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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.

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Top guest favorite
A serene pool area is framed by lush greenery and tall trees, providing a sense of privacy. A covered patio with elegant outdoor seating is visible to the left, inviting relaxation. The pool's clear water reflects the surrounding foliage, creating a tranquil setting.
Guesthouse in La Verne
4.98 out of 5 average rating, 376 reviews

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!

Top guest favorite
Cottage in San Bernardino
4.94 out of 5 average rating, 341 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Guest favorite
A private pool area features a natural stone water slide, surrounded by lush greenery and palm trees. A hot tub is positioned beside the pool, with colorful flowers in a planter nearby. Vibrant patio furniture adds a touch of comfort to the outdoor setting.
Villa in Rancho Cucamonga
4.87 out of 5 average rating, 143 reviews

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.

Guest favorite
A dining area is visible with a wooden table surrounded by four chairs, positioned against a green accent wall. Near the table, a television is mounted on a light-colored wall unit that features decorative items and small plants, enhancing the welcoming ambience of the space.
Condo in Downtown Riverside
4.88 out of 5 average rating, 250 reviews

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!

Top guest favorite
Villa in Covina
4.96 out of 5 average rating, 109 reviews

Private Saltwater Pool * Hot Tub *Disney* LA

Live the indoor/outdoor SoCal lifestyle at Villa Covina, where you’ll enjoy a private midcentury corner-lot home with a saltwater pool, and mountain and garden views. You’ll have 3 bedrooms, 2 baths, and 5 beds—perfect for families or groups. Relax in a stylish Scandinavian mid-century interior and cook in a chef’s kitchen with high-end appliances. Centrally located between LA and Orange County, you'll be +/- 30 min to Disneyland, 40 mins to Universal, 40 mins to LAX, and 20 mins to ONT.

Top guest favorite
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.
Guesthouse in Claremont
4.98 out of 5 average rating, 292 reviews

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

Top guest favorite
A private swimming pool is surrounded by a stone patio and secured by transparent fencing. A sun lounger is positioned beside the pool, offering a place to relax. Bright blue water reflects the clear skies above, enhancing the outdoor ambiance.
Home in Ontario
4.95 out of 5 average rating, 130 reviews

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.

Top guest favorite
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.
Home in Upland
4.93 out of 5 average rating, 721 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

Guest favorite
A refreshing pool with a uniquely shaped outline is set against a vibrant backdrop, featuring a mural and basketball hoops. Lush greenery surrounds the area, and a concrete deck invites relaxation. The scene is brightened by natural sunlight, contributing to an inviting outdoor space.
Home in Azusa
4.93 out of 5 average rating, 133 reviews

Full House with Pool & Basketball Court in LA

Single family home with OVERSIZED backyard, no share space, 2 basketball hoops, pool, fruit garden, wall murals, completely private!!! PARTY, LOUD MUSIC, and Indoor Smoking are strictly prohibited in the entire property. Professionally cleaned by HOTEL-TRAINED staff. Have fun with the whole family at this stylish 1000 sq ft. house, recently renovated. This house is located 30 miles from Disneyland and Universal Studios and 40 miles from LAX, Venice, and Santa Monica

Top guest favorite
A welcoming entryway features a decorative iron door with a 'Welcome' sign. A cozy bench is positioned to the side, complemented by a small table adorned with potted plants and decorative items. A doormat invites guests with the message 'welcome to our home.'
Guest suite in Norco
4.97 out of 5 average rating, 277 reviews

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; 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

Guest favorite
A clear swimming pool is framed by a spacious patio area, with lounge chairs positioned nearby. Lush greenery and palm trees provide a natural backdrop, while a covered seating area is visible at the far end. The setting is bathed in bright sunlight on a clear day.
Guest suite in West Covina
4.77 out of 5 average rating, 201 reviews

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.

Top guest favorite
The exterior of the casita features a welcoming entrance with a light door and large windows framed in white. The charming stonework at the base complements the warm-toned wood siding, surrounded by lush green plants and a concrete pathway leading to the pool area.
Guesthouse in Claremont
4.96 out of 5 average rating, 711 reviews

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

Popular amenities for Upland rentals with a pool

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,523 ZARR2,818 ZARR3,571 ZARR2,572 ZARR2,736 ZARR3,326 ZARR2,441 ZARR3,096 ZARR2,916 ZARR2,605 ZARR2,457 ZARR2,457 ZAR
Avg. temp14°C14°C16°C17°C19°C20°C23°C24°C23°C20°C17°C14°C

Quick stats about vacation rentals with a pool in Upland

  • Total vacation rentals

    Explore 70 vacation rentals in Upland

  • Nightly prices starting at

    Upland vacation rentals start at R491 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 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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