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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.

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Top Guest favourite
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, 364 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, 134 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.

Top Guest favourite
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, 207 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 favourite
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, 605 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.

Top Guest favourite
A spacious outdoor area features a refreshing saltwater pool surrounded by lounge chairs. Lush green trees provide shade, while a charming guesthouse is seen in the background, adding to the serene setting.
Guesthouse in Sierra Madre
4.96 out of 5 average rating, 363 reviews

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!

Guest favourite
A sparkling swimming pool reflects the surrounding greenery and vibrant flowers. A shaded seating area is visible nearby, along with a stone bench nestled among the foliage, creating a serene outdoor space for relaxation.
Home in Upland
4.83 out of 5 average rating, 109 reviews

Mountain View Retreat!

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 favourite
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, 121 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 favourite
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, 231 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*)

Top Guest favourite
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, 258 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 favourite
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, 684 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 favourite
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
4.98 out of 5 average rating, 125 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 favourite
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, 235 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. price$315 NZD$313 NZD$258 NZD$272 NZD$289 NZD$351 NZD$258 NZD$327 NZD$308 NZD$355 NZD$303 NZD$249 NZD
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Quick stats about holiday rentals with a pool in Upland

  • Total holiday rentals

    Explore 40 holiday rentals in Upland

  • Nightly prices starting at

    Upland holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 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

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!