic downtown district. This charming neighbourhood offers a delightful blend of old-world architecture and modern amenities, making it a wonderful spot for visitors. You'll find a variety of properties available, ranging from quaint cottages to more contemporary apartments, providing numerous options to suit different preferences and budgets.

Staying in the downtown area places you conveniently close to some of Upland's top attractions. The iconic Upland Farmers Market is a must-visit, where you can enjoy local produce, artisanal goods, and a vibrant community atmosphere every Saturday. Additionally, the nearby historic Upland Train Station adds a touch of nostalgia and is a lovely spot to explore, showcasing the town's rich railway history.

Another excellent option is the area around the San Antonio Heights neighbourhood, which offers stunning views and a more tranquil setting. This area is particularly appealing for those who enjoy outdoor activities, as it's in proximity to both the San Gabriel Mountains and several hiking trails. The nearby Claremont Village, just a short drive away, features lovely shops and restaurants, making it a great spot for an afternoon stroll.
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 rental accommodation, with around 11 available throughout the area. These houses typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or larger groups. Additionally, there are several apartments, villas, mobile homes, and cottages scattered across Upland, providing a range of options for travellers. Many of these rentals come with outdoor spaces, such as patios or gardens, allowing guests to enjoy the pleasant California weather while relaxing after a day of exploring the local attractions.
Are there any family house rentals in Upland?
In Upland, California, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The area features spacious homes, often equipped with amenities such as full kitchens, ample living areas, and outdoor spaces where kids can safely play.

Visitors can explore nearby attractions like the scenic Euclid Avenue, lined with charming shops and eateries, or enjoy a day out at the nearby California Botanic Garden, which offers lovely walking paths and educational opportunities for the entire family. Additionally, the proximity to the San Gabriel Mountains provides a great backdrop for outdoor activities, including hiking and picnicking.
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. This charming city, located in the foothills of the San Gabriel Mountains, offers a variety of neighbourhoods where travellers can find suitable accommodations. Many of these rentals come equipped with private pools, inviting hot tubs, and spacious outdoor areas ideal for relaxation and entertaining. Inside, guests can expect modern amenities such as fully equipped kitchens, comfortable living spaces, and often additional features like barbecues and outdoor lounges.
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, there are some pet-friendly house rentals available, offering a range of amenities to ensure a comfortable stay. Many of these properties come equipped with spacious living areas, fully stocked kitchens, and private outdoor spaces, allowing for both relaxation and convenience.
Are there any remote work holiday rentals in Upland?
In Upland, California, there are a variety of remote work holiday rentals available—around 15 options to choose from. This city, located in the San Gabriel Valley, is well-suited for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive environment. 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 holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals. Travellers can expect cookware, dishware, and utensils provided, making self-catering easy and convenient. Additionally, many rentals feature coffee makers for that essential morning brew, as well as microwaves for quick snacks or reheating leftovers. Ovens are also commonly available, providing further cooking options.
When is the best time to visit Upland for a holiday rental?
The best time to visit Upland for a holiday rental is during the peak season from December to February. This period offers a delightful escape for travellers looking to enjoy the mild Californian winter. With temperatures typically ranging from 10 to 20 degrees Celsius, outdoor activities such as hiking in the nearby San Gabriel Mountains become particularly appealing, allowing you to immerse yourself in nature while enjoying pleasant weather.

July is another popular month, drawing visitors eager to experience summer activities and local events. The vibrant atmosphere is superb for travellers, making it an ideal time for those who enjoy community festivals and outdoor recreation.

For travellers seeking a more budget-friendly option, October is a fantastic time to explore Upland. During this month, you can enjoy the beautiful autumn scenery without the crowds, making it superb for leisurely walks in local parks or visiting charming downtown shops.
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.
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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