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Holiday rentals with a pool in Woodland Hills

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Woodland Hills

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

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Top guest favourite
A light-filled kitchen area is equipped with modern appliances, including a microwave and coffee maker. A small round table with four wooden chairs invites casual dining. Cabinets offer ample storage, while large windows provide views of the outdoor space.
Home in Encino
4.94 out of 5 average rating, 181 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 favourite
A gated pool area is visible, featuring a sparkling blue pool surrounded by a protective fence. Colorful floaties including a watermelon and beach ball are seen in the water. Lush palm trees and greenery provide a natural backdrop, while a shaded patio is positioned nearby.
Home in Woodland Hills
4.89 out of 5 average rating, 124 reviews

The perfect fun loving home with pool and spa

The Perfect loving home with pool and spa Also provide monthly stay and daily as well . 4 bedrooms 2.5 baths . large living room open space , French doors leading to the back yard pool area. Great entertaining property .The house is gated and safe in a great location near entertainment center and shopping center. 20 min drive to LA city. Perfect for families play area. Pets friendly. Patio with sofas and BBQ. House has travertine floor and a large kitchen . Fully furnished + 2 smart TV'S.

Guest favourite
An aerial view captures the property layout, featuring a saltwater pool surrounded by a security fence. The outdoor area includes sun loungers, a covered patio with seating, and a play structure for children. A detached garage is positioned near the back of the property.
Home in West Hills
4.97 out of 5 average rating, 115 reviews

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches

BUILT FOR FAMILIES, Los Angeles (EV Car Chargers FREE) Less than 25 min from Malibu, Downtown, Hollywood, Venice, Pasadena, Universal City, Beverly Hills, Santa Monica. This home has been Newly Furnished and Completely Remodeled. Heated Salt Water Pool, Fitness Equipment, Full Kitchen, BBQ, Big Screen TVs indoors and outdoors by the Pool. Study Work Desk. Jacuzzi, Cable, Wi-Fi, Office Work Space, Private Parking, Ping Pong tables, Corn Hole, Floating beds for the pool and Jungle Gym.

Top guest favourite
A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.
Guest house in Reseda
4.99 out of 5 average rating, 754 reviews

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

A plant lover's paradise tucked into a private backyard studio guesthouse, your own escape w/ a cal king bed, large pool, hot tub, cabana, and massage chair, not shared, all yours to enjoy! Surrounded by tropical fruit trees, an organic garden, and an aquaponics system, a true botanical hidden oasis. Cannabis-friendly (outdoors only). Mention "420" for complimentary organically grown pre-rolls (subject to availability). Max 2 guests. Please confirm you've reviewed the house rules when booking.

Top guest favourite
Home in Encino
4.96 out of 5 average rating, 478 reviews

Keep Cool in the Poolside Shade at a Charming Encino House

Gorgeous Encino guest home South of Ventura Blvd with parklike grounds and pool. Attached to the main residence by a sealed hall, this oasis is a separate 1700 sq. ft. residence with own entrances. The property is completely private. Shopping, restaurants, grocery and more ½ mile away on world famous Ventura Blvd. Getty and Universal are a short drive, and Disneyland under 45 miles. Close to westside of Los Angeles, and less than one mile from some of the best hiking trails in the city.

Guest favourite
A serene outdoor area features a saltwater pool surrounded by tropical plants. Comfortable lounge chairs are positioned next to the pool, complemented by a large umbrella for shade. A decorative hanging chair and small tables are included for relaxation.
Home in Woodland Hills
4.91 out of 5 average rating, 106 reviews

Cali Luxury Dream Pool Hideaway + Guest Suite

HSR23-001194 Welcome to "Cali Luxury Dream Hideaway," where California allure meets Bali enchantment. This secluded retreat boasts a gated property with lush greenery and a stunning saltwater pool and spa. Our home features elegant living areas, stylish furniture, and a chefs kitchen with quartz counters. Upstairs, find three bedrooms, including a master bedroom with ensuite bath. Fourth bedroom is located in the guest suite and includes a private entrance, full kitchen, and bath.

Top guest favourite
Home in Tarzana
4.93 out of 5 average rating, 149 reviews

Private 3BR LA Oasis w Pool, Spa & Covered Patio

Escape to a recently renovated modern farmhouse designed for family fun, productive work, or adult-only stays. Enjoy a private gated pool and spa, plus alfresco dining under the covered patio. With 3 bedrooms (King primary), 1.5 baths, a fully stocked chef’s kitchen, and gated parking for 3 cars, comfort meets convenience. Located in Tarzana, about 25 miles from World Cup venues, with easy freeway access to beaches, Universal Studios, bars and restaurants and top LA attractions.

Top guest favourite
A light-colored guest house is visible, featuring a door framed by two black chairs and a small bench. A surfboard leans against the wall. The saltwater pool glimmers, with a patio area and BBQ grill nearby, surrounded by green grass and landscaping.
Home in Woodland Hills
4.95 out of 5 average rating, 208 reviews

Charming Private Guest House with Kitchen and Pool

Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

Top guest favourite
A spacious outdoor area features a heated pool surrounded by a well-kept lawn, with lounge chairs and shaded seating options nearby. The contemporary house stands against a vibrant twilight sky, showcasing large windows and a relaxed atmosphere, with a safety fence enclosing the pool.
Home in Woodland Hills
4.97 out of 5 average rating, 106 reviews

Luxury Oasis: Heated Pool & Home Theater

Luxurious & spacious with a heated pool & waterfall feature. Heated Pool (addtl $) Gourmet outdoor kitchen, seating, 65" TV True theater with recliner seating, surround sound & additional 75" TV Family Friendly: Lockable pool, Games and pool toys for all. Fully equipped kitchen Fitness Ready: Peloton bike & selectable dumbbells. Great Location: Quiet and safe, easy parking, near Westfield Topanga. Perfect for: Relaxation, family fun, movie enthusiasts, and fitness lovers

Top guest favourite
An outdoor deck features two lounge chairs and two playful, bright green floaties beside a sparkling pool. Umbrellas provide shade, while a glass wall offers views of lush greenery and natural surroundings, creating an inviting and serene environment.
Guest house in Hollywood Hills
4.98 out of 5 average rating, 171 reviews

Private pool-side casita with stunning views!

This secluded, gated, lux retreat with stunning views sits on over 1 acre in a country-like setting with easy access to LA activities. Resort features include steam shower, filtered water, fire pit, pool, hammock, Alexa, 50” TV , hi-speed wi-fi, printer, desk, Nespresso coffee maker, BBQ w burner/pots/pans, remote controlled black out blinds, private patio, with luxury amenities and designer details. For reservations more than 3 months in advance, please inquire.

Guest favourite
The private pool reflects shimmering green hues under a dusky sky, framed by tall palm trees and soft outdoor lighting. The serene atmosphere is enhanced by the surrounding garden, creating an inviting space for relaxation.
Villa in Woodland Hills
4.8 out of 5 average rating, 112 reviews

Mediterranean Villa - Pool Jacuzzi BBQ

Welcome to your private Mediterranean Villa retreat —a perfect spot for relaxing, entertaining, and exploring LA’s best attractions. 🌊 Located approximately 20 miles from Malibu Beach 🎬 Just 15 miles from Hollywood and Universal Studios 🌄 Only a 9-minute drive to the Top of Topanga Overlook 🛍️ Shop and dine at Westfield Topanga, The Village, and The Commons at Calabasas 🍽️ Supermarkets and delectable restaurants are all moments away

Guest favourite
A bright living room is presented, featuring a modern gray sofa and a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A television is mounted on a sleek white unit, complemented by decorative books on a shelf, and a potted plant adds a touch of greenery.
Flat in Hidden Hills
4.92 out of 5 average rating, 165 reviews

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.

Popular amenities for Woodland Hills rentals with a pool

Quick stats about holiday rentals with a pool in Woodland Hills

  • Total holiday rentals

    Explore 320 holiday rentals in Woodland Hills

  • Verified guest reviews

    Over 4,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    310 of Woodland Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodland Hills rentals

  • 4.8 Average rating

    Woodland Hills stays are highly rated by guests – averaging 4.8 out of 5!