Vacation rentals in Upland

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Top-rated vacation rentals in Upland

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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, 332 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
Tiny home in San Dimas
4.99 out of 5 average rating, 361 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.

Guest favorite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline
4.95 out of 5 average rating, 173 reviews

Designer Cabin at LAKE Gregory- walk to town

A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

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
The open living area features a well-equipped kitchen with dark cabinets and granite countertops. A dining table with chairs is positioned near a comfortable seating area, where a sofa and decorative wall art contribute to the inviting ambiance. Natural light filters through the window, enhancing the space.
Guesthouse in Rancho Cucamonga
4.89 out of 5 average rating, 536 reviews

PRIVATE COZY GUEST HOUSE IN BEAUTIFUL NEIGHBORHOOD

The private guesthouse is newly renovated on a half acre of landscaped property, with a blooming backyard and a great view of the mountains. We are in an upscale residential area, it’s quiet, safe and beautiful. You can hike up the mountain to enjoy the city view or go down the street to explore lovely Heritage Park. We are located 15 mins from Ontario Int airport (ONT), 15 mins from both Ontario Mills and Victoria Gardens malls, & less than 10 mins from over ten grocery locations.

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, 110 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
Guesthouse in Ontario
4.98 out of 5 average rating, 100 reviews

Cozy & Charming Private Guest Suite.

Cozy suite with private entrance in a quiet, safe neighborhood—just 10 min from ONT airport. Adults only (not suitable for children under 12). No pets allowed, to help maintain a clean, allergy-friendly space. No washer/dryer on-site, but laundromats are nearby. Property has 24/7 security for your peace of mind. Check all photos before booking. Please feel free to contact me via text if you have any questions. You’ll love staying here—don’t wait, book now! 😊Hablamos español.

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, 689 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

Top guest favorite
A round wooden dining table is surrounded by six upholstered chairs featuring a light fabric design. The table is set with six plates and a centerpiece of natural elements, including a candle. Soft lighting enhances the warm interior with earthy tones.
Home in Fontana
4.94 out of 5 average rating, 379 reviews

DJ's Bed & Bistro

Rustic-elegance. New paint. Private front entrance, porch, living/dining room, bedroom w/queen size bed, & full bath. Attached but private & sealed off from the main house. NO KITCHEN and NO RESTAURANT. Self-serve/complementary coffee & tea bar with 1st day breakfast pastry. Snack center for purchases. Microwave, toaster, refrigerator, k-cup coffee, hot-water kettle. Air mattresses with bedding provided by request, with 3 or more paid guests.

Superhost
A bright and welcoming living area features large windows that fill the space with natural light. A comfortable gray sofa is positioned next to a wooden media console displaying a Netflix presentation. Decorative plants and neutral accents enhance the room's cozy ambiance.
Home in Ontario
4.91 out of 5 average rating, 158 reviews

Cozy 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.

Popular amenities for Upland places to stay

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,037 ZARR2,265 ZARR2,037 ZARR2,086 ZARR2,281 ZARR2,232 ZARR2,069 ZARR2,265 ZARR2,167 ZARR2,183 ZARR2,428 ZARR2,346 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 R489 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!