
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.

Designer’s Dream Oasis with Lap Pool & Hot Tub
Relax in the oasis of this wholly remodeled 1920s Craftsman-style guest house, dubbed the Boat House due to its proximity to the LA River. Impeccably designed brick industrial with intimate light-filled interiors, the Boat House has its own entrance and shares a large yard, fire pit, lap pool, and hot tub with the main house 50 feet away. NOTE: Euro-style kitchen includes refrigerator, toaster oven, portable electric cooktop (two burners), microwave, electric kettle for making coffee, teas, pots, pans, plates, etc. Street parking is usually never an issue. Please read the online manual. Modern, comfortable, loft-like space in hip East LA hood, Glassell Park! (FYI, it's not a real a boat house), but a unique 1920s brick building on a quiet residential street. We call it the "Boat House" because of close proximity to the LA River. The building has polished concrete floors, wood beams, mid-century design, custom copper faucets, custom OSB cabinetry & one-of-a-kind art & furnishings. There's a cozy fire-pit area right outside the door to enjoy as well as a pool, spa and fruit trees. NO FILM SHOOTS ALLOWED. PLEASE DON'T INQUIRE UNLESS PLANNING TO PAY 4X THE RATE. We lovingly designed, carefully curated and restored the guest house. We so appreciate you treading kindly with respect to the furnishings and items that share the space - (ie, please don't take the vintage pottery outdoors), typewriter (just for show), artwork, collection of books & furniture. PLEASE, NO WET TOWELS or bathing suits hung anywhere but on the hooks provided or in bathroom. There are blinds in the rooms for your privacy. The building is historic so thank you for being mindful and not putting anything other than Toilet paper in the toilet. Thank you!! The guest house shares a spacious back yard with the main house where we live. The backyard has fruit trees & a cozy fire pit. You have a private entry through a side gate. Ample street parking. We're an active family with two small kids. We live in the main house on site. We also have a chill labradoodle dog named Mel & two outdoor kitties. My hubby and I are both documentary filmmakers & have travelled extensively. We love hosting folks from all over so please say hello during your stay! We've provided blinds in the guest house and respect your privacy (we won't be too loud too early). We share our backyard with you and love to enjoy the outdoor space. We swim often, BBQ and use the firepit. Feel free to join us! (if the pool safety net is in place, please don't try and remove it yourself, thx). Please let us know if you'd like to use the pool and/or spa. The pool is heated by the sun but the spa can be quickly heated for your enjoyment. Just ask! Occasionally, we host friends, brunch & parties. Again, feel free to join in! We're easy going like that. Someone is usually on site to help with your needs or just a phone call or text away. Enjoy your stay! The guest house is located behind the main house on a quiet street, close to great coffee shops and restaurants. East LA is both hip and full of colorful diversity. The location is convenient to Silverlake, Los Feliz, Griffith Park, and Downtown. Ride sharing works great! We recommend it - Lyft or Uber. Also, various metro lines are located a couple miles away. And, Enterprise car rental has locations nearby. We're conveniently located near the 5 and 210 freeways. We live in a very ethnically diverse neighborhood. A few times a year some of our neighbors have parties: Quinceaneras, birthdays, Tomborazo bands, etc. We've never found them to be intrusive & rather enjoy the festive music!

Pool | King Bd | AC | LAX | SoFi | Beaches
*CORPORATE & INSURANCE HOUSING WELCOME* *Monthly pricing available* Come enjoy a lovely getaway in this beautifully decorated 3 bedroom, 2 bath South Bay LA home complete with outdoor living space and pool. This home is close proximity to LAX, Manhattan Beach, SoFi Stadium, Raytheon, SpaceX and other must see LA destinations all while providing a spacious and cozy atmosphere. During your time here you will find all the amenities you need to have an enjoyable visit. A true home away from home!

The Paradise Hot-Tub Treehouse
Rejuvenate and play the piano in a secluded hot tub (& cold plunge!) under the stars, surrounded by tropical plants & fruit trees, with Big-Sur-style luxury hidden in the heart of Silverlake. On this quiet cul-de-sac, you may forget you're just a short walk to the best cafes & restaurants of Silverlake. The house boasts two private view decks, a desert & citrus garden, a pond, a fire pit, & a detached meditation/work room. Featured as one of 12 "dream homes" for rent in Los Angeles Magazine!

Private Chic Guest Suite Beachwood Canyon Pool/Spa
Unwind in your own private tropical courtyard at this gated zen haven in peaceful Beachwood Canyon. Minutes from The Hollywood Bowl, Walk of Fame and Universal Studios. Walk to the famous Beachwood Cafe for your morning coffee. Enjoy your own 380 sq. foot Guest Suite with a private 700 sq. foot patio with sofa, fire pit & patio table. Take a dip in the swimmer's pool or luxuriate in the gorgeous 10 jet Mediterranean tiled spa. 2 TV's w/ free Netflix, Hulu, HBO Max and tons of street parking.

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.

Secret spot in the charm of Venice
IMPORTANT > PLEASE DON'T SEND ME A REQUEST OF BOOKING BUT ONLY INQUIRIES and ONLY IF YOU HAVE AT LEAST 4 GOOD REVIEWS . Need to explain you everything before confirming. My place is on the fabulous shore of Venice beach. The temperature is perfect, the place is silent, safe and in the best possible spot in LA. My place is good for couples, solo adventurers, and business travelers. It's cleaned professionally after every guest. SUPER WIFI , relax with jacuzzi, swimming pool....or the beach.

LA Getaway (DTLA)| City View
Enjoy this stunning modern 1 bed/1 bath luxury apartment located in the heart of DTLA. This stylish apartment offers stunning views of the city, in unit washer/dryer, 4K TV, free parking, complimentary coffee, and many more amenities inside the complex. Located only 1 mile away from Crypto Arena, LA Live, & many other restaurants and attractions. 7 Miles away from Universal Studios. Additional amenities include: -Gym -Pool -FREE Parking Perfect for couples and small families!

Deco Modern 1BR/1BA Loft in DTLA w Pool & Jacuzzi
➜ To ensure everyone's safety, the building has a thorough registration process, and unfortunately, I can't accept same-day bookings. All guests over 18 need to submit a clear photo of their Government Issued ID, at least 24 hours before check-in. ➜ Please be advised that convenient parking is available just across the street for only $15/day. If you'd like to use it, let us know ahead of time, so we can have the payment sorted and have the fob ready for you at the unit.

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.

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

Stunning View Hollywood Hills Guest House

3600 sq foot Luxury Spanish Pool Mansion

Heated Pool & Spa, BBQ, Pool Table, Games, Private

Honeymoon House in Hollywood Hills

Resort style villa home/pool & jacuzzi, king bed

Chic LA Studio • Pool • Patio • Free Parking • B.H

Mermaid Manor* Colorful Cozy Coastal Gem

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

Luxury 2 BR Glendale condo with pool

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 Condo in the heart of DTLA

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

The Naples Island Pool House

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

Historical Swiss Chalet in Los Angeles (with pool)

Your Private Resort in Southern California
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 SGD | $231 SGD | $240 SGD | $232 SGD | $229 SGD | $231 SGD | $242 SGD | $245 SGD | $223 SGD | $251 SGD | $237 SGD | $233 SGD |
| 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 250 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 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
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- Venice Beach
- Santa Catalina Island
- Disneyland Park
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of Southern California
- University of California - Los Angeles
- Universal Studios Hollywood
- Santa Monica State Beach
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Angeles National Forest
- Knott’S Berry Farm
- Beverly Center
- Anaheim Convention Center
- Los Angeles State Historic Park
- Silver Strand State Beach
- Long Beach Convention & Entertainment Center
- The Grove
- Disney California Adventure Park
- Beach House
- Bolsa Chica State Beach




