
Holiday houses in Upland
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Top-rated holiday rentals in Upland
Guests agree: these stays are highly rated for location, cleanliness and more.

Claremont College Close - Private Upstairs Cottage
CHECK OUT OUR REVIEWS! Guest House Is A Totally Separate Upstairs Cottage W/Living Room/Kitchenette/Bedroom/Bathroom/Washer/Dryer/Private Entry. You Never Meet The Owners. Located At The Foot Of The Mountains. Just 5 Miles To Claremont Colleges Which Is The Majority Of Our Guests. Great Hiking Trails. 37 Miles To Disneyland, 10 To Ontario Airport, 55 To LAX Airport, 42 To LA, 8 To Mt. Baldy, 61 To Big Bear, 50 To Newport Beach. It's So Nice You Won't Want To Leave. Long Term Renters Considered.

Gorgeous Resort Style Mountain view Pool Villa
Gorgeous 3 bed/2 bath single floor home with PRIVATE Heated POOL that feels like a 5 Star resort with FREE EV charging for your car. Beautiful backyard, BBQ grill and 12 seater lounge, pool & hot tub with water slide. Fireplace, 85” OLED TV, work space, High speed Wi-Fi , Gym. Fully equipped kitchen, 6-burner gas range stove, rice cooker, coffeemaker etc. Laundry room with washer/dryer, iron/board, air conditioning, heating, linens/towels, Pack & play. Digital door lock, Driveway for 4 vehicles.

North Upland Suite, Private Entrance and Bathroom
Bright, spacious room in North Upland home with private entrance and private bathroom. The room has a comfortable queen bed. The en-suite bathroom has a shower and large bathtub. The closet has a kitchenette. There is a table for dining or working. There is no access to the main house. Shared dining and lounging spaces in the yard. Space is a few miles from Sweet Pea Ranch, and six miles from Claremont Colleges and eight miles from Mount Baldy Lodge. This is a non smoking / no drugs property!

One bedroom suite near ONT Airport
Relax with the whole family in a private one bedroom guest suite. The bedroom has (1) Cal King Bed and in the living area there is also a full size & twin size bed. The suite is has (2) TV's. Refrigerator, coffee maker and microwave are provided for your stay along with dishes. The suite is connected to the home by a double sided door. The door will remain locked on both ends. We are a short 10 min. drive to the Ont airport, Ontario convention center, Toyota arena and the Ontario Mill

Lux Suite with Private Entrance
Private Suite with a breathtaking view from the balcony, Roku TV, private bath and a kitchen with cooktop, microwave, countertop Cuisinart air fryer oven, Keurig, toaster, and full size fridge. Located north of 210 with access to all major freeway including the 15 freeway. The stand alone air system only serves the Suite. We are a 3-minute drive to Ralph’s Shopping Center which also consist of stores such as Starbucks, Wells Fargo, UPS, and Enterprise. 15 minute drive to Ontario Airport.

Pool • Garden Patio • 5 Min to Village & Colleges
This peaceful garden guesthouse feels worlds away while still being just minutes from the Claremont Colleges and Village. Start your mornings with coffee on the private patio, open the French doors to fresh air and garden views, then unwind beneath the trees after a day of hiking, exploring, or visiting campus. Guests love the soaring ceilings, newly renovated kitchen, pool, thoughtful details, and the calm atmosphere throughout the property. Claremont Short Term Permit Number: STR-001

Stylish 4BR ~ Near Colleges, BBQ Patio, Pool Table
Welcome to our Upland retreat—a spacious 4BR home designed for both comfort and style. Perfect for families, friends, or groups, it features a cozy living room, a fully equipped chef’s kitchen, and peaceful bedrooms for a restful stay. Step outside to a sunny patio with a BBQ and outdoor dining set, ideal for enjoying California’s beautiful weather. Just 5 minutes from the I-10 freeway, the home is a perfect base for exploring local attractions or simply relaxing in laid-back luxury.

Southern Cal Retreat
Welcome to the Great State of California! This is a beautiful spacious home in the suburbs of LA. Your Airbnb is a 2400 square ft home entirely meant for you to get away and relax! Newly renovated, 6 televisions, Wifi included and self check-in! Enjoy the the year round exquisite weather and sunshine with amenities and comforts to make you feel right at home. With your own personal balcony in the master bedroom. Excellent space for family reunions, team building, and much more!

North Upland House with a Pool
Your space has a private entrance and its own bedroom, bathroom and kitchenette with a SINK induction burner & countertop . There is a large workspace perfect for remote work. WiFi is FAST. The space is secluded at the end of the main house with its own private entrance. There are no shared living spaces and you have access to the REFRESHING PRIVATE POOL, shaded, and sunny patios, and a large yard. There are table and chairs in a beautiful setting perfect for a relaxing meal

Lux & Modern 3BR near ONT & Toyota Arena
Cozy 3B/2B in a quiet neighborhood! Designed by a professional designer Baobao, it is a masterpiece of style and comfort. Marvel at art adorning the walls, relax on sumptuous leather, and savor amenities enhancing both aesthetics and functionality. Famous DS design brings ranch-style living with easy access to freeways 60, 71, 10. Only 10 mins to Ontario Airport, Ontario Mills and Toyota Arena. Close to Walmart, Costco, and eateries.

5-Acre Stay at The Emerald Grove
Hillside Guesthouse on 5 Acres! One of the last original orange grove homes, our property sits next to a nature preserve for a peaceful escape. Though private and serene, we're minutes from Claremont Colleges, Webb School, and local shopping. Enjoy a quiet retreat after a day of exploring, visiting family, or business. Your guesthouse features a private entrance, ample parking, and thoughtful amenities to make your stay comfortable.

Relaxing 3 Bedroom Home 15 min from ONT Airport
Experience ultimate luxury at our 3BR/2BA single-story home with a stunning open floor plan, central AC, and a sparkling pool. Conveniently located close to shopping and restaurants, just 10-15 min from Ontario Airport, a short drive to Padua Wedding Venue, and 33 miles from Disneyland. Perfect for families, couples, and business travelers seeking a relaxing getaway. Book now and indulge in the ultimate luxury retreat!
Popular amenities for Upland holiday rentals
Other great holiday rentals in Upland

Mid-Century Marvel In the Claremont Village

Serene Bungalow • Lush Garden • Prime Location

BRAND NEW Studio with Queen bed

The Quirky Bloom-Whimsical Guest house

Cozy 2BR Home in Ontario City

Spacious and Cozy Home with Pool

Brand new cute 3B/2B Ontario

Mountain View Retreat w/ Private Pool & Backyard
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 AUD | $228 AUD | $267 AUD | $178 AUD | $195 AUD | $191 AUD | $177 AUD | $193 AUD | $185 AUD | $186 AUD | $207 AUD | $200 AUD |
| Avg. temp | 14°C | 14°C | 16°C | 17°C | 19°C | 20°C | 23°C | 24°C | 23°C | 20°C | 17°C | 14°C |
Frequently Asked Questions
What are the best places to stay in Upland?
Upland has vacation rentals throughout suburban neighborhoods, with many homes and apartments near parks and the downtown area. Guests often choose stays close to local shopping, dining, and community spaces.
What are the best things to do in Upland with kids?
Children often enjoy playgrounds, petting zoos, and hands-on art workshops in Upland. Family-friendly parks and seasonal community events provide engaging spaces for play and learning.
What are some of the best things to do in Upland?
Explore local boutiques in the historic downtown, stroll community parks, or visit art galleries showcasing regional creativity. Neighborhood events and farmers markets are frequently suggested for more community-centered experiences.
How is the weather in Upland?
Upland has a mild climate, with winter temperatures around 47–67°F (8–20°C) and summer afternoons near 65–83°F (18–28°C). Rainfall is most common from late fall through early spring, while summers are dry and warm.
When is the best time to visit Upland?
Late spring through early autumn in Upland is often recommended for clearer skies, mild temperatures, and outdoor festivals. Visitors enjoy garden blooms and community celebrations during these months.
What are the best places to visit in Upland?
Visit Upland’s historic downtown, explore neighborhood parks, and check out community art spaces. The city also has heritage sites reflecting its citrus farming history and Route 66 connections.
What are some hiking trails in Upland?
Upland has several nature paths and walking trails, including routes through neighborhood parks and foothill areas. The city’s proximity to the San Gabriel Mountains means there are forested hikes and scenic loop trails nearby.
What are some family activities we can do in Upland?
Families in Upland often explore local parks, playgrounds, and community recreation centers. Art workshops, farmers markets, and nature walks are frequently suggested for a fun family day.
What are some of the best day trip ideas from Upland?
Day trips from Upland can include exploring mountain trails, visiting nearby vineyards, or enjoying regional museums and cultural centers. Locals often suggest checking out botanical gardens and outdoor recreation in surrounding areas.
Are there any pet friendly accommodations available in Upland?
Many vacation rentals in Upland welcome pets, especially in neighborhoods near parks and green spaces. Some stays have yards or are close to walking trails, making it easier to explore with your companion animal.
What are some local tips for visiting Upland?
Locals suggest exploring the downtown area for unique shops and seasonal farmers markets. Bring comfortable shoes for walking, and check neighborhood calendars for community events during your visit.
What is Upland known for?
Upland is known for its historic Route 66 connections, locally rooted citrus heritage, and lively community events. The city frequently features a balance of suburban neighborhoods, green parks, and cultural gathering spaces.
What are the best hidden gems to explore in Upland?
Explore locally owned shops, neighborhood art galleries, and smaller parks that offer peaceful walks and garden views. Upland’s historic downtown area is often recommended for those seeking small-town charm and unique finds.
What are the best foods to try in Upland?
Upland has locally rooted Mexican cuisine, fresh produce from neighborhood markets, and a mix of American comfort foods. Bakeries and coffee shops are frequently suggested for breakfast and afternoon treats.
What should I bring for a trip to Upland?
Pack comfortable clothing for mild to warm weather, as Upland’s climate stays mostly between 47–83°F (8–28°C) year-round. Sun protection, walking shoes, and a reusable water bottle are frequently suggested for outdoor activities.
What is the nightlife in Upland like?
Upland has laid-back venues, pubs, and casual eateries, with nightlife centered around neighborhood gathering spots. Live music and social spaces are often recommended for those looking to explore in the evening.
What are the most popular events or festivals in Upland?
Upland has community celebrations, like street fairs and seasonal harvest festivals, often recommended by locals. Arts and craft events, as well as parades during holidays, are frequently suggested for visitors.
Are there family friendly vacation rentals in Upland?
Upland has a variety of vacation rentals, including homes and apartments that are frequently suggested for families. Many neighborhoods feature spacious layouts and easy access to parks or recreational spaces.
Quick stats about holiday rentals in Upland

Total holiday rentals
Explore 160 holiday rentals in Upland

Nightly prices starting at
Upland holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 5,640 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
160 of Upland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Upland rentals

4.8 Average rating
Upland stays are highly rated by guests—averaging 4.8 out of 5!
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