Vacation rentals with a pool in Westchester

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Westchester

  • Total vacation rentals

    Explore 260 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    260 of Westchester vacation 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

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
4.97 out of 5 average rating, 92 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
Guesthouse in Westchester
5.0 out of 5 average rating, 76 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, 216 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.

Guest favourite
A modern studio living space features a light-toned sofa and a round dining table set for four. Large windows allow ample natural light, offering views of a balcony with outdoor seating. A ceiling fan circulates air, while a floor lamp adds illumination.
Apartment in Marina del Rey
4.96 out of 5 average rating, 48 reviews

Stylish Marina Studio | Steps to Beach, Dining

Welcome to your peaceful and modern retreat in the heart of Marina del Rey. This thoughtfully designed studio apartment offers the perfect blend of comfort, style, and convenience, making it an ideal stay for solo travelers, couples, or business visitors looking to experience the best of coastal Los Angeles. Located on the scenic and prestigious Panay Way, this studio places you just minutes from the marina, Venice Beach, and an array of waterfront dining, boutique shops, and entertainment.

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, 309 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) 3 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!

Guest favourite
Apartment in Marina del Rey
5.0 out of 5 average rating, 8 reviews

Brand New Contemporary 2BR/2BA Marina Del Rey

Brand new apartment! Everything purchased February 2026 • Steps to Marina, Shops & Restaurants • Very spacious (1250 sqft or 117m²) • 3rd floor & 2 bedrooms & 2 bathrooms • 1 King & 2 Queen beds (10 inch cooling memory foam mattress) • Nespresso coffee machine • 1000 Mbps internet • 3 smart TVS • 2 workspaces • In unit Washer & Dryer • Gated garage for 2 cars • Pool, Hot Tub& Gym No check-out tasks! Enjoy your stay without worrying about a to-do list

Guest favourite
Apartment in Marina del Rey
4.86 out of 5 average rating, 58 reviews

Macedonian 2Bd-2Ba Marina del Rey • Parking & Pool

Modern 2 bedroom 2 bathroom apartment in Marina del Rey with 1200 sq ft of space and a private balcony. Each bedroom has its own ensuite bathroom. Sleeps up to 6 with 2 queen beds, 1 twin bed and a queen air mattress. Designer interior, central AC, full kitchen, in unit washer and dryer, 65 inch TV. Free assigned underground parking included. Gym, pool, grill areas and game room in the community. Close to beaches and LAX.

Top guest favourite
Apartment in Marina del Rey
4.9 out of 5 average rating, 157 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
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 Bel Air
4.95 out of 5 average rating, 164 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.

Popular amenities for Westchester rentals with a pool