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Holiday rentals with a pool in Upland

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Upland

  • Total holiday rentals

    Explore 70 holiday rentals in Upland

  • Nightly prices starting at

    Upland holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of Upland holiday rentals include wifi 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!

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
Guest house in La Verne
4.98 out of 5 average rating, 383 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 favourite
Cottage in San Bernardino
4.94 out of 5 average rating, 345 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

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
4.86 out of 5 average rating, 149 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.

Superhost
A private outdoor area features a vibrant green lawn with stepping stones leading to a sparkling pool. The pool is surrounded by lounge chairs, and a blue fence adds privacy. Lush trees and bushes provide a natural backdrop against a clear sky.
Home in Covina
4.93 out of 5 average rating, 150 reviews

Charming Private Gated Pool Mini Golf House in LA

Party and Indoor Smoking are not allowed in the entire property. Professionally cleaned by HOTEL-TRAINED staff. ONE OF THE BEST VALUE AIRBNB POOL HOUSE IN THE LOS ANGELES SAN GABRIEL VALLEY AREA This Airbnb listing is for the entire cozy & spacious home, which includes the private GATED pool and backyard. Cool off in the swimming pool and enjoy California Sunshine. Super comfy bed with high-quality mattresses & linens. Within an hour away from all the major Los Angeles tourist attractions.

Guest favourite
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.
Apartment in Downtown Riverside
4.88 out of 5 average rating, 258 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 favourite
Villa in Covina
4.96 out of 5 average rating, 114 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 favourite
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.
Guest house in Claremont
4.98 out of 5 average rating, 296 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 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
4.95 out of 5 average rating, 134 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 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, 725 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 favourite
Home in Grand Terrace
4.91 out of 5 average rating, 176 reviews

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

Welcome to our exquisite Riverside retreat, where luxury meets family fun! Here's what makes our place truly special: 🔥 Cozy Fireplace for Chilly Evenings 🌴 Tropical Oasis with a Sparkling Pool 🌟 Jacuzzi Bliss under the Stars ⛳ Mini Golf Extravaganza. 🏡 Spacious and Clean Rooms 📍 Centrally Located Convenience: Downtown Riverside, UCR, NOS Center, 210 Freeway, Yaamava, and local shops *~Fun-Filled Family Environment!~* Book now!

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.
Guest house in Claremont
4.97 out of 5 average rating, 719 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
4.97 out of 5 average rating, 143 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!

Popular amenities for Upland rentals with a pool

When is the best time to visit Upland?

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