
Holiday 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!

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.

Quaint Farmhouse Getaway - Entire Place (Condo)
Enjoy your stay at this farmhouse style 2 bed 2 bath condo! Extremely clean and well maintained, this space is conveniently located a few minutes from the downtown area, Central Plaza, and walking distance from Riverside's well known Mt. Rubidoux Hike; a 1-mile trek that gives a stunning view of the entire city. There is a park across the street that kids love which also has a nice walking path. The neighborhood is very quiet and peaceful. Access to Wifi, washer/dryer, 2 car garage, and more!

Tranquil Craftsman Cottage with Salt Water Pool
Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, this private guesthouse is perfect for you! This secluded studio is newly renovated and set amidst a spacious outdoor living space consisting of a beautifully preserved tree house, refreshing salt water pool, and BBQ patio/lounge area. An outdoor daybed also makes for a perfect spot to kick back and read your favorite books, surf the web, or catch up on some much needed sleep!

Cozy Private Studio
This cozy studio is attached to the main house. Guests have the whole place to themselves with private entrance. Fully furnished, kitchen for basic cooking, 1 Queen size bed, Wi-Fi, Alexa and Swimming Pool (not heated) ***. Guests private entrance is through side gate. (key will be in lockbox). Parking is available on street. *** 18 and older. Not suitable for children*** (The pool is for registered guests only.) Visitors who are not staying on the property are not permitted to use it.

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!

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

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!
Popular amenities for Upland rentals with a pool
House rentals with a pool

Private Oasis &Disney /Heated Pool & Gym&Arcade

Centrally Located Private Back House

Peaceful Home In Central Location | Netflix 4K TV

Heated Pool, King beds Home - 11min to Disneyland

❤ DISNEYLAND CLOSE-KING BEDS-GAME RM-SUPER CLEAN

Riverside Serenity Winter Oasis|Spa/Pool/Mini Golf

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Golden's Pool Home |Jacuzzi|Game Room|BBQ|Near UCR
Condo rentals with a pool

Claremont Chic/Clean Entire Condo Walk to Shops

Disneyland + LA main attractions

Rch Cucamonga Luxury Cozy Modern Style w/Pool

Amazing New Condo (Victoria Garden/Ontario Mills)

Entire 1-Bd Gated Condo (30-40mins from Disney)

Beautiful Modern Retreat | 2BR w/ Pool & Views

Long Term Stay w/2 Workspaces, Peloton & Hot Tub

Entire townhouse 3 bedrooms for your family
Other holiday rentals with a pool

The 3BR/2BA Modern Pool Home in West Covina

All-in-One Pool Guest House w Private Backyard!

Newly Remodeled 3BR with Pool near Ontario Airport

Two Trees Tiny House

Golden - 1bd Condo

Serene Glendora Home w/ Pool & Prime Location

Luxurious Pool House in Glendora/LA

Private Modern Studio · Pool Access · 1B1B
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 AUD | $270 AUD | $222 AUD | $234 AUD | $249 AUD | $303 AUD | $222 AUD | $282 AUD | $265 AUD | $306 AUD | $261 AUD | $215 AUD |
| 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 holiday rentals with a pool in Upland

Total holiday rentals
Explore 60 holiday rentals in Upland

Nightly prices starting at
Upland holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Upland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- San Bernardino National Forest
- Venice Beach
- Disneyland Park
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of Southern California
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- Universal Studios Hollywood
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