
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.

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.

Modern Guesthouse in Highland Park: Pool & Parking
Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

Golden Hour Loft DTLA w/ free parking and hot tub!
Welcome to your oasis in the heart of Downtown LA! Located in the groovy Theater District, Golden Hour Loft is the perfect way to experience Los Angeles — from your fairytale swing high above the skyline. Hot tub, pool, cabanas, gym, record player, board games & coffee bar: this is your home base to live your DTLA dream. Our 97 Walk Score means you’re only steps from the trendiest shops, eats & drinks in the city. And did we mention free parking? All of Los Angeles is at your fingertips.

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.

Luxury 2 King Master Bdrm Woodland Hills
Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.

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.

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 w/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!

J-Boho Chic Condo-Free Parking-Rooftop Pool & Spa
Beautiful 1 Bedroom condo on historical Broadway Blvd. Right next to Ace Hotel, this building used to be the largest costume shop in the world. Actor's like Charlie Chaplin used to come and pick up their attire here. 20ft+ceilings & views of the sunsets and city lights have you feeling the vibes during the evening hours. Includes TV and fast WIFI.

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.

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!
Popular amenities for Westchester rentals with a pool
House rentals with a pool

Stunning View Hollywood Hills Guest House

New Toluca Lake Private Pool House

3600 sq foot Luxury Spanish Pool Mansion

Mid-Century Modern Pool Villa

Midcentury Modern home with tons of Natural light!

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

Resort style villa home/pool & jacuzzi, king bed

THE ADALYN - Outdoor Living, Sparkling Pool+Spa
Condo rentals with a pool

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

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Your Stylish Home Away From Home In Downtown LA!

DTLA 2BR Condo w/ Pool & Free Parking

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

DTLA Skyscraper With City Views
Home rentals with a private pool

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

Contemporary Cottage - An Oasis with a Private Heated Pool.

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House
101 Luxurious Home near Universal Studios Pool/Spa

Pool Oasis in Vintage Craftsman 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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $321 NZD | $311 NZD | $323 NZD | $313 NZD | $309 NZD | $311 NZD | $327 NZD | $330 NZD | $301 NZD | $339 NZD | $320 NZD | $315 NZD |
| 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 $70 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
230 of Westchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Family-friendly rentals Westchester
- Rentals with outdoor seating Westchester
- Rentals with a fireplace Westchester
- Rentals with a washing machine and dryer Westchester
- Pet-friendly rentals Westchester
- Smoking-friendly rentals Westchester
- Rentals with a fire pit Westchester
- Condo rentals Westchester
- Rentals with breakfast Westchester
- Apartment rentals Westchester
- Rentals with a hot tub Westchester
- Hotel rooms Westchester
- Rentals with an EV charger Westchester
- Guesthouse rentals Westchester
- Private suite rentals Westchester
- Fitness-friendly rentals Westchester
- House rentals Westchester
- Rentals with a patio Westchester
- Rentals with beach access Westchester
- Rentals with pools Los Angeles
- Rentals with pools Los Angeles County
- Rentals with pools California
- Rentals with pools United States
- Venice Beach
- Santa Catalina Island
- Los Angeles Convention Center
- Disneyland Park
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of Southern California
- University of California - Los Angeles
- Santa Monica State Beach
- Universal Studios Hollywood
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Beverly Center
- Knott’S Berry Farm
- Silver Strand State Beach
- Disney California Adventure Park
- Long Beach Convention & Entertainment Center
- Bolsa Chica State Beach
- Honda Center
- Hollywood Walk of Fame
- Topanga Beach
- Huntington Beach, California
- Angel Stadium of Anaheim




