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

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Top guest favorite

A spacious living area features a comfortable sofa adorned with decorative pillows. Natural light fills the room through large windows and patio doors, which open to a view of the backyard. A flat-screen TV is positioned on a stand next to a small coffee table.

Home in Encino

4.96 out of 5 average rating, 457 reviews

Keep Cool in the Poolside Shade at a Charming Encino House

Serve breakfast in a gazebo in a leafy backyard. Stride across flagstones and slip into a tranquil pool. Snooze in a hammock. Return indoors to cook in a family-style kitchen. Discover a spa-like room and relax in a hot bath, or daydream in a beautiful succulent filled garden. Gorgeous guest home South of Ventura Blvd with parklike grounds and pool. Heart of celebrity studded Encino. Attached to the main residence by a sealed hall, this 5-Star oasis is a separate 1800 sq. ft. residence with own private entrance. Two queen beds, plus two pull out full sized beds and single mattress for kids. Sunlit ensuite-bathroom with double sink, large soaker-tub and shower upstairs. Dwn-Strs bathroom has large shower. Huge walk-in closet upstairs. Loft area with cathedral ceilings creates open feel for entertaining or relaxing. Fully equipped kitchen with service for eight. 2 flat-screen T.V.’s with full list of Direc-TV channels and hi-speed internet access. Shopping, restaurants, grocery, Starbucks and Jamba Juice less than a mile. Getty Museum and Universal Studios are a short drive, and Disneyland is under 45 miles. Close access to westside of Los Angeles (Beverly Hills, Century City, Santa Monica, etc.), and less than one mile from some of the best hiking trails in the city. You'll have access to: Remote gated driveway entry Entire guest home Private Entry Entire Backyard & Pool Private Parking We are here for our guests anytime, and usually never more than a few minutes away. Located in an enclave of multi-million dollar residences, the Encino area is home to many celebrities, and is one of the most desirable neighborhoods in all of Los Angeles. Explore close by Ventura Boulevard, a 20-mile stretch of shopping, restaurants, eclectic shops and more. Centrally located to Beverly Hills, beaches, museums and downtown, this area truly has it all. Please note that we have 2 very friendly dogs that live in the main residence. They are NEVER allowed in the guest house, whether we have guests in residence or not. If you or your family has an allergy or is otherwise disinclined to be around dogs, it's quite easy for us to make sure that they are confined to areas where guests won't interact with them when they are coming, going or in the backyard. If not, and you'd like to meet our pooches, then "woof-woof," because they'd love to meet you!

Guest favorite

A private pool is highlighted, surrounded by a spacious patio. Lounge chairs are positioned alongside the water, and large glass doors provide a view into the living area. The scene is enhanced by a clear blue sky and well-maintained landscaping in the background.

Home in Northridge

4.93 out of 5 average rating, 107 reviews

Mid-Century Modern Pool Villa

Welcome to our dreamy mid-century modern home designed for your ultimate relaxation and entertainment. Our spacious home is the perfect haven for your next vacation, offering an inviting retreat with 4 bedrooms, including a thrilling game room, and a private pool. Each of the bedrooms is tastefully decorated, creating a cozy and comfortable atmosphere for your stay. Whether you're planning a family vacation, friend gathering, or a romantic getaway, our villa promises an unforgettable experience.

Top guest favorite

A clear swimming pool reflects the sky, with a colorful beach ball gently floating on the water's surface. Comfortable lounge chairs and an umbrella provide shaded seating nearby, while green hills rise in the background, creating a serene outdoor space.

Guest suite in West Hills

4.99 out of 5 average rating, 721 reviews

LA, Top of the Hills, Views, Pool, Private Suite

We would like to offer people from all over the world visiting Los Angeles a place to relax after intense sightseeing tours or after a long work day. We created a little suite that has a separate bedroom, a separate living room, and a private bathroom with amazing views of the valley hills and the city right by the pool. Just have a glass of wine at the end of our back yard on top of the hill and watch the moon and stars, do a few laps in the pool, or just watch a movie in your own living room.

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, 341 reviews

Fun Family Getaway– Pool, BBQ & Fully Fenced Yard

Make your 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— easy freeway access! *A tenant & her cat occupy the attached separate apartment. There are NO shared spaces*

Superhost

An outdoor seating area features a shaded gazebo with flowing curtains. Comfortable seating is arranged around a central table, with a view of a tranquil pool. Lush landscaping and a tiki bar are visible in the background, enhancing the serene atmosphere.

Villa in Woodland Hills

4.74 out of 5 average rating, 129 reviews

Ranch Style Villa with aTiki Bar&Sunset View

Welcome to your charming Family-Style Villa, nestled among lush trees on a serene 1/2-acre hillside lot. Relax by the Tiki bar in the peaceful backyard oasis. Located just a 20-minute scenic canyon drive to Malibu, Zuma, Santa Monica Beach, and walking distance to local malls and restaurants, and quick access to the 101 freeway. The villa features 3 rooms: 2 cozy bedrooms and a versatile bonus room with a queen bed. Enjoy the mountain views from the master bedroom and your private pool.

Top guest favorite

A clear, inviting pool reflects the surrounding garden and the nearby guest house. A covered gazebo and lounge chairs are visible, providing comfortable outdoor seating options. Lush greenery adds tranquility to the space, completing the serene atmosphere of this shared garden area.

Guesthouse in Encino

4.92 out of 5 average rating, 262 reviews

Spacious 600 SF. Upstairs Studio with weekly maid

Relax in your bright & spacious open-concept Guest house (Due to owner ALERGY and HEALTH condition we can’t have SERVICE and or EMOTIONAL ANIMAL on the property) upstairs studio 700 SF of space, Queen bed, full kitchen, fireplace, A/C and heat. Shared garden patio & pool. BBQ, gazebo; plenty of seating both in and out of the sun, Coin operated Washer & Dryer. Easy parking, cable TV, fast Wi-Fi. No smoking. Central location in Encino, minutes from Lake Balboa Park and recreation area.

Top guest favorite

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

4.94 out of 5 average rating, 178 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 favorite

A serene outdoor space features a private pool surrounded by natural stone and lush greenery. Large boulders are integrated into the landscape, and a pair of lounge chairs is positioned nearby, inviting relaxation in a tranquil setting.

Home in Chatsworth

4.93 out of 5 average rating, 292 reviews

Amazing private guest suite w /pool in Chatsworth

HOME SHARING #HSR20-000438 Hi everyone! We're close to restaurants, parks, great views, 15 minutes from Magic Mountain, 20 minutes from Hollywood, Close to Porter Ranch plaza, 10 Minutes from Northridge Mall & great hiking trails at Santa Susana Historic Park. We have it all Location, quiet neighborhood, the outdoors space, a pool and tennis court! Amenities! Pets and kids welcome! The guest suite is GREAT! Private entrance, Lots of light and great energy!

Guest favorite

Double doors open to reveal serene outdoor views of lush greenery and rolling hills. A wooden deck surrounds a tranquil plunge pool, creating a seamless connection between indoor and outdoor spaces. Natural light floods the room, accentuating the inviting ambiance.

Bungalow in Topanga

4.97 out of 5 average rating, 237 reviews

Topanga Pool House

The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

Guest favorite

An outdoor lounge area features comfortable seating arranged around a modern fire pit. A large screen displays a golf course scene, surrounded by lush palm trees and leafy greenery. The ambiance is enhanced by evening lighting, creating a relaxed atmosphere.

Apartment in Calabasas

4.91 out of 5 average rating, 125 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.

Top guest favorite

A serene pool area is surrounded by lush greenery and decorative plants. Sun loungers with yellow cushions are positioned around the pool, which features a clear blue surface. Stone walls provide an inviting backdrop, enhancing the tranquil outdoor setting.

Guesthouse in Simi Valley

5 out of 5 average rating, 275 reviews

Resort Oasis

This is a gorgeous 500 sq foot pool house with chef’s kitchen. Full access to pool, spa, outdoor kitchen and all the various garden areas on 1/3 of an acre. It is a large detached studio great for up to 2 guests. It’s located on a quiet cul de sac. If you’d like to have a special event or film on the property, we charge on a hourly basis depending on the number of guests and event type.

Top guest favorite

A modern guesthouse is set within a spacious, landscaped area, featuring a smooth driveway and lush greenery. Sunshades are positioned over a patio area, while the entrance showcases welcoming accents and multiple windows, blending functionality with a calming outdoor environment.

Guesthouse in Tarzana

4.96 out of 5 average rating, 127 reviews

Luxurious Resort-Style Guesthouse

Relax in a luxurious 1400 sq ft. fully furnished and equipped guesthouse located on a lavish 1 acre property in "Melody Acres" Tarzana, CA. The grounds include a pool, a grassy area to relax, and private parking. Its a two bedroom two bath property with a chefs kitchen, washer and dryer, tvs in every room and a gorgeous large patio with a firepit and bbq to host an outdoor dinner.