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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, 366 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 Upland
4.99 out of 5 average rating, 259 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.

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 Upland
4.93 out of 5 average rating, 218 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
A studio space is revealed, featuring a spacious bed with neutral bedding. A smart TV is mounted on the wall across from a small dining table with two chairs. A mirror and dresser are present, with natural light coming through a skylight above.
Guesthouse in Upland
4.91 out of 5 average rating, 23 reviews

Private Entrance Guesthouse Full Kitchen

This beautiful studio in a tranquil N. Upland neighborhood is centrally located 10-15 minutes from Downtown Upland, San Antonio Hospital, Upland Rehab Center, Ontario Int. Airport, Ontario Mills, Victoria Gardens Mall, Claremont Colleges, Mt. Baldy Resort, Hiking Trails, and surrounded by Fwy: 10, 210, Rte 66. Private entrance without any shared walls to the main house; perfect for couples seeking a getaway near the mountain, working professionals or travelers seeking convenience and comfort.

Superhost
A compact kitchen area is equipped with modern appliances, including a white refrigerator and an oven with a stovetop. Dark cabinetry provides ample storage, while a window allows natural light to enter, with teal accessories adding a touch of color.
Tiny home in Ontario
4.8 out of 5 average rating, 108 reviews

Holly Hawthorne Suite in Ontario, CA.

You'll love this quaint, cute, homey escape. Mother in law suite with everything you need. 8 minutes away from Ontario, CA. airport. Next to fun activities like top golf, Ontario Improv. indoor skydiving. 6 minutes from Ontario Convention Center. 10 minutes from Toyota Arena. Also less than 20 minutes from great shopping centers like Victoria Gardens, Montclair Mall, Ontario Mills Mall, grocery stores etc. 15 minutes from beautiful hikes, 45 minutes from the mountains, 1 hour from the beach.

Top guest favorite
The living room features a high wooden ceiling with exposed beams. A cozy gray sofa is positioned across from a large window, allowing natural light to fill the space. A wooden coffee table sits in the center, complemented by a bookshelf filled with various books.
Guesthouse in Claremont
5 out of 5 average rating, 246 reviews

Classic Charm in Claremont Village

Come get away and relax in our 1 BR guest cottage in the lovely college town of Claremont; walkable to town & the colleges. Hit the bakery for breakfast, hike the Claremont loop, then dine at of our great village restaurants. The beach & winter skiing are both close by. A library of books, a calming pond and a private patio area outside make it easy to unwind. Our guest cottage features off-street parking, contactless entry, and mini-split (quiet!) climate control. STR Permit: STRP00001

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, 534 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 modern living area features a cozy gray armchair and sleek coffee table atop a textured area rug. A stylish chandelier illuminates the space, while a large flat-screen TV is mounted on the wall. The kitchen area, visible in the background, boasts white cabinetry and bar seating.
Home in Upland
4.93 out of 5 average rating, 165 reviews

Spacious 4BR ~ Near Colleges, BBQ Patio & Dining

Welcome to our beautiful 4BR retreat, where modern style meets homely warmth. Relax in the spacious, chic living room—perfect for movie nights or great conversation. Cook up your favorites in the fully-equipped kitchen and gather around the dining table for memorable meals. Each bedroom promises comfort, including a serene master suite with a private bath. Step outside to the patio with a BBQ and outdoor dining area—ideal for group fun or peaceful moments under the stars.

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, 684 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
The exterior of the casita features a welcoming entrance with a light door and large windows framed in white. The charming stonework at the base complements the warm-toned wood siding, surrounded by lush green plants and a concrete pathway leading to the pool area.
Guesthouse in Claremont
4.96 out of 5 average rating, 690 reviews

Walk to Village & 5C's & Trader Joe's/Private Pool

Welcome to our little casita! With a private side entrance, the space has an open living and sleeping area with a queen bed. The kitchen has granite counters, a microwave and a two-burner stove. It's not huge, but it's clean and the location is great -- walking distance to the Claremont Village and the 5 Claremont Colleges. People from all backgrounds are welcome in our casita. City of Claremont Short Term Rental Permit Number: STR-005

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, 128 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!

Top guest favorite
A spacious bedroom is furnished with a large bed adorned with a patterned black and white blanket. Beside the bed, two nightstands hold modern lamps. Above the bed, three framed artworks depict mountains and a sunset. A circular mirror is positioned on the wall, reflecting light.
Guesthouse in Upland
4.98 out of 5 average rating, 125 reviews

Quiet Upland Guest House Near Claremont & Trails

Charming & Private 1BR Guest House in North Upland | Ideal for Long Stays, Nurses, Couples & Travelers | Fast Wi-Fi, Full Kitchen, Washer/Dryer, Free Parking | Minutes to Claremont Colleges, San Antonio Hospital, Mount Baldy & Scenic Hiking Trails | Quiet, Safe Neighborhood | Your Home Away From Home

Popular amenities for Upland places to stay

When is the best time to visit Upland?

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Avg. priceR1,989 ZARR2,211 ZARR1,989 ZARR2,036 ZARR2,227 ZARR2,180 ZARR2,021 ZARR2,211 ZARR2,116 ZARR2,132 ZARR2,371 ZARR2,291 ZAR
Avg. temp14°C14°C16°C17°C19°C20°C23°C24°C23°C20°C17°C14°C

Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Upland?

    Experience the best of Upland with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Upland?

    Yes! Work meets play with ease at over 60 house rentals in Upland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Upland house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Upland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Upland have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Upland. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Upland have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Upland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Upland?

    Upland has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Upland?

    Four-legged friends are welcome in Upland. Choose from more than 40 house rentals for guests traveling with pets.

  • What are the most popular amenities for Guesthouse Rentals in Upland?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 R477 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!