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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, 367 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!

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, 136 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 serene pool area is illuminated by soft blue lights under a night sky, surrounded by lush greenery and potted plants. Comfortable seating options are available, enhancing the inviting ambiance created by string lights overhead.
Guest suite in Riverside
4.93 out of 5 average rating, 181 reviews

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! 🏳️‍🌈

Top guest favorite
A well-structured guest house is displayed with a covered porch, featuring two seating chairs and a small table. The exterior includes light-colored walls and green shutters, complemented by a stone base. A serene pool reflects the sky, enhancing the inviting outdoor space.
Guesthouse in Rubidoux
4.97 out of 5 average rating, 101 reviews

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

We’d love to host you at our cozy and fully equipped guest house—perfect for families and friends! Located in a quiet, premiere gated community, just 6 min off the 60 fwy. You'll have the guest house all to yourself!This private guest house has its own entrance, pool, and private backyard, offering 600+ sqft of space, including a studio layout, 1 bathroom, and all the essentials you need for a comfortable stay. We can accommodate up to 4 guests and always do our best to meet your needs!

Guest favorite
Home in Upland
4.84 out of 5 average rating, 111 reviews

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!

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
4.94 out of 5 average rating, 122 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 two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.
Guesthouse in Fontana
4.95 out of 5 average rating, 238 reviews

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*)

Guest favorite
A cozy studio is equipped with a queen-size bed, dining table with orange dishware, and a study desk. Soft lighting enhances the serene atmosphere. Large windows allow natural light, while a piece of wall art adds character to the space. A private entrance is visible.
Home in Phillips Ranch
4.94 out of 5 average rating, 159 reviews

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

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, 263 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 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

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, 690 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

Top guest favorite
An open-concept living area showcases a spacious grey sectional sofa accented by a light-colored throw. A modern kitchen features white cabinetry and a large island with seating for four. Natural light fills the room through wide windows, highlighting the wood floors and central fireplace.
Home in Upland
4.97 out of 5 average rating, 128 reviews

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!

Top guest favorite
A spacious living area is showcased with a brown sectional sofa and a circular coffee table. Natural light brightens the room, highlighting a dining table with chairs adjacent to a wall featuring three framed artworks. Decorative plants add subtle greenery to the space.
Home in Upland
4.97 out of 5 average rating, 238 reviews

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

When is the best time to visit Upland?

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Avg. priceﺩ.ﺇ668ﺩ.ﺇ665ﺩ.ﺇ547ﺩ.ﺇ577ﺩ.ﺇ613ﺩ.ﺇ746ﺩ.ﺇ547ﺩ.ﺇ694ﺩ.ﺇ654ﺩ.ﺇ584ﺩ.ﺇ551ﺩ.ﺇ551
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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 ﺩ.ﺇ110 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!