
Vacation rentals with a pool in Upland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

Tranquil Retreat | Private Guest Quarters + Pool
Escape to our tranquil Guest Quarters retreat, nestled in the serene rural surroundings of Jurupa Valley. With its own private entrance and seamless self check-in, this peaceful retreat offers a large, completely private, lush outdoor patio space, with a shared pool/backyard space. The estate is situated on a secluded cul-de-sac 10 minutes from Ontario Int. Airport, UCR, and CBU, with easy freeway access. In-N-Out Burger, Raising Cane's, Chipotle, & Aldi’s Grocery walking distance away! 🏳️🌈

Gorgeous Resort Style Pool Home + free EV Charging
Gorgeous 3 bed/2 bath single floor home with PRIVATE 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” LED TV, work space, High speed Wi-Fi , treadmill. 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.

Mountain View Retreat!
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!

Charming 2BR 1BA Private pool Self check-in
Private pool house in City of Ontario CA is a perfect place for your family getaway or business trip. This is the main house with 2 bedrooms, two queen beds, 1 air mattress (queen), 1 bathroom, 4K TV, living room, Dinning room, Full size kitchen, covered patio, private pool (not heated), working desk, FREE 100mbps WIFI, & more. 开车10分钟到华人超市, 餐厅。 Our house is cleaned and sanitized thoroughly w/ CDC-approved cleaning products. No street parking on Mondays from 12:00 PM to 5:00 PM.

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*)

Private studio, pool, kitchen & bath.
** READ ALL ** New Luxury, Modern, beautiful, cozy stylish mini private studio in exclusive area of Phillips Ranch. Studio has bath, big closet, dining table, & study desk. The studio is attached to the main house with its own Private entrance. Beautiful and unheated pool. Situated in a cul-de-sac. Quiet neighborhood. Close to all freeways, schools, hospitals. shopping, parks, restaurant. *Please review studio description and house rules. Then text me with agreed before booking. Ty

Norco country private entrance
~Dog friendly - No cats ~Gated acre of property with secure parking. ~Extra large bedroom w/private entrance & full Bathroom. Mini fridge/microwave, for reheating. No kitchen or sink ; no cooking in bedroom. ~No smoking anywhere on property. ~outdoor shared space ~ porch, back yard covered patios, pool, spa, large grass area. ~registered guest only. No visitors. 1941 farmhouse complete remodel. A lot of dirt & animals. If you want a city experience this is not for you

M Cozy Private 1 Bed 1 Living Rm with Pool & Patio
The whole group will enjoy easy access to everything from this centrally located place. Welcome to this cozy clean safe and quite home! Our house is located in west covina, near Walnut and rowland heights city .Its close to highway 60 and only takes a few minutes to get to many supermarkets, restaurants and banks.It takes 10miutes from Shopping Mall, 25 minutes' drive from Disneyland,35 minutes from South coast plaza. 30 minutes from Downtown LA.

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

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!

Mountain Serenity!
Beautiful and cozy one bedroom unit located in a great neighborhood! This spacious unit is completely separate from the main house with a private entrance door, backyard, patio set and BBQ. The kitchen is fully furnished and there is a washer & dryer in the unit as well. There is a crib (pack’n play) upon guest’s request.
Popular amenities for Upland rentals with a pool
House rentals with a pool

3 BD |Large Pool|Spa|Basketball|Backyard|Ping Pong

Private Oasis &Disney /Heated Pool & Gym&Arcade

Casa de Agua Retreat

Full House with Pool & Basketball Court in LA

Disney Family Getaway | Heated Pool & Fun Perks

2BR/1BA Private Home & Pool near DTLA & Disney

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Beautiful Oasis-Centrally Located
Condo rentals with a pool

Rch Cucamonga Luxury Cozy Modern Style w/Pool

Amazing New Condo (Victoria Garden/Ontario Mills)

Beautiful Modern Retreat | 2BR w/ Pool & Views

Los Angeles Pool Home by Disneyland Hollywood DTLA

Resort-Style Suite with Fantastic Views near DTLA

Shortest Walk Across Street to Disney Pool & Spa

Luxury Condo - 10 min drive to Convention & Disney

Lake View Mountain Getaway in the Village/Pool/Spa
Home rentals with a private pool

Your Private Resort in Southern California

Walk to Disneyland! Family friendly fun home. Pool

Walk to Disney! Large yard. Resort-Style Pool Home

New Mid Century Modern Sanctuary & Pool by Disney

Walkable to Disney! Pool, Spa, Game Room

Your Private Resort Near the Rose Bowl Awaits

Roomy Family Home with Heated Pool Option

🌊Ultimate Vacation 🌊⛳️🏓🕹Pool, Golf, Arcade & more!
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,059 GYD | G$37,850 GYD | G$31,158 GYD | G$32,831 GYD | G$34,922 GYD | G$42,450 GYD | G$31,158 GYD | G$39,523 GYD | G$37,223 GYD | G$42,869 GYD | G$36,595 GYD | G$30,113 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 with a pool in Upland

Total vacation rentals
Explore 40 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at G$4,182 GYD per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
Destinations to explore
- Southern California Vacation rentals
- Los Angeles Vacation rentals
- Stanton Vacation rentals
- Las Vegas Vacation rentals
- Channel Islands of California Vacation rentals
- San Diego Vacation rentals
- Central California Vacation rentals
- Palm Springs Vacation rentals
- San Fernando Valley Vacation rentals
- Henderson Vacation rentals
- Las Vegas Strip Vacation rentals
- Big Bear Lake Vacation rentals
- Rentals with outdoor seating Upland
- Cottage rentals Upland
- Rentals with a fireplace Upland
- Rentals with a fire pit Upland
- Rentals with a washer and dryer Upland
- Pet-friendly rentals Upland
- Rentals with a patio Upland
- Family-friendly rentals Upland
- House rentals Upland
- Cabin rentals Upland
- Apartment rentals Upland
- Rentals with a hot tub Upland
- Rentals with pools San Bernardino County
- Rentals with pools California
- Rentals with pools United States
- Venice Beach
- Disneyland Park
- Santa Monica Beach
- Los Angeles Convention Center
- Crypto.com Arena
- SoFi Stadium
- Universal Studios Hollywood
- Santa Monica State Beach
- University of Southern California
- University of California, Los Angeles
- Rose Bowl Stadium
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- San Clemente State Beach
- Bolsa Chica State Beach
- Disney California Adventure Park
- Sunset Boulevard
- Honda Center
- Hollywood Walk of Fame
- Long Beach Convention and Entertainment Center
- Salt Creek Beach
- Huntington Beach, California