Vacation rentals with a pool in Woodland Hills, Los Angeles

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Top-rated rentals with a pool in Woodland Hills, 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, 335 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

Guest favorite

Home in Thousand Oaks

4.83 out of 5 average rating, 248 reviews

Spacious Home With Pool and Spa in Thousand Oaks

Beautiful home located in a cul de sac, safe neighborhood. Close to grocery stores, mall, restaurants, entertainment places, etc. It has a big open driveway that will fit 4 cars The backyard has a pool and spa with a bbq and fire pit. 10PM-7AM ARE QUIET HOURS! Kitchen has all amenities you need to feel at home. We also have a game room with a sofa to lounge on, Foosball table and board games for your fun. Smart TVs are available in the living room and master bedroom with cable along with WiFi.

Top guest favorite

An inviting outdoor pool area features a spacious swimming pool surrounded by lush grass. Red umbrellas shade lounge chairs, and tables are positioned for relaxation. The pool house is visible in the background, adorned with charming decor and flora, enhancing the serene atmosphere.

Guesthouse in Northridge

4.94 out of 5 average rating, 110 reviews

Poolhouse 1 Acre Gated Estate 24/7• Spa•Laundr

Sherwood Forest, CSUN, Van Nuys Airport, Universal Studios, RELAX & REGENERATE. Short or discounted Long stays ! You will love our place because of superior comfortable BEDS, POOL & SPA !!!! Great for professionals, couples and families. • 1 Acre Gated Private Estate • 28% Discount 31 days long term stays • Laundry & Free Parking EV • Sleep Number Bed • POOL SPA BBQ • Sleep Study • 24 /7 Keypad Private Entry • 30 Min. UNIVERSAL, HOLLYWOOD VENICE, SANTA MONICA BEACHES

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.

Superhost

A spacious pool area showcases a modern saltwater pool, featuring a waterfall jacuzzi and multiple shelf levels. Surrounding palm trees add a tropical touch, and lounge chairs provide a comfortable space for relaxation. The inviting hues of the water reflect a calm atmosphere.

Home in Venice

4.88 out of 5 average rating, 217 reviews

Oasis * Heated Pool * Music Studio

Escape to this luxury villa featuring a heated salt water pool with waterfall jacuzzi, and a pro music studio with drums, piano, guitar, mics, and PA suitable for karaoke with your device. The premises has high speed mesh wifi, and the entertainment den features Frontier's Ultimate cable package including HBO, ESPN, and more. Ride the bike path to VENICE BEACH, SILICON BEACH, SANTA MONICA, and more. Walk to parks, a golf course, and tennis courts. Near many of L.A.'s greatest attractions.

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

An inviting pool area is visible, featuring a spiral slide and a connected jacuzzi. Colorful lights illuminate the water, creating a vibrant ambiance. The surrounding space is bordered by lush greenery, with lounge chairs arranged nearby, providing a comfortable spot for relaxation.

Guesthouse in Newhall

4.98 out of 5 average rating, 478 reviews

Cozy Guesthouse w pool, firepit & heated jacuzzi

Cozy Guesthouse with Private Pool, Slide, Heated Spa, Fire Pit & BBQ. Enjoy a completely separate guesthouse with private entrance, fenced off from main house for your privacy. Comfortable stay: One master bedroom + open loft (serving as a second bedroom) Fully equipped: Kitchenette (no oven), living room, TV, WiFi, washer/dryer Heated Large SPA. Larger pool not heated. Dedicated parking spot No parties or live music please. Max 10 guests. Contact us if you need an exception.

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, 303 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.

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 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, 145 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.