
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.

Hollywood paradise studio in house,own entrance
Settle into historic Hollywood in our brand new house with owned entrance private room-studio with queen size bed and privet bathroom. Very quiet and relaxing area, like 5 star hotel. Close to Hollywood Walk of Fame, Hollywood Sign, Sunset Blvd, West Hollywood, Hollywood Bowl (just 0,4 miles), Beverly Hills, The Grove, The Americana at Brand, Paramount Studios, Universal studio, Paladium, Downtown Los Angeles,Emerson College, Pantages Theatre, Highland,Hollywood lake park,Jimmy Kimmel show live

2 story Modern Villa open concept house pool/spa.
This modern residence boasts updated bathrooms and kitchen, abundant natural light, and expansive, unobstructed areas. It features balconies, decks, a pool, and a spa, as well as fireplaces in both the living room and the master bedroom. The house exudes a cheerful atmosphere with stylish finishes and furnishings, creating a welcoming space for families to enjoy quality time together or for couples and friends seeking a resort-style vacation. Security cameras at front, side and back of house.

Stunning View Hollywood Hills Guest House
Stunning View Guest House in a multi-million dollar Hollywood Hills neighborhood, located near the iconic Stahl House founded by architect Pierre Koenig. Bright, open floor plan designed for elegance and comfort. It comes with high ceilings, new modern furnitures . Spacious unit 1 Bedroom + large Living Room with additional sleeping area. You would love the breath taking 180 degree LA city skyline views from the patio. An external stair lead to guest house giving you full privacy.

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.

Luxurious Guesthouse w/ Pool & Spa in L.A.
Charming guesthouse with a beautiful pool and hot tub near Beverly Hills. Enjoy your own space, complete with a kitchen and living room, and a master suite upstairs. This two-story guest house is 1000 sq./ft. The Airbnb is centrally located with easy access to all that LA has to offer. Two blocks to Beverly Hills, walking distance to Museum Row, about one mile from the Grove and West Hollywood. This detached guest-house has its own entrance and easy access.

Oasis in the City
Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.

Luxurious Cal King Bed Suite, Skyline View of DTLA
On Broadway! Located in the heart of DTLA, Adjacent Ace Hotel. This posh unit offers high rise views in the historic fashion district. At our King Bed Suite, you'll first arrive to a beautiful and bright, modernly decorated yet historic lobby, and be greeted by professional and smiling concierge who will allow access so you can enjoy the downtown views of Los Angeles in a luxurious private suite.

Ocean View From DTLA Skyscraper
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 views from the Griffith Observatory in the north, to Long Beach to the south, take in the vast expanse of Los Angeles with views to the Pacific Ocean.

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!

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

Midcentury Modern home with tons of Natural light!

Relaxing Spanish Stunner House near the Queen Mary

Honeymoon House in Hollywood Hills

Spacious LA Villa w/ Pool, Hot Tub & Parking

The Paradise Hot-Tub Treehouse

THE ADALYN - Outdoor Living, Sparkling Pool+Spa

Secret Escape West LA Pool, Hot Tub, Sauna, Gym+
Apartment rentals with a pool

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

☀Art Deco Condo ☀ pool ☀ Gym ☀Free Parking☀Jacuzzi

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Your Stylish Home Away From Home In Downtown LA!

Fantastic Santa Monica Beach

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

DTLA Elegance & Style (1 bdrm, Free Parking, Pool)
Home rentals with a private pool

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

Midcentury Chic in H’wood Hills! Stunning views’

Contemporary Cottage - An Oasis with a Private Heated Pool.

Keep Cool in the Poolside Shade at a Charming Encino House

Serene Cozy Guesthouse Garden Oasis
101 Luxurious Home near Universal Studios Pool/Spa

Pool Oasis in Vintage Craftsman House

Designer’s Dream Oasis with Lap Pool & Hot Tub
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £141 | £136 | £141 | £137 | £135 | £136 | £143 | £144 | £132 | £148 | £140 | £138 |
| 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 |
Quick stats about holiday rentals with a pool in Westchester

Total holiday rentals
Explore 230 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 2,640 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
120 properties have a dedicated workspace

Wifi availability
230 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
Destinations to explore
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- Venice Beach
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- Los Angeles Convention Center
- Crypto.com Arena
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- Universal Studios Hollywood
- Santa Monica State Beach
- University of Southern California
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- Six Flags Magic Mountain
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- Disney California Adventure Park
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- Will Rogers State Historic Park




