
Family-friendly vacation rentals in Upland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Upland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

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.

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!

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.

The Blue Cabin
Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

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.
PEACEFUL PRIVATE GUEST SUITE WITH CAL KING BED
A serene and peaceful stay 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!

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.

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

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!

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Turtle Sanctuary House

Disneyland Retreat | Game Room | 8 miles to Parks

A-Frame in the Sky - “Rim of the World” Views!

Single-Story Cabin with Hot Tub, EV Charger & Yard

Private Tropical Cabana • Pool & Spa Near Downtown

Cottage Grove Haus

@wild_olive_den ~ EV ~ Hot Tub ~ Fast Wifi ~ Views

Norco country private entrance
Family- and pet-friendly home rentals

Separate Entry Studio

100-Mile View | Romantic Mountain Hideaway

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

Cozy Quiet Private Rose House laundry cooking

Cozy Monthly Stay :Your Home-Entire Guest House

Modern Cabin with Stunning Views, Outdoor Firepit

Designer Cabin at LAKE Gregory- walk to town

🥳Pub Style Family-Friendly Entertainment Paradise💯
Family-friendly home rentals with a pool

Hummingbird Haven

Centrally Located Private Back House

Urban Retreat

Relaxing Oasis close by to Disneyland

⚓️Underwater Voyage⚓️🌊⛳️🕹🎱Heated Pool, Arcade, more!

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Tranquil Retreat | Private Guest Quarters + Pool

Mid Century Modern POOL HOME w/ GAME ROOM
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,652 GYD | G$46,234 GYD | G$41,840 GYD | G$42,259 GYD | G$44,351 GYD | G$44,351 GYD | G$43,096 GYD | G$42,468 GYD | G$43,305 GYD | G$38,912 GYD | G$38,493 GYD | G$41,422 GYD |
| Avg. temp | 14°C | 14°C | 16°C | 17°C | 19°C | 20°C | 23°C | 24°C | 23°C | 20°C | 17°C | 14°C |
Quick stats about vacation rentals that are family-friendly in Upland

Total vacation rentals
Explore 80 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 2,280 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Upland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Upland rentals

4.8 Average rating
Upland stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals San Bernardino County
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- Family-friendly rentals United States
- Venice Beach
- Disneyland Park
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
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