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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, 365 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!

Superhost
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, 135 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! 🏳️‍🌈

Guest favorite
The spacious sleeping area features vaulted exposed beam ceilings and a queen bed with neutral bedding. A wooden desk is positioned nearby, complemented by a rolling chair, while a cozy seating area includes a soft armchair. Natural light enters through glass doors leading to the patio.
Guesthouse in Altadena
4.92 out of 5 average rating, 208 reviews

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

Top guest favorite
A spacious studio features a cozy queen-sized bed positioned near a light-filled window. A comfortable sofa and armchairs surround a modern coffee table, providing seating options. Wood flooring complements the contemporary furnishings, while shelves display a collection of books and art pieces.
Guesthouse in Highland Park
4.97 out of 5 average rating, 607 reviews

Modern Guesthouse in Highland Park: Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

Superhost
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, 220 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!

Guest favorite
Home in Upland
4.84 out of 5 average rating, 110 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 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, 236 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
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, 688 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, 126 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!

Guest favorite
A dining area features a wooden table surrounded by four padded chairs. The walls are adorned with three large artworks depicting serene landscapes. A light-colored rug lies beneath the table, and a potted plant adds a touch of greenery to the space.
Home in Upland
4.97 out of 5 average rating, 237 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.ﺇ753ﺩ.ﺇ643ﺩ.ﺇ529
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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!

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