Vacation rentals with a pool in Westchester, Los Angeles

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Top-rated rentals with a pool in Westchester, Los Angeles

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious outdoor area features a large, turquoise swimming pool surrounded by a stone deck. A hot tub is positioned nearby, while comfortable seating arrangements are set on the patio. Lush greenery and landscaped features provide a tranquil backdrop.

Home in Encino

4.94 out of 5 average rating, 172 reviews

Welcoming Guesthouse with Pool in Encino

Relax poolside or in the hot tub surrounded by lush greenery outside this spacious, renovated guesthouse nestled in a beautiful, private setting. Interior highlights include LED TV and surround sound system, kitchenette, and ample storage. (Pool availability is May 1st - Sep 30th (No exceptions) BUT Hot Tub IS available year round.) We also provide a Keurig coffee maker with K-cups as well as complimentary wine and bottled water. There is a wall-mounted, widescreen LED TV with a surround system with YouTubeTV and Netflix There is a washer and dryer outside the house on the patio for your convenience and an iron and ironing board can be found in the Cupboard Under the Stairs. Pool & Hot Tub: Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub is available upon request. The guest house is free-standing, private and separated from the main house by a poll, gazebo and sizable backyard. You have free access to the property and pool. We are happy to make your stay as comfortable as possible. One of us works out of the home and can be accessible if you should need any assistance. Explore Los Angeles—head out on a short walk to endless dining and shopping options on Ventura Boulevard. It's a short drive to colleges, theme parks, tourist attractions, and, of course, Hollywood. You can walk to almost anything you need to hop on a bus just a block away. *No parties, events, or large gatherings allowed. *Guests must all be 21+ years of age, except in the case of families traveling with children. *Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub available upon request. *Un-gated pool and stairs. Children must be supervised at all times. Guest accepts all liability and holds owner harmless.

Guest favorite

A private pool is framed by a spacious deck, surrounded by lush greenery and tropical plants. Two lounge chairs sit invitingly near the water's edge, and a yellow inflatable float is visible in the crystal-clear pool, emphasizing a relaxing outdoor atmosphere.

Home in Woodland Hills

4.9 out of 5 average rating, 336 reviews

Family Fun Getaway – Pool, BBQ & Yard for Pets!

Make your summer getaway unforgettable at this stylish 3-bedroom retreat! Lounge in the private pool, grill in the lush, pet-friendly yard, or unwind by the fireplace. With 2 king beds, 2 twins, a fully stocked kitchen, and family-friendly extras like a high chair and pack ’n play, it’s perfect for groups or families. Centrally located near LA’s top attractions, beaches, dining, and shopping—with easy freeway access! *A tenant and her cat occupy the garage studio, but there are no shared spaces*

Guest favorite

A sunlit backyard features a well-maintained pool surrounded by a spacious patio. Outdoor dining furniture is positioned under shade, while lounge chairs line the poolside. The backdrop includes a single-story home adorned with large windows and greenery, emphasizing a tranquil outdoor environment.

Home in Encino

4.88 out of 5 average rating, 126 reviews

*Bright & Beautiful w/ Pool, BBQ, Upscale Area*

*Renovated, sunlit home in prestigious LA neighborhood 🌅 *Centrally located Oasis w/ BBQ, Firepit, outdoor sofas & large grassy backyard! 🔥🍖 *Newly redone pool for sunbathing and relaxation! 🏊⛱️ *Great for kids w large grassy yard & option to fence in pool 🌱💚 *2 min to top-notch restos on Ventura Blvd! 🍷🍷 *Evening strolls in high-end n'hood. *Fast WiFi + Sat TV + games to enjoy *Alfresco dining under café lights *Outdoor sofas for relaxing! *Lounge chairs for the perfect sun-soaked after

Superhost

A serene waterfall pool is surrounded by lush greenery, featuring smooth stones and decorative plants. The clear water reflects the surrounding trees, creating a tranquil outdoor space. A gentle waterfall adds to the peaceful ambiance, enhancing the retreat's natural beauty.

Guesthouse in Topanga

4.75 out of 5 average rating, 143 reviews

Beautiful Guesthouse with pool/jacuzzi in Mountain

Enjoy the charm of our remodeled Topanga guesthouse, complete with a new kitchen, updated bath, vaulted ceilings, and French doors opening to a waterfall pool, year-round Jacuzzi, and lush rose garden. This serene mountain retreat offers a cozy loft with a queen bed and a living room with a pull-out sofa. Nestled in the Santa Monica Mountains National Recreation Area, it’s perfect for scenic hikes or a beach day, just 15 minutes from Malibu/ Santa Monica. Quiet neighborhood; no parties, please.

Top guest favorite

A serene landscape features a designer pool and jacuzzi situated amidst lush greenery. Expansive mountain views are visible in the background under a bright blue sky, with scattered clouds enhancing the scene's tranquility. Seating areas border the pool, inviting relaxation.

Villa in Sherman Oaks

4.83 out of 5 average rating, 311 reviews

Private Villa~Views~Spa~Pool~ BBQ~Location~Gardens

Enjoy amazing views, a relaxing family pool/spa vacation or romantic getaway at our beautiful, secluded hillside duplex Villa, centrally located in the safe, upscale Sherman Oaks hills, featuring a wraparound deck, king bed, terraced gardens, heated designer jacuzzi/pool, built-in BBQ, pine forest, grand piano and Hollywood rustic charm. Dine under the stars, swim, spa, play croquet, foosball or BBQ in a forested garden sanctuary, far from city noise yet close to all of LA attractions.

Guest favorite

A swimming pool is situated in the foreground, surrounded by a spacious outdoor area. A large cactus stands prominently near the pool, with lush greenery in the background. A shaded seating area is visible under a red umbrella, enhancing the outdoor ambiance.

Bungalow in North Long Beach

4.96 out of 5 average rating, 302 reviews

Urban Farm House +Hot Tub+Pool

Private peaceful house with extensive Organic Vegetable Gardens & poolside view. Walk out your door & jump into the hot tub @ 104 degrees, available 24/7 or swimming pool. Enjoy full kitchen, bathroom w shower, queen sized bed & comfortable chair that converts to single bed. Your private entrance through fenced gated yard is on pool side, enjoy outdoor seating & BBQ grills. Free Driveway Parking. Central location between Los Angeles & Orange County. 2 min. to freeways.

Superhost

Home in Lake Balboa

4.89 out of 5 average rating, 173 reviews

101 Luxurious Home near Universal Studios Pool/Spa

This beautiful upscale vacation home is located on a private gated street near the best that LA has to offer. Close to Universal Studios, Hollywood, downtown L.A., Malibu beaches, Silverlake and so much more! Near beautiful Lake Balboa Park, hiking and biking trails, boating, botanical gardens, picnic areas and playgrounds all within walking distance. Check out my host page. Optional pool gate. This home offers garage parking, driveway and street parking.

Top guest favorite

A private outdoor pool area features a curved pool and jacuzzi, surrounded by a well-maintained patio. The scene includes lounge seating under shaded umbrellas and decorative plants, with a peaceful garden ambiance. A stone walkway connects the pool area to the guest cottage entrance.

Guest suite in Burbank

5 out of 5 average rating, 167 reviews

Beautiful Guest Cottage with Private Pool (Rancho)

Please send me a message here if you are looking for a shorter term stay or wish to learn about a monthly discount. In this small Rancho Guest Cottage (approx 500 sqft), you can hear the garden waterfall from the bedroom or lay out taking in the sun near your private pool/jacuzzi. The house features an open-concept design with a separate small bedroom, magnificent patio through the French doors of the living room, giving into the pool/jacuzzi.

Top guest favorite

A private freshwater pool is illuminated in soothing turquoise light. The pool's smooth curves create a relaxing atmosphere, while spa-like steps lead into the water. Subtle lighting from nearby lanterns enhances the serene setting, inviting guests to unwind and enjoy the space.

Home in Anaheim

4.98 out of 5 average rating, 247 reviews

Walk to Disneyland - Pool home

Be our guest in our luxurious home that has all you need to relax and enjoy your vacation. The 2,000 sq. ft. home has 3 bedrooms, 3 bathrooms, a private freshwater Pool(Solar Heated), billiard room, Arcade cabinet with large 32" screen and 5,000+ games, fully stocked kitchen, 200+ Channels Cable TV, Internet &Outdoor BBQ grill. (NO PETS or PARTIES allowed) The house is NOT allowed for rent to host ANY type of gathering or events.

Guest favorite

A spacious outdoor area features a sparkling blue pool surrounded by natural stone. A hot tub is positioned at the edge of the pool, with lush greenery providing a refreshing contrast. Sunlight reflects on the water, creating a serene atmosphere.

Bungalow in Coastal San Pedro

4.93 out of 5 average rating, 122 reviews

Coastal Pool Oasis | Pool + Hot Tub

Welcome to the Coastal Pool Oasis — your perfect escape in San Pedro, LA. Nestled in a serene neighborhood with sweeping ocean views, this retreat is just a scenic stroll from the coast. Unwind in the hot tub under the stars or take a refreshing dip in the pool. Whether you’re looking to relax or explore, this hidden gem offers the ideal blend of comfort & coastal charm. Free parking and easy self check-in.

Top guest favorite

A serene view of a lagoon-style saltwater pool is framed by lush green bamboo and ornamental plants. The water glistens under the sunlight, creating a peaceful ambiance. Natural stone tiles surround the pool, adding a touch of elegance to the outdoor space.

Guesthouse in Hollywood

5 out of 5 average rating, 144 reviews

Hollywood Romantic Guest House & Pool

A beautifully designed, newly renovated Hollywood 1920’s guest house. An open concept space, and an enormous wood-framed glass window that looks onto a lagoon style salt-water pool. This unique guest house has the convenience of being walking distance from the Hollywood Walk of Fame, Grauman’s Chinese Theatre, Runyon Canyon, Sunset Blvd, restaurants, and many other Hollywood attractions.

Superhost

A backyard pool area features a sparkling pool with a unicorn float, surrounded by outdoor seating and a dining table. Lush greenery and palm trees create a relaxing environment, while a brick fireplace adds warmth to the space. Nearby buildings are visible in the background.

Home in The Anaheim Resort

4.75 out of 5 average rating, 211 reviews

Walkable to Disney! Pool, Spa, Game Room

Shoot a few frames of pool before taking a refreshing dip in the private pool & hot tub or cooking lunch on the high-end bbq. Inside this resort-style bungalow, polished wooden floorboards offset black-and-white contrast walls for a sunny, upbeat ambiance. Enjoy the nightly Disneyland fireworks form our house. Short walk to Disneyland and the convention center.