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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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Guest favorite
A leather sofa is positioned under a triangular wood-framed picture window, providing views of the greenery outside. A colorful rug with geometric patterns lies on the hardwood floor, complementing the space's white walls and natural light.
Home in Long Beach
4.79 out of 5 average rating, 802 reviews

Relaxing Spanish Stunner House near the Queen Mary

Sink into the leather sofa under a triangular wood-framed picture window and admire the art and colorful rugs that fill this Spanish-style home. Outside, take a dip in the shared splash pool, relax on the sunny patio, or gather around the fire pit. Please note, there is a guest house in the backyard. The backyard is a common area amongst guests. The splash pool is small, only 3.5 feet deep. All guests must use their discretion in practicing social distancing. This space is a classic Spanish style house built in 1932, but has been completely renovated with all new everything. We are nestled in the heart of the historic Wrigley neighborhood in Long Beach. A fully equipped kitchen, crisp linens (hypoallergenic), towels, games, and Netflix await you. You'll find coffee, tea, water, and some rotating treats floating around. You'll also love the 56 inch 4k Smart LED television. Jet to downtown, the beach, Bixby Knolls, Cal Heights or Belmont Shore within minutes. Several culturally diverse restaurants with fantastic food, and amazing coffee shops, sprinkled around the neighborhood just a short drive away. -The Spanish House has a completely detached small guest house in the rear of the yard called "The Little Bungalow" that is also an airbnb. Other than that the whole front main house is entirely yours and private! -The pool and fire pit are common areas, but you can use them at any time. -You will be given a temporary access code for the front door prior to your arrival. Please note, the door locks automatically upon exit, so you'll need to enter the access code each time. You may see me out and about in the back yard at times, feel free to come and say hello. Sometimes I make friends and we chat outside around the fire pit, sometimes I'm away. However, I will respect your privacy and our level of interaction will be organic. If you have any questions during your stay, don't hesitate to message me! The home is in a culturally and architecturally diverse neighborhood of Long Beach. Shops and restaurants are about five or six blocks away, so it is easier to bike, drive, or ride-share instead of walking to attractions. The beach, aquarium, Queen Mary, and convention center are all about 2.5-3 miles away. Some people bicycle, but I recommend driving/UBER/Lyft to get to most places. 1) There is one airbnb called "The Little Bungalow" located in the back of the yard. This is entirely separate with it's own entrance. 2) The Spanish House has its own private parking in the front driveway. 3) The main backyard is a common area, for all guests to share and use the pool, and fire pit. 4) The pool guy comes early Friday mornings for 15 minute maintenance. 5) The gardeners come Wednesdays for 1 hour maintenance.

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, 373 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, 142 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 favorite
Villa in Covina
4.96 out of 5 average rating, 105 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
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, 127 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.

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
4.92 out of 5 average rating, 715 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

Top guest favorite
Guesthouse in Claremont
4.98 out of 5 average rating, 290 reviews

Claremont Guesthouse 5 Min to Colleges|Non-Smokers

Private guesthouse with a newly renovated kitchen at the foot of the San Gabriel Mountains, minutes from Claremont Village, the Claremont Colleges, and Mt. Baldy hiking trails. Relax on the Mediterranean patio with morning coffee or an evening glass of wine, and unwind by the private pool. Ideal for Claremont Colleges visitors, hikers, and weekend getaways. High-speed WiFi and a dedicated workspace make it great for remote work too. Claremont Short Term Permit Number: STR-001

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, 276 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

Guest favorite
A welcoming living room showcases original hardwood floors and vintage Mexican tiles. Dutch doors open into the space, which features a Danish rosewood sofa, two wooden chairs, and a coffee table adorned with books. Natural light filters through the windows, highlighting the rustic decor.
Home in Glendale
4.97 out of 5 average rating, 315 reviews

Pool and Historical Swiss Chalet in Los Angeles

The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

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, 709 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, 137 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!

Superhost
A private, fenced pool is surrounded by lush greenery and palm trees. The water appears inviting, with some leaves floating on the surface. A rustic gazebo is visible in the background, and lounge chairs are placed nearby for relaxation.
Home in Rancho Cucamonga
4.78 out of 5 average rating, 118 reviews

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills

This stylish place to stay is perfect for all people who love quiet and peaceful environment. The house has 2899 sf living area on a 0.46 acre lot. There are 5 bedrooms and three bathrooms. A private and fenced pool with dive board in the backyard is available for you. It is great for short term or long term stay for business and family vacations.

Popular amenities for Upland rentals with a pool

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,217 GYDG$35,982 GYDG$45,605 GYDG$32,844 GYDG$34,936 GYDG$42,467 GYDG$31,171 GYDG$39,539 GYDG$37,237 GYDG$33,263 GYDG$31,380 GYDG$31,380 GYD
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 G$6,276 GYD 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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