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Vacation rentals in Upland

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Top-rated vacation rentals in Upland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene pool area is framed by lush greenery and tall trees, providing a sense of privacy. A covered patio with elegant outdoor seating is visible to the left, inviting relaxation. The pool's clear water reflects the surrounding foliage, creating a tranquil setting.
Guesthouse in La Verne
4.98 out of 5 average rating, 370 reviews

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!

Top guest favorite
A welcoming living room is presented with a comfortable sofa and coffee table. A flat-screen television is mounted on the wall. Decorative items, including vases and books, are arranged on the media console. Soft lighting enhances the warm ambiance, and a cozy chair adds extra seating.
Guesthouse in San Antonio Heights
4.99 out of 5 average rating, 263 reviews

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.

Top guest favorite
A spacious sleeping area is highlighted by a wooden headboard and soft gray bedding. Two nightstands flank the bed, and a large television is mounted on the wall opposite. Soft lighting enhances the neutral color palette, creating a serene atmosphere.
Guest suite in Upland
4.98 out of 5 average rating, 333 reviews

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!

Guest favorite
A private pool area features a natural stone water slide, surrounded by lush greenery and palm trees. A hot tub is positioned beside the pool, with colorful flowers in a planter nearby. Vibrant patio furniture adds a touch of comfort to the outdoor setting.
Villa in Rancho Cucamonga
4.87 out of 5 average rating, 137 reviews

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.

Top guest favorite
A serene outdoor dining area is highlighted by a round table with four chairs, adorned with a potted plant. Soft lights hang above, illuminating the private pool and landscaped yard, with shaded trees providing a peaceful ambiance.
Home in Upland
4.93 out of 5 average rating, 713 reviews

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.

Top guest favorite
Tiny home in San Dimas
4.99 out of 5 average rating, 362 reviews

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.

Top guest favorite
A modern kitchen area features rich wooden cabinetry and a mosaic tile backsplash. A small dining table with four wooden chairs is positioned near the window. Appliances include a microwave, a sink, and a countertop area with stone surface.
Guesthouse in Rancho Cucamonga
4.91 out of 5 average rating, 601 reviews

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.

Top guest favorite
A spacious living area showcases modern grey sofas and an elegant glass coffee table. A bright kitchen is visible in the background, featuring white cabinetry and stainless steel appliances. Light streams through large windows, enhancing the inviting atmosphere.
Home in Upland
4.99 out of 5 average rating, 111 reviews

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.

Top guest favorite
A welcoming entryway features a decorative iron door with a 'Welcome' sign. A cozy bench is positioned to the side, complemented by a small table adorned with potted plants and decorative items. A doormat invites guests with the message 'welcome to our home.'
Guest suite in Norco
4.97 out of 5 average rating, 270 reviews

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

Superhost
A single-story house is seen with a prominent red front door and solar panels on the roof. A well-kept lawn and white picket fence encircle the property, while an off-street parking space accommodates one vehicle in front of the entrance.
Guest suite in Ontario
4.85 out of 5 average rating, 690 reviews

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

Guest favorite
A spacious patio area featuring a sectional sofa adorned with colorful pillows, is accompanied by a coffee table with candles. String lights are draped overhead, illuminating the outdoor space, which overlooks a panoramic night view of the city lights.
Guesthouse in East Los Angeles
4.9 out of 5 average rating, 418 reviews

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.

Top guest favorite
Guesthouse in La Verne
5 out of 5 average rating, 108 reviews

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

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,086 ZARR2,320 ZARR2,086 ZARR2,136 ZARR2,337 ZARR2,287 ZARR2,120 ZARR2,320 ZARR2,220 ZARR2,236 ZARR2,487 ZARR2,403 ZAR
Avg. temp14°C14°C16°C17°C19°C20°C23°C24°C23°C20°C17°C14°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!