
Vacation rentals in Upland
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Top-rated vacation rentals in Upland
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Villa del Sol in La Verne, CA, Private Home
Beautiful Mediterranean guest house located on large lot that shares space with another home that also may hosts guests. Bedroom has a queen size bed. Private entrance with use of the pool. Parking provided on the street with a parking pass. Walking distance to Old Town La Verne and the ULV. 2 miles from the Claremont Colleges. 25 miles to downtown LA. Near to train station, public transportation and freeways. Approx. 30 miles to Disneyland. Foothills close with hiking, horse riding, biking!

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.

Your Quiet Upland Escape | Stylish Studio + Patio
This stylish studio is located in a family-friendly neighborhood and is centrally located to Ontario airport & Convention Center, numerous hospitals & shopping malls, and about an hour away from the mountains, beach, and LA. This studio is equipped with everything you would need! There is a small kitchenette, including a Keurig, hot plate, microwave, and mini fridge. There is a small patio area to enjoy the outdoors, or TV to watch your favorite shows. You are sure to have a relaxing stay here!

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 House with a Pool
Your space has a private entrance and its own bedroom, bathroom and kitchenette. 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 BBQ meal from the available pellet smoker or a sumptuous delivered meal.

OldTown San Dimas Tiny House
Fully furnished tiny home located in the heart of historic old town San Dimas. Our tiny home is within walking distance of downtown where you’ll find Local coffee shops, Antiques shops, historical sites, restaurants and museums. This tiny home sits directly behind our home that was built in 1894 and is centrally located just a few miles from all surrounding universities , the foothills, the Fairplex and about 30-45 minutes from Disneyland and most SoCal attractions. Contact free/Self check-In.

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.

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.

Norco country private entrance
~Dog friendly - No cats ~Gated acre of property with secure parking. ~Extra large bedroom w/private entrance & full Bathroom. Mini fridge/microwave, for reheating. No kitchen or sink ; no cooking in bedroom. ~No smoking anywhere on property. ~outdoor shared space ~ porch, back yard covered patios, pool, spa, large grass area. ~registered guest only. No visitors. 1941 farmhouse complete remodel. A lot of dirt & animals. If you want a city experience this is not for you

2 bedroom suite. Private & 5 min to airport
Relax with the whole family in a private two bedroom guest suite. The bedroom has (1) Cal King Bed, second bedroom has (1) queen bed and living area has a sofa bed. The suite is has (2) TV's. Refrigerator and microwave are provided for your stay. 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

City Terrace with a View!
!!VIEW!!!VIEW!!Open space!There is a huge patio area you can use that has a full sectional and a propane Bbq grill. 5-10miles>Down Town LA, Cal State, Crypto Arena, Citadel outlets, Commerce Casino, China Town, Silver Lake, Highland Park. 22miles >Long Beach. 10miles>Pasadena/Rose Parade. 24miles>LAX Airport, Hollywood Walk of Fame. 11-25miles>West Hollywood, Santa Monica, Culver city, & Beverly Hills. Please Read my House Rules before booking.

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.
Popular amenities for Upland places to stay
Other great vacation rentals in Upland

Cozy 1B/1B Private entrance (B)- 8 min to ONT

PickleballShops 5 Bedroom 2 Washers 3 Dryers

Modern/Comfort Stay ~ New

BRAND NEW Studio with Queen bed

Cozy Pomona Retreat | Near Fairplex & Disneyland

Pleasant Stay! Near Claremont Colleges/ Ontario

Claremont Village Retreat

Ruta's Original Old Towne Inn
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,086 ZAR | R2,320 ZAR | R2,086 ZAR | R2,136 ZAR | R2,337 ZAR | R2,287 ZAR | R2,120 ZAR | R2,320 ZAR | R2,220 ZAR | R2,236 ZAR | R2,487 ZAR | R2,403 ZAR |
| 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 vacation rentals in Upland

Total vacation rentals
Explore 170 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at R501 ZAR per night before taxes and fees

Verified guest reviews
Over 5,710 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
170 of Upland vacation 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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