
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.

Westwood - Free Parking & Resort Style Amenities
This lovely unit is where I have lived for a years and will have everything you'll need for a great stay. The furniture and the mattress is high quality and the photos are very recent. Fully equipped Resort Style Amenities such as salt water, heated swimming pool. Indoor spa: Jacuzzi, Steam Room and sauna with an amazing and huge fully equipped gym. Located in Westwood Village, walking distance to MANY restaurants, shops, convenient stores, grocery stores and theaters. Also short walk to UCLA

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.

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!

Topanga Loft | Pool + Hot Tub | Colby & Conrad
Architectural Topanga Canyon tiny home sleeping 2 with a private infinity pool, hot tub, and wrap-around deck framed by sweeping canyon views. This premium loft features a full kitchen, air conditioning, and a peaceful outdoor sanctuary. Nestled in the Fernwood arts district, you are steps from Topanga State Park hiking trails and 15 minutes to Malibu beaches. Ideal for romantic getaways or creative retreats, this design-forward space offers nature and luxury in one.

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.

Topanga Pool House
The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

Clean & Spacious Marina 2BR w/Parking
Welcome to our bright, family & pet-friendly Marina retreat 💛 Comfortably sleeps up to 7 guests — perfect for kids & well-behaved pets. 2 parking spots included 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.

Hasta La Vista with Pool
Welcome to Historic View Park! Enjoy a private master suite on the first floor with its own entrance, bathroom, and shower. Relax with stunning views of Downtown LA and the Hollywood Sign, plus private walkway access to the pool. The suite is fully closed off from the main house for complete privacy. We’re a friendly family of three and look forward to hosting you!

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.

Sunny House minutes from the beach!
This vacation paradise is centrally located—just 3 miles from SoFi Stadium, 3 miles from the beach, 1 mile from Culver City, and only 3 miles from Los Angeles International Airport. Relax and unwind in our sunny home featuring 3 bedrooms, 2 bathrooms, a cozy fireplace, a custom gourmet kitchen, and a beautiful saltwater pool.

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

Hollywood paradise studio in house,own entrance

Midcentury Modern home with tons of Natural light!

Relaxing Spanish Stunner House near the Queen Mary

Honeymoon House in Hollywood Hills

Atwater Oasis w/Pool and HotTub very Walkable Area

Mediterranean Resort Style Living in Long Beach

Vacation House with Pool

Dream pool sweet home
Apartment rentals with a pool

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

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

Your Stylish Home Away From Home In Downtown LA!

DTLA 2BR Condo w/ Rooftop Pool & Free Parking

Lux apart walking to Americana/EV charger
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

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

Pool Oasis in Vintage Craftsman House

Designer’s Dream Oasis with Lap Pool & Hot Tub
Destinations to explore
- Smoking-friendly rentals Westchester
- Private suite rentals Westchester
- Rentals with a firepit Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with a sauna Westchester
- Rentals with a beach view Westchester
- Pet-friendly rentals Westchester
- Rentals with a patio Westchester
- Rentals with an EV charger Westchester
- Rentals with a hot tub Westchester
- Family-friendly rentals Westchester
- Flat rentals Westchester
- Rentals with a fireplace Westchester
- Apartment rentals Westchester
- Rentals with outdoor seating Westchester
- Guest house rentals Westchester
- Fitness-friendly rentals Westchester
- Hotel rooms Westchester
- Rentals with beach access Westchester
- House rentals Westchester
- Rentals with breakfast Westchester
- Rentals with pools Los Angeles
- Rentals with pools Los Angeles County
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- Rentals with pools United States
- Disneyland Park
- Venice Beach
- Santa Catalina Island
- Santa Monica Beach
- SoFi Stadium
- Crypto.com Arena
- Los Angeles Convention Center
- University of California - Los Angeles
- University of Southern California
- Universal Studios Hollywood
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Santa Monica State Beach
- Knott’S Berry Farm
- Disney California Adventure Park
- Long Beach Convention & Entertainment Center
- Beach House
- Dodger Stadium
- Anaheim Convention Center
- Huntington Beach, California
- Santa Monica Pier
- The Grove
- Hollywood Walk of Fame
- Hollywood Bowl





