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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.

Guest favorite
A bright room features a spacious bed with a wooden headboard and decorative pillows. Natural light filters through the window with white shutters. A round dining table accompanied by two chairs stands nearby, with a mirror reflecting the space. An en-suite bathroom is visible through an open door.
Guest suite in San Antonio Heights
4.93 out of 5 average rating, 221 reviews

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!

Guest favorite
Home in San Antonio Heights
4.83 out of 5 average rating, 113 reviews

Mountain View Retreat w/ Private Pool & Backyard

Escape to this stunning 3-bedroom, 2-story home in a quiet, upscale neighborhood. Enjoy breathtaking mountain views from the private balcony and relax in your own backyard oasis with a sparkling pool and shaded patio. Inside, the open-concept layout features a luxurious master suite, gourmet kitchen, and cozy living spaces. Located near Mt Baldy , dining, and local attractions, this home combines comfort, style, and convenience. Book your perfect retreat today for an unforgettable stay!

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.

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 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

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.

Top guest favorite
The front of the house features a welcoming porch with a swing, adorned with an American flag. Lush greenery and a manicured lawn surround the entry, complemented by a pathway leading up to the entrance. A spacious driveway is visible, providing ample parking.
Home in La Verne
4.92 out of 5 average rating, 165 reviews

Old Town Americana in the heart of La Verne

Relax with the whole family at this peaceful place to stay. Located close to the University of La Verne and Claremont colleges. This is house is conveniently located to the fairplex and train station. Enjoy walking to local restaurants and down town businesses. Enjoy a bike ride around the park. This unit comes with two bikes to use. Enjoy sitting on the front porch swing watching the leaves fall from this tree lined street.

Top guest favorite
An open-concept living area showcases a spacious grey sectional sofa accented by a light-colored throw. A modern kitchen features white cabinetry and a large island with seating for four. Natural light fills the room through wide windows, highlighting the wood floors and central fireplace.
Home in Upland
4.97 out of 5 average rating, 130 reviews

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!

Guest favorite
A welcoming entryway is depicted, featuring a white door with decorative glass and a black handle. A small potted plant with vibrant flowers is placed beside the door on a sandy surface. The exterior is accented by natural stone and light-colored walls.
Home in Rancho Cucamonga
4.96 out of 5 average rating, 142 reviews

Cozy, Quiet & Fully Remodeld Rancho Cucamonga Home

Enjoy a fully remodeled peaceful three bedroom one bath home. Two car driveway, Inviting back yard with bbq grill, pot belly fire pit to relax and some mood lighting. Easy access to 21O FWY, enjoy Southern California beaches, Disneyland, and LA about 45min away. Currently our side fence is down because of high winds in the process of fixing it but we do have a 4ft high secure metal temporarily wire fence.

Popular amenities for Upland places to stay

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,124 ZARR2,362 ZARR2,124 ZARR2,175 ZARR2,379 ZARR2,328 ZARR2,158 ZARR2,362 ZARR2,260 ZARR2,277 ZARR2,532 ZARR2,447 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 R510 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!