
Holiday rentals with a pool in Westchester
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Westchester

Total holiday rentals
Explore 250 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,240 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
250 of Westchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westchester rentals

4.7 Average rating
Westchester stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Westchester’s top spots include Loyola Marymount University, Cinemark 18 and XD Los Angeles and Aviation/LAX Station
Top-rated rentals with a pool in Westchester
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Honeymoon House in Hollywood Hills
About 3 mins drive up to the hills from the Sunset Plaza. Nice modern looking vintage house. Not the brand new condition. Invisible from outside by trees surrounding the house. City view from the second floor. Salted swimming pool can be heated at 83F degree. (Need to let us know before arriving) About 2,200 sq house out of 6,000 sq land. Must take off the shoes inside the house. No gathering, shooting or pets allowed. No music or outdoor activities after 10pm by city law. Thank you.

World Cup Retreat • Private Pool • 3BR • Near LAX
🌍 Welcome to Your 2026 World Cup Home Base in LA Experience the FIFA World Cup from a spacious, private 3-bd / 2-ba home near SoFi Stadium in Westchester (90045). It features a spacious eat-in kitchen with an island overlooking a large living room. Outside you’ll find a fire pit, gas BBQ and show stopping saltwater pool that can be heated. Whether you’re here to support your team, attend multiple games, or host friends between games, this home offers the space, comfort, and location you seek.

Luxurious villa King Beds Pool & Spa
Unique, stylish, and luxe Villa located in the heart of Studio city Easy access to Westside, shopping & dining on the blvd. Views! Special features include a sparkling heated pool and spa, indoor and outdoor firepit, chef's kitchen, and spacious bedrooms with designer bathrooms. Hardwood Floors and recessed lighting as well as our seamless check-in via personalized key code. There is always someone available to help with questions to make your stay an effortless and magical experience!

Cali Luxury Dream Pool Hideaway + Guest Suite
HSR23-001194 Welcome to "Cali Luxury Dream Hideaway," where California allure meets Bali enchantment. This secluded retreat boasts a gated property with lush greenery and a stunning saltwater pool and spa. Our home features elegant living areas, stylish furniture, and a chefs kitchen with quartz counters. Upstairs, find three bedrooms, including a master bedroom with ensuite bath. Fourth bedroom is located in the guest suite and includes a private entrance, full kitchen, and bath.

Blue White House
My beautifully renovated, freshly remodeled, contemporary house will satisfy you to the fullest!! The property is located in a charming city of Gardena, in the quiet family oriented, village like neighborhood. This comfortable, modern home is perfectly located just 15 minutes from LAX, 15-20 minutes away from Manhattan Beach, Hermosa Beach, 25 min. from gorgeous cliffs of Palos Verdes, and 25 min from downtown LA! Knot's, Soak City and Disneyland are just a short drive away!

Private pool-side casita with stunning views!
This secluded, gated, lux retreat with stunning views sits on over 1 acre in a country-like setting with easy access to LA activities. Resort features include steam shower, filtered water, fire pit, pool, hammock, Alexa, 50” TV , hi-speed wi-fi, printer, desk, Nespresso coffee maker, BBQ w burner/pots/pans, remote controlled black out blinds, private patio, with luxury amenities and designer details. For reservations more than 3 months in advance, please inquire.

Pool Oasis in Vintage Craftsman House
Unwind on the pool terrace of this 1919 Craftsman cottage. Soak in the hot tub or gather at the fire pit by night. Watch movies with surround sound. The renovated, open interior features hardwood floors and a flowing open-concept living space. NOTE: No parties, events, filming. No exceptions. This house is just for quiet enjoyment while you visit LA. Early check-in / late check-out generally not available due to cleaning protocol.

Clean & Spacious Marina 2BR w/Parking
Welcome to our bright, family & pet-friendly Marina retreat 💛 Comfortably sleeps up to 8 guests — perfect for kids & well-behaved pets. 2 parking spots included (regular + EV charging), 7 ft garage clearance. Enjoy pool, jacuzzi & gym access. Fast WiFi & easy self check-in. Exterior video doorbell at entry for added security. Spotless, thoughtfully prepared, and designed for a relaxing stay.☀️☀️☀️☀️☀️

MULHOLLAND HILLS RETREAT W/BEST VIEWS IN LA
LOCATION, LOCATION, LOCATION. This iconic property is situated on a highly coveted street in the Mulholland Corridor near Beverly Hills, Sherman oaks, and Bel Air. The architecture, walls of glass, open floor plan & indoor/outdoor flow celebrate the California lifestyle. This Beverly Ridge residence has an emphasis on clean lines, open spaces and inspired architecture.

2 BR Mediterranean Oasis Sleeps 6!
Relax in luxury in your beautiful 2 bed/2 bath guest residence that sleeps 6 and is conveniently located close to all the sights LA has to offer! The property is in the rear of the main residence but offers privacy. The pool and heated spa are yours alone during the duration of your stay! We strive to make your visit to Los Angeles special.

DTLA Skyscraper With City Views
Experience Downtown Los Angeles from the top of its skyline. Whether you're in town for a convention, show, sporting event or weekend away, you'll love the luxurious amenities and incredible view this listing has to offer. With absolutely stunning views of downtown, watch the organized chaos from high above in our tranquil condo.

Venice Beach Guest Studio with Pool and Hot Tub
You have a charming Spanish 1926 architecture pool house. It’s located in the back of my house with all of the amenities necessary to enjoy your stay. ***MUST LOVE DOGS: I have 1 small friendly dog that lives with me in my house in front, I will keep him inside for the most part while you are here, but he will be around.
Popular amenities for Westchester rentals with a pool
House rentals with a pool

New Toluca Lake Private Pool House

3600 sq foot Luxury Spanish Pool Mansion

Midcentury Modern home with tons of Natural light!

Resort-style 3BD, heated spa, walk to shops/cafés

Mediterranean Resort Style Living in Long Beach

Chic LA Studio • Pool • Patio • Free Parking • B.H

Heated Pool and Spa - Near LAX, SoFi, Forum - 2BD

MermaidsCoveLA- A hidden oasis in Los Angeles
Apartment rentals with a pool

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Skyline view Condo, Free Parking, Jacuzzi

Stylish Modern industrial condo with Rooftop pool

Brand-New, Deluxe Hollywood Studio

Fantastic Santa Monica Beach

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

Prime Oasis at Downtown LA w/ Rooftop Pool & GYM

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

The Naples Island Pool House

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Contemporary Cottage - An Oasis with a Private Heated Pool.
Beautiful Guest Cottage with Private Pool (Rancho)

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House

Designer’s Dream Oasis with Lap Pool & Hot Tub

Historical Swiss Chalet in Los Angeles (with pool)
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 SGD | $229 SGD | $238 SGD | $230 SGD | $228 SGD | $229 SGD | $241 SGD | $243 SGD | $222 SGD | $239 SGD | $233 SGD | $250 SGD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 19°C | 21°C | 22°C | 21°C | 20°C | 17°C | 14°C |
Destinations to explore
- Rentals with outdoor seating Westchester
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- Rentals with a firepit Westchester
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- Rentals with a sauna Westchester
- Rentals with an EV charger Westchester
- Flat rentals Westchester
- Rentals with a patio Westchester
- Fitness-friendly rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Guest house rentals Westchester
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- Pet-friendly rentals Westchester
- Rentals with a fireplace Westchester
- Family-friendly rentals Westchester
- Rentals with a hot tub Westchester
- Hotel rooms Westchester
- Rentals with beach access Westchester
- Rentals with pools Los Angeles
- Rentals with pools Los Angeles County
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- Rentals with pools United States
- Venice Beach
- Disneyland Park
- Santa Catalina Island
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
- University of Southern California
- Universal Studios Hollywood
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Santa Monica State Beach
- Long Beach Convention & Entertainment Center
- Knott’S Berry Farm
- Anaheim Convention Center
- Beach House
- Disney California Adventure Park
- Dodger Stadium
- Huntington Beach, California
- Santa Monica Pier
- The Grove
- Mountain High
- Silver Strand State Beach





