Family-friendly holiday rentals in Upland

4.99 out of 5 average rating, 276 reviews

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.

Guest house in Upland

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.

4.93 out of 5 average rating, 237 reviews

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

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!

4.86 out of 5 average rating, 188 reviews

A comfortable living space is shown, featuring a light-colored sofa adorned with decorative pillows. A glass coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Sunlight filters through the blue curtains, creating a warm ambiance.

Flat in Claremont

Cozy Canyon Retreat W/King Bed Near ALL Amenities!

A serene and peaceful canyon retreat doesn't get any better than this! Enjoy the privacy of a fully equipped living space including your own personal kitchen, bathroom, and living room space. The area is laid with beautiful greenery and a garden that has been built and tended for the last 25 years! The outside area has a cabana for guests to spend time enjoying the open space along with a short walkabout to a meditation area. A stay you won't forget! Looking forward to accommodating you!

4.82 out of 5 average rating, 130 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!

4.98 out of 5 average rating, 303 reviews

Two wooden lounge chairs are positioned by a poolside area, surrounded by lush greenery and tall cypress trees. A small metal table sits between the chairs, creating a inviting space for relaxation amid a gravel landscape.

Guest house in Claremont

Pool • Garden Patio • 5 Min to Village & Colleges

This peaceful garden guesthouse feels worlds away while still being just minutes from the Claremont Colleges and Village. Start your mornings with coffee on the private patio, open the French doors to fresh air and garden views, then unwind beneath the trees after a day of hiking, exploring, or visiting campus. Guests love the soaring ceilings, newly renovated kitchen, pool, thoughtful details, and the calm atmosphere throughout the property. Claremont Short Term Permit Number: STR-001

Guest house in Rancho Cucamonga

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.

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.

4.89 out of 5 average rating, 551 reviews

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.

4.99 out of 5 average rating, 139 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.

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.

4.92 out of 5 average rating, 735 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

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

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

4.83 out of 5 average rating, 730 reviews

4.95 out of 5 average rating, 116 reviews

A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.

Home in Lytle Creek

Creek House - Water Front

Home has direct access to a year long running creek in the back yard. Water is coming from a spring in the mountains. Feels like your in Yosemite, but we are only 50 miles from Los Angeles. We are located inside the San Bernardino Forest tucked away in the mountains less that 5 miles from the freeway. You are still close to all the shops and restaurants, but a world away nestled inside the mountains. Fall asleep to the sound of the creek.

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.

4.97 out of 5 average rating, 153 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!