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Vacation rentals with a pool in Upland

Find and book unique homes with a pool on Airbnb

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$8,362 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,590 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

    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

  • 4.7 Average rating

    Upland stays receive an average rating of 4.7 out of 5 from guests

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
Guesthouse in La Verne

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!

4.98 out of 5 average rating, 391 reviews
Guest favorite
A serene outdoor area features a clear swimming pool surrounded by a spacious concrete deck. Several lounge chairs are positioned near the pool, with a shaded umbrella providing coverage. A built-in BBQ island is visible in the background, with greenery lining the perimeter.
Home in Rowland Heights

Cozy & Quiet Pool House/20-Min to Disneyland

This newly renovated cozy home is located in a quiet neighborhood on a hill with city view, 2159 sq ft, 4 bedrooms, 1 pull-out sofa bed, 3 full bathrooms, 1 full size kitchen, living room, and family room, the perfect place for your family vacation. The spacious backyard has a pool and built-in BBQ island, ideal for entertaining. This home is convenient to Disneyland, Knott's Berry Farm, Anaheim Stadium, Honda Center, Brea Mall, and many other local restaurants & shops. Perfect for all guests!!!

4.87 out of 5 average rating, 108 reviews
Guest favorite
A spacious living area is highlighted by an elegant chandelier above a circular coffee table. A large window offers natural light, illuminating a comfortable seating arrangement with lush plants and a cozy sofa. A modern staircase and bookshelves are visible in the background.
Home in Pomona

Newly Remodeled Philips Ranch vacation home w Pool

Beautifully remodeled & decorated vacation home. Featuring outdoor pool and spacious outdoor dining area. Multiple lounging areas with 4 bedrooms, 3 full bathrooms and functional working spaces. Peaceful neighborhood, surrounded by local shops and restaurants. Only 12 miles from Ontario International Airport and convention center. 21 miles from Disneyland. 9 miles from Chino Hills state park with lots of hiking trails. 2000sqft of living space provides plenty of space for the whole family.

4.91 out of 5 average rating, 158 reviews
Top guest favorite
Villa in Covina

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.

4.97 out of 5 average rating, 118 reviews
Guest favorite
Home in Upland

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!

4.82 out of 5 average rating, 132 reviews
Top guest favorite
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.
Guesthouse in Claremont

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

4.98 out of 5 average rating, 305 reviews
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

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

4.92 out of 5 average rating, 739 reviews
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

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

4.97 out of 5 average rating, 732 reviews
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

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!

4.97 out of 5 average rating, 156 reviews
Guest favorite
An aerial view captures the inviting swimming pool surrounded by a spacious patio, complemented by a relaxing hot tub. Lush palm trees and vibrant greenery border the area, while a gazebo provides shade. The layout offers ample space for outdoor activities and relaxation.
Home in West Covina

Private Heated Pool/Jacuzzi /BBQ Grill/Disney Land

Relax with the whole family at this peaceful place to stay. (1200 sqft house and 1700 sqft backyard patio, pool is 4-7 feets )This beautiful house is located in a safe and peaceful neighborhood ,it is also in the center of West Covina, close to bus stations, restaurants, Starbucks and supermarkets . 30 minutes to Disney Park, about 35 minutes to Universal studio，Hollywood, LAX airport(with out traffic).

4.9 out of 5 average rating, 135 reviews
Guest favorite
A modern bedroom features a spacious bed adorned with plush linens and decorative pillows. Natural light enters through a large window with plantation shutters, illuminating the room. A stylish pendant light hangs above, while a cozy seating area with cushions is positioned by the window.
Home in Upland

Peaceful retreat in Upland!

Welcome to our cozy retreat in the beautiful city of Upland! This 2 bedroom, 1 bathroom unit combines contemporary decor with modern amenities for an experience all can enjoy. Nestled in close proximity to Mount Baldy, biking and hiking trails,Downtown Claremont, shopping, restaurants and much more! Peaceful mornings and fun-filled afternoons await you at this unique experience!

4.94 out of 5 average rating, 111 reviews
Guest favorite
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

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 in the backyard is available for you. It is great for short term or long term stay for business and family vacations.

4.78 out of 5 average rating, 138 reviews

Popular amenities for Upland rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A refreshing pool with a uniquely shaped outline is set against a vibrant backdrop, featuring a mural and basketball hoops. Lush greenery surrounds the area, and a concrete deck invites relaxation. The scene is brightened by natural sunlight, contributing to an inviting outdoor space.
Home in Azusa

Full House with Pool ＆ Basketball Court in LA

4.93 out of 5 average rating, 136 reviews
Guest favorite
A clear and inviting pool is surrounded by palm trees and patio seating. Lush greenery can be seen along the edges, and a textured concrete deck provides access to the pool area. The sky is bright and blue, complementing the tranquil setting.
Home in Riverside

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

4.96 out of 5 average rating, 151 reviews
Guest favorite
A spacious pool area is showcased with a clear blue pool reflecting the evening sky. Surrounding the pool are lounge chairs and a dining table with an umbrella for shade. The house features large windows that invite natural light, enhancing the outdoor living experience.
Home in Riverside

Tesla EV Charger, 2 KING BEDs, 3 minute to UCR

4.98 out of 5 average rating, 122 reviews
Guest favorite
Home in Riverside

Casa de Agua Retreat

4.96 out of 5 average rating, 156 reviews
Guest favorite
A pool table with red felt is positioned outdoors, with cues resting on its surface. A safety fence encloses the pool area in the background, where two inflatable pool floats can be seen. The sky is bright with scattered clouds, contributing to a cheerful atmosphere.
Home in Orange

Near Disney | Heated Pool, Hot Tub & Family Fun

4.93 out of 5 average rating, 213 reviews
Superhost
A curved swimming pool is surrounded by a patio area. Clear blue water reflects the sunlight, with a floating inflatable and a pool cleaning device visible. White chairs are placed nearby, and a grassy area is seen in the background among terracotta rooftops.
Home in Rowland Heights

Peaceful Pool Home Near Disneyland

4.78 out of 5 average rating, 139 reviews
Guest favorite
A crystal-clear pool is seen, surrounded by a spacious sun deck. Lounge chairs are positioned nearby, alongside an umbrella providing shade. The patio area features a small dining set, with the house's white exterior and large windows visible in the background.
Home in Anaheim

| Vacation Home | 8’ Drive to Disney

4.89 out of 5 average rating, 212 reviews
Top guest favorite
Home in Anaheim

Disneyland | Pool • Hot Tub • Arcade • Pickleball

4.99 out of 5 average rating, 164 reviews

Condo rentals with a pool

Guest favorite
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

2BR Condo w/ 2-Car Garage — Steps to Mt. Rubidoux

4.87 out of 5 average rating, 278 reviews
Guest favorite
An open living and dining area is displayed, featuring comfortable seating with a sectional sofa and armchairs. A large wooden dining table accommodates several chairs. The modern kitchen is visible in the background with stainless steel appliances and ample counter space.
Condo in Anaheim

Luxury Condo - 10 min drive to Convention & Disney

4.98 out of 5 average rating, 220 reviews
Top guest favorite
A modern living area is arranged with a spacious sectional sofa adorned with decorative cushions. A wooden coffee table holds two books, and minimalistic armchairs provide additional seating. The open kitchen features wooden cabinetry and stainless steel appliances, while a dining table is visible in the background.
Condo in Anaheim

Shortest Walk Across Street to Disney Pool & Spa

4.94 out of 5 average rating, 300 reviews
Top guest favorite
A spacious living area features a modern CB2 sleeper sofa, a stylish light fixture, and a dedicated study area with a desk and computer. A dining table is visible in the background, while the kitchen island with bar stools suggests a functional layout.
Condo in Monterey Park

Resort-Style Suite with Amazing Views near DTLA

4.96 out of 5 average rating, 166 reviews
Top guest favorite
Condo in Anaheim

Renovated/Walk 2 Disneyland/ToyStory Theme/AC/POOL

4.88 out of 5 average rating, 138 reviews
Superhost
The exterior of a multi-story building is captured during twilight, showcasing large windows and well-maintained palm trees lining the entrance. Soft lighting illuminates the façade, highlighting architectural details and providing a welcoming appearance as vehicles pass by on the adjacent road.
Condo in Anaheim

5 mins from Disneyland Family Resort Sleeps 6

4.7 out of 5 average rating, 108 reviews
Superhost
A modern kitchen and living area are showcased, featuring a light blue sofa with decorative pillows and a glass coffee table. The kitchen includes white cabinetry and stainless-steel appliances. Natural light filters through sheer curtains, illuminating the plush carpeted floor.
Condo in North Fontana

Amazing New Condo (Victoria Garden/Ontario Mills)

4.77 out of 5 average rating, 74 reviews
Superhost
Condo in Monterey Park

FIFA 2026 Steps to DTLA USC Washer Dryer Parking

4.74 out of 5 average rating, 19 reviews

Home rentals with a private pool

Guest favorite
Brightly colored inflatable pool floats, including a unicorn and sparkling rings, are positioned in a crystal-clear pool surrounded by a lush green hedge. A $125 Disney gift card promotion is displayed in the corner.
Home in Anaheim

1 Mile to Disneyland + Pool & Game Room

4.91 out of 5 average rating, 292 reviews
Guest favorite
Home in Orange

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

4.95 out of 5 average rating, 232 reviews
Guest favorite
A sparkling swimming pool reflects the blue sky and clouds, surrounded by a spacious patio area. A shaded outdoor kitchen features a bar and umbrella, while lounge seating invites relaxation, all set against a backdrop of palm trees and a wooden fence.
Home in Pasadena

Your Private Resort in Southern California

4.91 out of 5 average rating, 262 reviews
Top guest favorite
A collage of images highlights various enchanting areas of the property. A lifesize replica of a tower serves as a whimsical focal point. A pool with lounge chairs is visible, alongside a mini outdoor play area featuring colorful structures. A cozy bedroom is shown, offering warm lighting and inviting decor. The game room includes vibrant arcade machines, showcasing a lively atmosphere.
Home in Orange County

Princess Palace: Pool, Secret Arcade & Mini Golf!

4.94 out of 5 average rating, 385 reviews
Guest favorite
The open living area features hardwood floors, large windows providing natural light, and a cozy seating arrangement. A sleek coffee table with a plant centerpiece sits on the rug, while the kitchen and dining area are visible in the background, showcasing wood cabinetry.
Home in Anaheim

Roomy Family Home with Heated Pool Option

4.88 out of 5 average rating, 382 reviews
Guest favorite
An inviting pool area is surrounded by a beautifully landscaped yard, featuring lounge chairs and a shaded outdoor seating arrangement. String lights illuminate the scene, creating a relaxing ambiance under the evening sky.
Home in Pasadena

Your Private Resort Near the Rose Bowl Awaits

4.88 out of 5 average rating, 268 reviews
Guest favorite
A heated swimming pool is surrounded by a spacious patio, featuring colorful floaties. Lush green grass borders the pool area, with a shaded lounging spot visible in the background. The scene captures a serene, family-friendly outdoor environment.
Home in Anaheim

Walk to Disney! Large yard. Resort-Style Pool Home

4.89 out of 5 average rating, 239 reviews
Superhost
A backyard pool area features a sparkling pool with a unicorn float, surrounded by outdoor seating and a dining table. Lush greenery and palm trees create a relaxing environment, while a brick fireplace adds warmth to the space. Nearby buildings are visible in the background.
Home in Anaheim

Walkable to Disney! Pool, Spa, Game Room

4.76 out of 5 average rating, 247 reviews

When is the best time to visit Upland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,195 GYDG$35,958 GYDG$45,575 GYDG$46,202 GYDG$42,857 GYDG$48,083 GYDG$31,150 GYDG$39,512 GYDG$37,212 GYDG$33,240 GYDG$31,359 GYDG$31,359 GYD
Avg. temp14°C14°C16°C17°C19°C20°C23°C24°C23°C20°C17°C14°C

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