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 260 holiday rentals in Westchester

  • Nightly prices starting at

    Westchester holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Westchester holiday rentals include Wi-Fi 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

Top-rated rentals with a pool in Westchester

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
The living area is open and spacious, featuring a pool table and a 75-inch smart TV. Large glass doors lead to a patio, allowing natural light to fill the room. A cozy seating arrangement and fireplace add comfort to the space.
Condo in Playa del Rey
4.98 out of 5 average rating, 89 reviews

Oasis In Beach Community W/Pool+Hot Tub+Pool Table

Welcome to your stylish and serene home away from home. We are nestled in the beach community of Play Del Rey. A convenient 10 minute walk to the beach and minutes from LAX. This spacious 2BR/2BA Condo is central to everything LA has to offer. This condo has had a complete remodel! Sit back and relax in your infinity massage chair, enjoy a game of pool with your friends/family, play a round of darts outside on our jungle oasis themed patio and then finish the night with a dip in the pool/hot tub

Top Guest favourite
A modern bedroom features a spacious bed adorned with decorative pillows and a textured throw, situated on a stylish rug. Natural light filters through sheer curtains, illuminating the room, while a seating area with two chairs is positioned near a glass door that leads to the pool area.
Guesthouse in Westchester
5.0 out of 5 average rating, 74 reviews

The Jetsetter's Haven- Pool LAX Beach SoFi KIA LMU

Step into style at The Jet Setter's Haven, a newly renovated freestanding guesthouse designed for relaxation and style. This cozy-chic escape offers an ideal blend of high-end comfort and designer flair, perfect for couples or individuals seeking a peaceful getaway. Access to shared common grounds and a sparkling pool, just minutes from the beach. Each detail has been curated, from the king bed with luxury linens, high-end finishes, and full kitchen, to stylish touches that elevate your stay.

Guest favourite
Apartment in Downtown Los Angeles
4.97 out of 5 average rating, 214 reviews

LA Penthouse Suite 2bd/3ba [Pool | Hollywood Sign]

⭐️ PROPERTY IS LOCATED IN LOS ANGELES! ⭐️ PLEASE SEE PICTURES FOR ACCURATE LOCATION. THANK YOU! Breathtaking, sweeping panoramic penthouse views of Hollywood Hills from your corner suite. Luxuriously appointed Italian and Miami design. - Free parking for 1 vehicle - Dual-king master suites rivaling any 5-star hotel - Conveniently located in Koreatown, between Hollywood / Downtown LA Crypto Arena Perfect for vacation or business travel. Enjoy the beautiful sunset every day Travel in style

Guest favourite
An outdoor dining space features a round table surrounded by four cushioned chairs under a large umbrella. Lush tropical plants frame the area, and a serene saltwater pool is visible nearby, reflecting the clear blue sky.
Home in Westchester
4.86 out of 5 average rating, 160 reviews

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 3 miles from Los Angeles International Airport. Enjoy our sunny home with 3 bedrooms, 2 bathrooms, a fireplace, a gourmet kitchen, and a saltwater pool. World Cup tip: Getting to and from SoFi Stadium is easy. Take a Lyft to within about ¼ mile of the stadium and walk the rest. After the event, walk about ½ mile before requesting a pickup for a quicker departure.

Top Guest favourite
A serene back garden features a heated pool adorned with a large pink flamingo float. A cozy fire pit is positioned nearby on a tiled patio, surrounded by decorative potted plants and colorful lighting, offering a relaxed atmosphere for outdoor gatherings.
Home in Los Angeles
4.96 out of 5 average rating, 308 reviews

Mermaid Manor* Colorful Cozy Coastal Gem

Safe, family-friendly- 9 miles to So FI stadium/Kia forum Relaxed, homey vibe-central AC/heat. Cozy fireplace, Stocked kitchen Comfy Beds Two TV's w/ streaming/fast WIFI Driveway Parking Tropical Garden - Dining area, BBQ, fire pit, loungers & shower. Solar-heated Pool (weather permitting) 4 Bikes/locks/Beach goods -Restaurants, Park & store walking distance. All spaces are fully private to you. Host lives on property but respects privacy-Reviews say it all. Outdoor 420-friendly

Superhost
A modern kitchen features an island with a sleek countertop, a stainless steel stove, and ample cabinetry. The open layout connects to a dining area and a well-lit living space, with large windows providing a view of the outdoor swimming pool.
Home in Gardena
4.78 out of 5 average rating, 397 reviews

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!

Top Guest favourite
Apartment in Marina del Rey
4.9 out of 5 average rating, 155 reviews

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.☀️☀️☀️☀️☀️

Guest favourite
Villa in Beverly Grove
4.86 out of 5 average rating, 305 reviews

Modern Moroccan Pool Paradise near WEHO/Bev Center

The house is in the heart of all the action of West Hollywood and the Beverly Center. You can walk to the heart of WEHO, Beverly Center, The Grove, Cedars Sinai Hospital and all of the nicest restaurants along Beverly, 3rd Street and La Cienega. Almost 3,000 s.f. on a corner lot with complete privacy. Minutes by car to Beverly Hills, Century City and the Hollywood Hills.

Guest favourite
Condo in Downtown Los Angeles
4.99 out of 5 average rating, 187 reviews

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.

Top Guest favourite
A private pool area is surrounded by a stone patio and lush greenery. A covered outdoor cabaña is present near the pool, equipped with seating. Prominent blue and green planters adorn the pool edge, enhancing the relaxing atmosphere, while a well-maintained lawn provides additional outdoor space.
Guesthouse in Venice
4.97 out of 5 average rating, 1231 reviews

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.

Guest favourite
A secluded outdoor area is bordered by high fencing, offering total privacy. A clear swimming pool is surrounded by lush tropical plants, complemented by comfortable lounge furniture on an expansive wooden deck. Natural light enhances the serene atmosphere of this inviting space.
Home in Mar Vista
4.99 out of 5 average rating, 154 reviews

Pool House Oasis Close to Venice & Marina

This newer 3 bed/2bath duplex style home is centrally located between Venice & Marina Del Rey. Walking distance to local restaurants, markets, shops, and bars and about 1.5 miles to the beach, 5 miles to the airport and 8 miles to Sofi stadium. The backyard pool and spa is exclusively for your use!

Guest favourite
The image captures a serene pool area surrounded by lush greenery and wooden decking. Tall palm trees and bamboo create a tranquil setting, while a vibrant wall adds a pop of color. Comfortable lounge chairs are placed along the poolside.
Guesthouse in Venice
4.98 out of 5 average rating, 199 reviews

Tropical Oasis with Pool and Jacuzzi in Venice

The guest house is situated in an extensive backyard behind the main house. Enjoy the serenity of your patio overlooking the freshwater Pool and Jacuzzi - yours to use exclusively during your stay. Secured parking on the premises.

Popular amenities for Westchester rentals with a pool