
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!

Spa, Parking, King Bd, Desk, 7 Min Walk to Beach
Step into your beachside getaway in Alamitos Beach! Stroll just 7 minutes to the sand, explore lively Second Street, or venture to nearby SoCal icons like Disneyland and Universal Studios. Spread across 2 comfy bedrooms and 2 bathrooms, cook up your favorites in the fully equipped kitchen and soak in the private hot tub. With a dedicated workspace, parking spots, laundry, and pet-friendly vibes, this cozy home makes longer stays a breeze. Questions about the space or seasonal offers? Message me!

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.

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!

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*)

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

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

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!

Private Pool/HeatedJacuzzi /BBQ Grill/Disney Land
Relax with the whole family at this peaceful place to stay. (1200 sqft house and 1700 sqft backyard patio)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).

The Sky Room-Best Ocean/coast view condo in LBC!
Beautiful modern 2 bedroom/2 bathroom beach condo with fantastic ocean and coastline views from this upper floor location. You will enjoy a colorful modern two bedroom condo with living room, kitchen, balcony and laundry facilities(inside the condo). The complex features: Adjacent to convetion center location. On site - gym, pool, jacuzzi, sauna and business center.

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
House rentals with a pool

Private Oasis &Disney /Heated Pool & Gym&Arcade

Centrally Located Private Back House

Charming 5 bed, 3 bath home with pool

Newly Remodeled Philips Ranch vacation home w Pool

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

Mid Century Modern POOL HOME w/ GAME ROOM

Wrigley Historic Home

Designer home in hip Highland Park w/ pool & hotub
Condo rentals with a pool

Stylish Modern industrial condo with Rooftop pool

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Skyline view Condo, Free Parking, Jacuzzi

⁎ArtDeco ⁎ Condo⁎ pool⁎ Gym⁎Free Parking⁎Jacuzzi

Luxury 2 BR Glendale condo with pool

Charming Loft-Rooftop Pool, Spa & FREE parking

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

The Naples Island Pool House

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

Designer’s Dream Oasis with Lap Pool & Hot Tub

Historical Swiss Chalet in Los Angeles (with pool)

Your Private Resort in Southern California

1 Mile to Disneyland + Pool & Game Room

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

Walkable to Disney! Pool, Spa, Game Room
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,087 GYD | G$37,878 GYD | G$31,181 GYD | G$32,855 GYD | G$34,948 GYD | G$42,481 GYD | G$31,181 GYD | G$39,552 GYD | G$37,250 GYD | G$33,274 GYD | G$31,390 GYD | G$31,390 GYD |
| 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 60 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at G$6,278 GYD per night before taxes and fees

Verified guest reviews
Over 1,540 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
40 properties have a dedicated workspace

Wi-Fi availability
60 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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- Rentals with pools San Bernardino County
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- Rentals with pools United States
- Venice Beach
- Disneyland Park
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
- University of Southern California
- Universal Studios Hollywood
- Rose Bowl Stadium
- Santa Monica State Beach
- Knott’S Berry Farm
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Santa Monica Pier
- Anaheim Convention Center
- Snow Summit
- Disney California Adventure Park
- Long Beach Convention & Entertainment Center
- Beach House
- The Grove
- Mountain High
- Hollywood Walk of Fame
- Dodger Stadium




