
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.

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!

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

Gorgeous Resort Style Pool Home + free EV Charging
Gorgeous 3 bed/2 bath single floor home with PRIVATE 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” LED TV, work space, High speed Wi-Fi , treadmill. 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.

La Casita Poolside Guesthouse
LA CASITA Nestled in a secluded hillside residential area, our Poolside Casita seamlessly combines serenity and intimacy. Step into the pool area, with an outdoor fireplace, and savor the ambiance of a California evening by the warm, glowing fire. Designed for comfort and relaxation, La Casita promises a rejuvenating night's rest. Conveniently near the 60, 605, 10, and 57 freeways, as well as a plethora of shopping and dining options, the Guesthouse offers both tranquility and accessibility.

Apartment on the boardwalk with an amazing view
Relax and unwind in this unique getaway. Located right on the beach toward the far end of the Peninsula. Beautiful views during the day, sunsets at night. The boardwalk and ocean are right underneath your window. Occasionally you can see dolphins swimming under your window. Walk to the bay side for paddleboarding, swimming. Close to 2nd street and 2nd & PCH for restaurants. Easy access to the marina, Shoreline Village, aquarium, downtown Long Beach, convention center, cruiseship terminal.

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!

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!

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.

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*)

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

M Cozy Private 1 Bed 1 Living Rm with Pool & Patio
The whole group will enjoy easy access to everything from this centrally located place. Welcome to this cozy clean safe and quite home! Our house is located in west covina, near Walnut and rowland heights city .Its close to highway 60 and only takes a few minutes to get to many supermarkets, restaurants and banks.It takes 10miutes from Shopping Mall, 25 minutes' drive from Disneyland,35 minutes from South coast plaza. 30 minutes from Downtown LA.

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
Popular amenities for Upland rentals with a pool
House rentals with a pool

House with a pool & hot tub. 1 mile to Disneyland.

8 Mi to Disney • Minnie & Mickey Bdrm • Game Room

Casa de Agua Retreat

Centrally Located Private Back House

| Vacation Home | 8’ TO Disney

Riverside Serenity Winter Oasis|Spa/Pool/Mini Golf

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Orange Oasis 🍊10min to DISNEY 🎡 Spacious Pool Home
Condo rentals with a pool

Cozy 1B1B in RH 25 min to Disney & Pool

Rch Cucamonga Luxury Cozy Modern Style w/Pool

Amazing New Condo (Victoria Garden/Ontario Mills)

Beautiful Modern Retreat | 2BR w/ Pool & Views

Beautiful 2 bed 1 ba condo centrally located in OC

Los Angeles Pool Home by Disneyland Hollywood DTLA

Resort-Style Suite with Fantastic Views near DTLA

Shortest Walk Across Street to Disney Pool & Spa
Home rentals with a private pool

The Naples Island Pool House

New Mid Century Modern Sanctuary & Pool by Disney

Your Private Resort in Southern California

Walk to Disneyland! Family friendly fun home. Pool

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

Walkable to Disney! Pool, Spa, Game Room

Your Private Resort Near the Rose Bowl Awaits

Roomy Family Home with Heated Pool Option
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 156 | € 155 | € 128 | € 135 | € 143 | € 174 | € 128 | € 162 | € 153 | € 176 | € 150 | € 124 |
| Avg. temp | 14°C | 14°C | 16°C | 17°C | 19°C | 20°C | 23°C | 24°C | 23°C | 20°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Upland

Total vacation rentals
Explore 40 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 1,470 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
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
Destinations to explore
- Southern California Vacation rentals
- Los Angeles Vacation rentals
- Stanton Vacation rentals
- Las Vegas Vacation rentals
- Channel Islands of California Vacation rentals
- San Diego Vacation rentals
- Central California Vacation rentals
- Palm Springs Vacation rentals
- San Fernando Valley Vacation rentals
- Henderson Vacation rentals
- Las Vegas Strip Vacation rentals
- Big Bear Lake Vacation rentals
- Rentals with a fire pit Upland
- Pet-friendly rentals Upland
- Rentals with a fireplace Upland
- Rentals with a hot tub Upland
- Cottage rentals Upland
- House rentals Upland
- Family-friendly rentals Upland
- Rentals with outdoor seating Upland
- Apartment rentals Upland
- Rentals with a washer and dryer Upland
- Rentals with a patio Upland
- Cabin rentals Upland
- Rentals with pools San Bernardino County
- Rentals with pools California
- Rentals with pools United States
- Venice Beach
- Disneyland Park
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- Universal Studios Hollywood
- University of Southern California
- University of California, Los Angeles
- Santa Monica State Beach
- Rose Bowl Stadium
- Big Bear Mountain Resort
- Beverly Center
- Knott’S Berry Farm
- Bear Mountain Ski Resort
- Snow Summit
- Disney California Adventure Park
- San Clemente State Beach
- Bolsa Chica State Beach
- Long Beach Convention and Entertainment Center
- Honda Center
- Hollywood Walk of Fame
- Huntington Beach, California
- Salt Creek Beach




