
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!

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.

Adorable Back House w/Secluded Garden & Yard
Stylish private pool house available with queen bed, kitchen, bathroom, desk and working area, patio, heated pool*, and garden. The unit is self-contained and opens onto a private, secure, and fenced backyard shared with the main house. Lots of great details, pet friendly, kitchen and bath, vaulted ceilings, laundry, high-speed internet, and EV car charging, in a peaceful quiet area just at the edge of Pasadena. 20 minutes to downtown LA, 7 mins to downtown Pasadena. *extra fee to heat pool

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!

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

Cozy Upscale Abode w/Heated Pool & Gym near Disney
10-15 Minutes from Disneyland/Anaheim Convention Center (3.5mi), my home is nestled in a private driveway with security, fully furnished with a balcony view of the year-round heated pool (82°F) & Jacuzzi, free covered parking & 7am-10pm gym featuring cardio/weight machines & free weights. My home comes with access to streaming services on two 4k TV’s @365mbs wifi internet. You will be centric to highly rated restaurants, shopping centers, entertainment! Look forward to hosting 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

Casa de Agua Retreat

Centrally Located Private Back House

Peaceful Home In Central Location | Netflix 4K TV

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

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

Riverside Serenity Winter Oasis|Spa/Pool/Mini Golf

Golden's Pool Home |Jacuzzi|Game Room|BBQs|Arcades
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

The Mouse Pad: around the corner from Disneyland
Other vacation rentals with a pool

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

Newly Remodeled 3BR with Pool near Ontario Airport

Modern/Comfort Stay ~ New

Golden - 1bd Condo

Gated Suite - King Bed, Cozy, Quiet, Kitchen, Pool

Full Condo in Ontario

Peaceful retreat in Upland!

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 | $253 CAD | $252 CAD | $207 CAD | $218 CAD | $232 CAD | $282 CAD | $207 CAD | $263 CAD | $248 CAD | $285 CAD | $243 CAD | $200 CAD |
| 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 60 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at $42 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Upland vacation rentals include wifi 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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