Holiday rentals with a pool in Westchester

Find and book unique homes with a pool on Airbnb

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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Superhost
A leather sofa is positioned under a triangular wood-framed picture window, providing views of the greenery outside. A colorful rug with geometric patterns lies on the hardwood floor, complementing the space's white walls and natural light.
Home in Long Beach
4.79 out of 5 average rating, 793 reviews

Relaxing Spanish Stunner House near the Queen Mary

Sink into the leather sofa under a triangular wood-framed picture window and admire the art and colorful rugs that fill this Spanish-style home. Outside, take a dip in the shared splash pool, relax on the sunny patio, or gather around the fire pit. Please note, there is a guest house in the backyard. The backyard is a common area amongst guests. The splash pool is small, only 3.5 feet deep. All guests must use their discretion in practicing social distancing. This space is a classic Spanish style house built in 1932, but has been completely renovated with all new everything. We are nestled in the heart of the historic Wrigley neighborhood in Long Beach. A fully equipped kitchen, crisp linens (hypoallergenic), towels, games, and Netflix await you. You'll find coffee, tea, water, and some rotating treats floating around. You'll also love the 56 inch 4k Smart LED television. Jet to downtown, the beach, Bixby Knolls, Cal Heights or Belmont Shore within minutes. Several culturally diverse restaurants with fantastic food, and amazing coffee shops, sprinkled around the neighborhood just a short drive away. -The Spanish House has a completely detached small guest house in the rear of the yard called "The Little Bungalow" that is also an airbnb. Other than that the whole front main house is entirely yours and private! -The pool and fire pit are common areas, but you can use them at any time. -You will be given a temporary access code for the front door prior to your arrival. Please note, the door locks automatically upon exit, so you'll need to enter the access code each time. You may see me out and about in the back yard at times, feel free to come and say hello. Sometimes I make friends and we chat outside around the fire pit, sometimes I'm away. However, I will respect your privacy and our level of interaction will be organic. If you have any questions during your stay, don't hesitate to message me! The home is in a culturally and architecturally diverse neighborhood of Long Beach. Shops and restaurants are about five or six blocks away, so it is easier to bike, drive, or ride-share instead of walking to attractions. The beach, aquarium, Queen Mary, and convention center are all about 2.5-3 miles away. Some people bicycle, but I recommend driving/UBER/Lyft to get to most places. 1) There is one airbnb called "The Little Bungalow" located in the back of the yard. This is entirely separate with it's own entrance. 2) The Spanish House has its own private parking in the front driveway. 3) The main backyard is a common area, for all guests to share and use the pool, and fire pit. 4) The pool guy comes early Friday mornings for 15 minute maintenance. 5) The gardeners come Wednesdays for 1 hour maintenance.

Guest favourite
A living area features a plush sofa and a retro arcade game machine, illuminated by colorful LED lights. A large screen displaying the Netflix logo is mounted on the wall, while city lights are visible through expansive windows, creating a vibrant atmosphere.
Flat in Downtown Los Angeles
4.93 out of 5 average rating, 107 reviews

Ms Pacman with free parking (Unit #509)

Enjoy a stylish experience at this centrally-located place. Enjoy free parking by 3 minutes walk. You can find many places like playhouses, music venues, restaurants and bars by less than 3 minutes walk. Enjoy complimentary quality coffee and tea provided by me. Every guest or short time visitor needs to send the copy of his/her ID to the host prior to the arrival. The front desk will check the ID. If you want to bring guests it is fine but you need to send the copy of their ID to the host.

Guest favourite
The exterior view presents a charming villa enveloped in greenery, with a sprawling front lawn and well-maintained flower beds. The home showcases an inviting facade highlighted by large windows, flanked by a two-car garage on a patterned driveway, all set against a vibrant sunset sky.
Home in Sherman Oaks
4.9 out of 5 average rating, 125 reviews

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!

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, 383 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
An outdoor deck features two lounge chairs and two playful, bright green floaties beside a sparkling pool. Umbrellas provide shade, while a glass wall offers views of lush greenery and natural surroundings, creating an inviting and serene environment.
Guest house in Los Angeles
4.98 out of 5 average rating, 166 reviews

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.

Guest favourite
Home in Mid - Wilshire
4.91 out of 5 average rating, 339 reviews

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.

Top guest favourite
An outdoor area features a pool surrounded by a spacious deck. Lounge chairs with orange cushions are arranged near the water. A stone barbecue area is located adjacent to the pool, with a backdrop of vibrant skies and palm trees, contributing to a relaxing ambiance.
Home in Sherman Oaks
4.99 out of 5 average rating, 248 reviews

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.

Top guest favourite
A tranquil view of the villa reflected in the clear pool water. The villa features arched windows and outdoor spaces adorned with plants. Sun loungers are placed around the pool, providing an inviting area for relaxation.
Home in Sherman Oaks
4.99 out of 5 average rating, 283 reviews

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.

Guest favourite
A serene outdoor space features a spacious pool surrounded by a patio. Lounge chairs sit near the water, and a shaded dining area is visible nearby. Lush greenery envelops the area, providing a natural setting for relaxation.
Villa in Beverly Glen
4.95 out of 5 average rating, 147 reviews

Bel Air Resort Villa with Pool 4 min from Sunset

Experience ultimate relaxation at this peaceful villa seated on an acre of nature in the heart of Los Angeles. Every bedroom has views of nature without a neighbor in sight. With parking for 8 cars, and an expansive pool, this is the best value in Bel Air. The pool can also optionally be heated, please inquire about seasonal pricing.

Top guest favourite
Apartment in Downtown Los Angeles
4.99 out of 5 average rating, 146 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.
Guest house in Venice
4.96 out of 5 average rating, 1,187 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
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, 154 reviews

Sunny House minutes from the beach!

Relax at our sunny home. This home offers 3 bedroom, 2 baths, a fireplace, a custom gourmet kitchen, and salt water pool. This vacation paradise is centrally located: about 3 miles from the beach, 1 mile from Culver City, and only 3 miles from LAX.

Popular amenities for Westchester rentals with a pool

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Avg. price$235 SGD$227 SGD$236 SGD$229 SGD$226 SGD$227 SGD$239 SGD$241 SGD$220 SGD$238 SGD$231 SGD$248 SGD
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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