
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!

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.

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.

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.

Modern Guesthouse in Highland Park: Pool & Parking
Relax in this serene, private Los Angeles retreat in Highland Park, set on a gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. Ideal for guests seeking a quiet stay in a residential setting. This beautifully designed modern guest studio is a separate, stand-alone structure on an owner-occupied property, with access to a shared swimming pool and dedicated off-street parking. A curated art and photography book collection is available.

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

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

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

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

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!

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
House rentals with a pool

Disneyland Retreat w/Game Room • 8 Mi to Disney

Private Oasis &Disney /Heated Pool & Gym&Arcade

Casa de Agua Retreat

Newly Remodeled Philips Ranch vacation home w Pool

| Vacation Home | 8’ TO Disney

Tropical Escape in the ❤️of Southern California

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

New state of the art home on Historic Property
Condo rentals with a pool

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

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

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Live Like a Legend In DTLA + 360° Pool + Parking

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

The Lofts: Rooftop Pool & Spa, Free Parking, DTLA

Los Angeles Pool Home by Disneyland Hollywood DTLA
Home rentals with a private pool

Your Private Resort in Southern California

1 Mile to Disneyland + Pool & Game Room

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

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

Walkable to Disney! Pool, Spa, Game Room

Your Private Resort Near the Rose Bowl Awaits

Designer’s Dream Oasis with Lap Pool & Hot Tub

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 | $211 CAD | $236 CAD | $299 CAD | $215 CAD | $229 CAD | $278 CAD | $204 CAD | $259 CAD | $244 CAD | $218 CAD | $206 CAD | $206 CAD |
| 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 70 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at $41 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Upland vacation 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!
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- Venice Beach
- Disneyland Park
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- Crypto.com Arena
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- University of California - Los Angeles
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- Universal Studios Hollywood
- Rose Bowl Stadium
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